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  1. #51

    Re: Tell me about your wildest hookup experience

    It was a party, and we all we're pretty drunk. I was being fucked from behind while sucking one guy, and jerking another one off. It was very hot and nasty...oddly my only regret was that nobody filmed it.

  2. #52

    Re: Tell me about your wildest hookup experience

    I had started chatting with a guy on a local gay dating site. I was a skinny 19 year old and he was 28 year old muscle hunk called Travis. He liked to talk about sex and asked me if I had any kinks or fetishes. I sent him a link to a video from machofuckers where a cute twink is treated like a sex toy by a strong man. I said it seemed exciting to be thrown around like he was and also how hard and long he fucked him. Giving away control and being fucked by a strong guy turned me on. It seemed scary too so just a fantacy I explained. He loved the video and assured me I would like him. He pushed for me to meet him, and one night I did just to have drinks and talk. I think I went because I was horny.

    I was greeted by his friend who was another hunk. "I'm John, Travis told me a cute twink was coming to be fucked. "What! No, just to talk" I said a bit chocked. "I think he has other ideas". Sit down on the couch and I'll get you a drink. I though about leaving, but part of me was excited. "What he told me is that you wanted to be treated like a sex-toy and fucked properly. Like in this video", he said playing the dvd. I sat with him and watched it.

    Travis came in and asked how it was going. "We've been watching porn", John answered. "I can hear the moaning", Travis said laughing. We talked for a while about other stuff which made me relax more and drink more. But the porn made me horny.

    Travis felt my crouch to feel a raging hard-on. "Do you want to be fucked like him?" He asked. "Maybe" I said. Travis got a pair of handcuffs and locked my hands behind my back. "That's hot", John said, "Let me try something". He lifted me up high carying me and finally trow me down on the sofa. It was hot. They undressed me as if I was a doll.

    Travis said to his friend to facefuck me till I had to gasp for air. He pulled my hair to force me at the same time as he would thrust. I wasn't blowing him, he was fucking my mouth with great force. I started closing my mouth to get longer breaks, which made him slap his cock round my face. "Travis laughed, we'll be more careful from now." "I can take it", I said trying to toughen up. I was horny as fuck. "You kinda have to just take it regardless though", he responded whilst grinning.

    Then Travis, his cock was huge. He liftet me up on a bench tying my legs so they would go up and pushed me so my head would be off the table allowing his friend to continue fucking it. "It's gonna hurt a
    lot at first, I'll try to be careful. He started out careful, saying I was tight so some force was required.

    It didn't take long before he was inn and thrusting hard but slow. He looked at John, and said "If he starts whining to much then give him your cock or a sock or something." I was scared, but I wanted to prove I could handle it. He thrusted hard and faster and faster. I had to tell him to stop after only a couple of minutes. This made him just pound harder and I had to beg him to stop many times. It was scary, but so hot as well. "You didn't shut him up", he said to john. "I just love hearing him beg like that". I was scared when he started up again. "No whining this time", he said. This time I was determined to take it. And I started feeling the pleasure as well as the pain in each thrust. I was soaked in sweat when he finally pulled out and cummed in my face. He jerked me off and I lay there exchausted, but content.

  3. #53
    Call it what you want cron9por's Avatar
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    Re: Tell me about your wildest hookup experience

    Quote Originally Posted by Huntneo(PT) View Post
    ^ Amazing story! Very hot and intense. So good that it sounds straight out of a porno--and I question if it's really true. Either way--you had my attention for a minute or two.

    btw...note to self. Do not eat at ANY restaurants in Little Italy! lmao
    I wish it was straight out of a porno.. then at least I'd get to see it

  4. #54
    Sex God Dashriprock3172's Avatar
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    Re: Tell me about your wildest hookup experience

    When I was in college the girl in the next door apartment was my best bud until she figured out I was gay. She was a very pretty pagent girl who had a hot frat boyfriend who lived with her.

    One night at a campus christmas party, I ended up hooking up with her boyfriend.

    She later found out and he moved into my apartment. Very hot banging him knowing her bedroom was on the other side of my wall

  5. #55
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    Re: Tell me about your wildest hookup experience

    Quote Originally Posted by DerKanzler View Post
    One time I hooked up with a guy on line who wanted me to sneak into his apartment (he left the door unlocked and the outside door on the latch) and without saying a word or anything, find him on the sofa with his ass up in the air and just go right on in and fuck him. So I did all this, fucked him on the sofa and came, then left without saying a word.

    About 3 years later a different guy asked me to do the very same thing. I went down to his basement and fucked him on his bowflex (which he actually used judging by his body ).
    I had a similar experience where where an internet hookup I had been with a couple times prior wanted me to enter his house, catch him "asleep" and then wake him up and force him to submit to me. I played it to the hilt, got real dom on him and had a great time using his holes.

  6. #56
    Virgin gaysuperhero's Avatar
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    Re: Tell me about your wildest hookup experience

    Several years ago I was out with a str8 friend of mine, who is not gay, but enjoyed going out with me to the bars (he's now married with a kid, so we dont hang out as often). I went to str8 bars with him and he, in turn would come out with me to the gay bars.

    He's drop dead gorgeous, a triathlete with a ripped body (similar to mine) who always got hit on when we hit the bars. But he took it in stride and always enjoyed going out with me.

    One night we got *plastered* at one of the bars in Dallas. He could barely walk so I got him into a cab and we got back to my place. I was too drunk to drive him home, so I brought him inside my place and threw him down on the couch, took off his shirt and threw a blanket over him. He was completely OUT. I then took a shower and headed to bed. As I laid in bed, I thought, damn, I want to see what his dick looks like...

    So, I took off my clothes and as I tip toed to the couch, my dick immediately got hard. With my hardon slapping against my abs, I walked over to the couch and found him snoring away. I slowly peeled back the blanket and saw that beautiful torso.

    I then unbuckled his pants and slowly pulled them off to reveal not boxers but Pistol Pete underwear ... with a slight bulge. I then pulled the Pistol Pete's back ... to reveal a nice, soft, sleeping lazy cock. It's now or never....

    I began sucking his dick and to my amazement he got hard. He continued snooring. I put the dick back in my mouth and continued to suck hard on his dick. In several minutes the blood rushed to his cock and it had grown to a nice, thick 6.5-7 inch white dick. He tried to turn over, but I would not let him.

    I then went to my bedroom for the lube, came back, lubed his dick up and ... slowly mounted his cock. I had to sit side saddle on the couch because I coluld not get both my feet on either side of him.

    Slowly I began riding him and felt his dick deep inside me. I was too horned up to ride him ... and in five minutes, I shot a massive load onto my floor. I pulled off of him, wiped his dick down, kept his pants OFF, but put his underwear back on and went to bed.

    In the morning, he was still snoring! When I got up, I made coffee, and the he eventually woke up around noon.

    Didnt realize *anything* had happened!

    We never did anything again, but I will always treasure riding str8, thick cock at 4am!

  7. #57
    Slut MrSantos's Avatar
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    Re: Tell me about your wildest hookup experience

    Well two years ago.. I was on Gay watch dot com and I had a guy from their come over.. So He did...We got naked.. Oral each other, then he analed me.. He finished and then got dressed and left. He left me unfinished.. That's the wildest thing in my life.. Not wild sex if that's what your thinking...

  8. #58
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    Re: Tell me about your wildest hookup experience

    When I was younger, the day after I passed my license test, I decided to do something I had always wanted to do. Drive myself to the clothing nude beach near Miami, in South Florida. I didn't plan on participating and I most definitely didn't plan on losing my virginity. But you know what they say about plans.

    I guess it was just a thrill I had been yearning to seek since I was a little guy, riding thru the area several times a week, passing by. I always wondered what was on the other side of those bushes, and that day, I found out. Looking back, I'm sure I looked out of place. A prude young guy, still awkward and walking alone up and down the beach while hundreds of tan guys and girls and men and women went about their day - soaking up the sun and swimming and picnicing all without the restriction of clothes. Except for myself. I was always a shy kid - at home in the swimming pool, I swam with my shirt on. Really for no reason, though. I've always been tall, lean and toned and nicely built, tan, dark hair, etc. For some reason, though, I gathered up the confidence to take off my shirt and relax in my slightly oversized board shorts. And just as soon as I sat down on my beach towel, I was greeted by a guy that would soon change my life. Who knew!?

    He was, for a lack of better word, sexy. Typically, I'd say hot, cute, pretty, beautiful, etc., but none of those worked for him. Just sexy - he was tall and had a killer smooth body, dark skin, dark eyes, nearly scalped hair, and wore a white pair of super small tight trunks. See, my whole life I knew I was attracted to guys as well as girls, but never had I even thought about acting on it. Until just a few minutes, possibly even seconds later. I don't know what I was thinking, or saying for that matter, but I was up and on my way to somewhere with this total stranger, 3 years older than myself. It was very out of character, but a rush indeed! Somehow I guess I had agreed to take this guy back to my truck in the parking lot and do who knows what!

    No time was wasted. As soon as we shut the doors, his lips were on mine. His body was shifted over the middle console and his hands were on my chest, pinning me down to the driver's seat while he kissed me and shoved his tongue into mine. This was all new to me, and yes it felt wrong, but I would draw no lines. His hands slid down to my nipples and his mouth started to move, sucking my neck, my collar bones, my chest, my nipples, and finally his hands found my dick. At first I felt a bit insecure, but there was no time for that. He reclined my seat back and his mouth continued downward - across my abs, damp with sweat, while his hand untied my board shorts. His other hand explored my back and I could feel his warm mouth kissing and licking right above the loosened waistband. It wasn't his first rodeo, that was for certain. My shorts were around my ankles before I knew what hit me, and his lips wrapped around my cock. I was blown away. I always tried to imagine what it would feel like, and here it was. (I know now that he was actually very good at what he was doing, comparing to the many experiences I've had up to now). When I found myself, one hand was on top of his head, just as I had seen in every porn I had watched, and one hand was sliding down his back and into his trunks while I grabbed and played with his nice muscular ass. I pushed the trunks down a bit and reached further down, into his crack and lightly grazed his balls. It was bliss. The windows were tinted, I was parked at the end of the lot, removed from all possible distraction. Right where I wanted to be; because I could do this all evening and night long. Which wasn't far off

    (I'm sorry I'm so wordy, I just get descriptive - this is half of the story. Gotta run for now, but let me know if I should finish!)
    Last edited by TriBi; January 29th, 2012 at 02:52 AM. Reason: Forum rules

  9. #59
    Sex God launchlover's Avatar
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    Re: Tell me about your wildest hookup experience

    Absolutely PLEASE finish!

  10. #60
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    Re: Tell me about your wildest hookup experience

    Quote Originally Posted by ChaseWeston89 View Post
    When I was younger, the day after I passed my license test, I decided to do something I had always wanted to do. Drive myself to the clothing nude beach near Miami, in South Florida. I didn't plan on participating and I most definitely didn't plan on losing my virginity. But you know what they say about plans.

    I guess it was just a thrill I had been yearning to seek since I was a little guy, riding thru the area several times a week, passing by. I always wondered what was on the other side of those bushes, and that day, I found out. Looking back, I'm sure I looked out of place. A prude young guy, still awkward and walking alone up and down the beach while hundreds of tan guys and girls and men and women went about their day - soaking up the sun and swimming and picnicing all without the restriction of clothes. Except for myself. I was always a shy kid - at home in the swimming pool, I swam with my shirt on. Really for no reason, though. I've always been tall, lean and toned and nicely built, tan, dark hair, etc. For some reason, though, I gathered up the confidence to take off my shirt and relax in my slightly oversized board shorts. And just as soon as I sat down on my beach towel, I was greeted by a guy that would soon change my life. Who knew!?

    He was, for a lack of better word, sexy. Typically, I'd say hot, cute, pretty, beautiful, etc., but none of those worked for him. Just sexy - he was tall and had a killer smooth body, dark skin, dark eyes, nearly scalped hair, and wore a white pair of super small tight trunks. See, my whole life I knew I was attracted to guys as well as girls, but never had I even thought about acting on it. Until just a few minutes, possibly even seconds later. I don't know what I was thinking, or saying for that matter, but I was up and on my way to somewhere with this total stranger, 3 years older than myself. It was very out of character, but a rush indeed! Somehow I guess I had agreed to take this guy back to my truck in the parking lot and do who knows what!

    No time was wasted. As soon as we shut the doors, his lips were on mine. His body was shifted over the middle console and his hands were on my chest, pinning me down to the driver's seat while he kissed me and shoved his tongue into mine. This was all new to me, and yes it felt wrong, but I would draw no lines. His hands slid down to my nipples and his mouth started to move, sucking my neck, my collar bones, my chest, my nipples, and finally his hands found my dick. At first I felt a bit insecure, but there was no time for that. He reclined my seat back and his mouth continued downward - across my abs, damp with sweat, while his hand untied my board shorts. His other hand explored my back and I could feel his warm mouth kissing and licking right above the loosened waistband. It wasn't his first rodeo, that was for certain. My shorts were around my ankles before I knew what hit me, and his lips wrapped around my cock. I was blown away. I always tried to imagine what it would feel like, and here it was. (I know now that he was actually very good at what he was doing, comparing to the many experiences I've had up to now). When I found myself, one hand was on top of his head, just as I had seen in every porn I had watched, and one hand was sliding down his back and into his trunks while I grabbed and played with his nice muscular ass. I pushed the trunks down a bit and reached further down, into his crack and lightly grazed his balls. It was bliss. The windows were tinted, I was parked at the end of the lot, removed from all possible distraction. Right where I wanted to be; because I could do this all evening and night long. Which wasn't far off

    (I'm sorry I'm so wordy, I just get descriptive - this is half of the story. Gotta run for now, but let me know if I should finish!)
    *. . . continued!

    (I didn't realize this story was so long, so I do apologize. I just get carried away with detail. I'll try to wrap it up this time around!)

    So there I was; in my dad's green Dodge Ram QuadCab that was handed down to me the day I got my driver's license, parked at the end of the Haulover Beach parking lot in Miami, with a nice set of lips wrapped around my shaft and my hands exploring his nice smooth butt, balls, and the space between. Five minutes prior, I hadn't even had my first kiss, held my first hand, nothing. Everything was new, and here I was being completely taken by a stranger - and I didn't want it to ever end. It was like somebody else was inhabiting my body, and i wanted them to stick around!

    I wanted a taste, and though I really had no idea how to go about it, I was going to try. I pryed his mouth off of my dick and I remember, specifically, the way the spit stringed from his lips to the head of my cock. I didn't know what horny felt like until that moment, and that was more than enough inspiration to get to work myself. I attempted to mimic what he did, so with a quick shove, he was pushed back into the passenger seat as I leaned over to him. I guess I got a little ahead of myself, and skipped a few steps. My mouth dove straight down to his abs, a little dampened from sweat, and my tongue trailed downward toward the top of the waistband of the small white trunks. Something about the stark white spandex against his dark smooth skin was just enticing. I wrapped my fingers around the elastic and pulled the shorts down, following closely behind with my tongue. As his rod started to poke out of the top I greetly promptly with my lips, kissing, licking, and sucking my way down, until his whole uncut piece of meat sprang lose from the trunks. I pushed them to his ankles and took positioned myself on my knees, on the floorboard, between his spread legs. With his cock in one hand, I cupped his balls with the other, and wrapped my lips around his balls - then I started licking up the base of his dick, all the way to the top, and sucked it all down into my mouth. I remember being very satisfied hearing a heavy moan, because this was my very first time for everything! Giving good head just isn't something a little innocent boy like me would expect to be good at, and he seemed to be enjoying it very well. His hands slid all around my head, in my hair, and onto my neck, as he used my mouth to work his stick. For whatever reason, I was feeling rather brave, as my hands fondled all over his balls, down his taint, and around his hole. I had seen in porn where they lick their finger and play with the ass, so I decided to mimic what I had seen. I didn't know where that would take us, but at that point, I was ready for anything! He started to lift his hips up off of the car seat and push my head downward. I thought we would stop at the balls, but he just kept pressing further. And I do admit, I had seen this before, but I was a bit reluctant to lick his hole. Not only for the fear of the taste, but moreso for the fear that I would not please him.

    But there it was, and without anything I could possibly do to resist, I started circling my tounge around his tight little hole. It was very smooth, and to my surprise, tasted rather pleasant. It tasted "manly" - which is now a very familiar taste to me, but at the time, it was new. That didn't last long, though. He put the middle console up (which didn't latch all the way, but he didn't know that, and the pens/change/sunglasses/etc. all spilled out and onto the floor in the back seat), and pulled me up to lay on the bench seat. He thru his leg up over my head, to where his package dangled over my face and his head was down by my cock - and we started to 69. I was in extascy. This was all so overwhelming; and just when I thought I was in over my head, it went farther. His mouth was quickly finding its way down. Down past my dick, over my balls, and to my taint - and quickly, to my ass. I stopped functioning - the feeling just could not get any better. I could no longer focus on what I was doing and just seemed to lay there and moan and squirm at the unbelieveable sensations he was giving me. I had fingered myself plenty of times, but his tongue was just another league of intensity. He pulled himself off of me, posisitioned on his knees, now in the drivers' seat, while I laid across the bench seat, with my feet up around his hips. His hard dick was gently pressing up against my balls, when he spit into his hand, and started to rub my hole. Then his spit directly onto his cock, worked it around, and grabbed my legs, up by my thighs. I know before I mentioned I was ready for anything he wanted to do, but now that I knew what was coming, I froze. I was paniced and nervous and flushed. I was about to lose my virginity, to a complete stranger, in a parking lot, in my dad's truck. It wasn't how I tought it would happen, but you know what they say about plans!

    Before my mind could wrap around the idea of what was going on, I felt the head of his dick circling around my tight virgin hole. Suddenly, all the anxiety left and I was in a horny rage. That was all it took. He teased my hole and tryed to press into it, but for some reason, it just would not work. He then flipped me around, onto my stomach, and reached around my hips to pull my ass up a bit. I was reaching down with one arm to the floorboard, my head was smashed into the leather seat, and my other hand was reached back to my buttcheek helping to spread it apart to hopefully let him in. I heard him spit more into his hand and felt two fingers enter into my body. He started probing my hole and as he slid his fingers out, he slowly replaced them with the tip of his cock. I could feel myself shutter from the pain, and start to get hot all over, like a hotflash. The pain was unreal, and it felt like I was being split open as he started to slowly inch more and more of his shaft into my ass. His hands were resting on my ass, and started to scratch upward, up to my back, onto my neck, and finally he grabbed my head in the back. Just when he had the entire length of his tool in me, he wrapped his fingers on my scalp, just at the root of my hair, and pulled my face up. My back arched heavily, with his dick still inside me, and he pulled my body up against his. He didn't thrust at all, but he started kissing the back of my neck and around to my lips. It was out of this world. It was as if he had been planning this for quite some time, and I was his victim. I can't even begin to describe the pain I was in - my stomach was hurting, my hole was burning, and I didn't know how I'd even survive any humping or thrusting. But he slowly started to pull his dick out, and push it back in - and after about 3 minutes or so, he was steadily pumping my ass. The pain started to subside, and I'll never forget the feeling it gave me. He pushed me back down onto the seat, with my ass up, and grabbed my hips as he started to thrust into me. I could not even believe what was happening - it felt like a dream. Just as he started getting a good motion going, he stopped. I was lost in moaning so loudly, and when he stopped, it was just silent. Without saying a word, he reclined the seat all the way and climbed over the seat, into the back. Without knowing what he wanted me to do, I awaited instruction. He pushed the console back into place, and motioned for me to climb into the back seat. Quickly, he showed me where he wanted me, and with everything in me, I obliged. There I was - my chest on the large center console, my knees on the back floor board, and my ass spread apart, aching greatly from what had just happened. He sat on the seat directly behind my ass and put his cockhead up to my hole. If I thought he was pumping me at first, I was so wrong. Now, I was getting fucked. Raw bareback fucking. I couldn't breathe and his hands clutched tightly around my hips. I remember tearing up a bit from the pain, and I couldn't feel my entire lower body, but I wanted it to never end. I was screaming and he was starting to get very vocal, moaning and talking and moaning some more.

    Amongst all of the "ohh yeah, you like when I fuck you like that?" and "yeah, that tight ass", I remember one statement in particular.

    "Oh, I'm gonna cum in that ass, you want my cum in your ass?" And I could feel his thrusting go from fast and steady to slow, extremely powerful, and spuratic. I could feel his cock throbbing inside me and the warm ropes of cum spilling out and dripping down my taint. It was all so intense I couldn't even take it. He violently pulled his dick out of me, and replaced it with his mouth, where he sucked up some of his jizz, and pulled me backward onto the seat next to him, where he squeezed a bit more of his thick creamy load onto my rock hard shaft. With his cum in his mouth, he started to kiss my lips and shove his cum filled tongue into my mouth. I could taste his load and I swallowed it down, because I didn't know what else to do! He quickly moved his mouth down to my shaft, covered with a rope of two of his delicious creamy spunk, and started sucking me off. I felt that ever so familiar feeling start to tingle up on me, and my balls spilled out the biggest load of cum I've ever shot right down into his throat.

    And just as quick as a snap, it was over. He sat up, looked outside the tinted windows, and noticed the sun was starting to set. In what seemed like a panic, he started grabbing for his clothes, and my clothes, still in the front seat and started pulling his shorts on. Just as nothing had happened, he asked if I would be able to drive him to the next parking lot over to get his car, because we had to be out of there before they locked up the gates for the night. As we slid our clothes on, we barely spoke, and i climbed into the front seat. I turned on the truck, very casually backed out of the spot, and started driving towards the next lot. We exchanged our goodbyes, and how much we enjoyed the evening, and on he went. As I drove home that evening, I could feel his seed and spit leaking from my hole. At least I had something to remember him by - because to be honest, I didn't even learn his name.

    (I know this was a super long story, and I apologize, but I feel the need to give every detail!)

  11. #61
    JUB Addict BiMike's Avatar
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    Re: Tell me about your wildest hookup experience

    Wow what a hot first time experoence !! Great story. Still remember my first day I got my licence but it did not end like that

  12. #62
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    Re: Tell me about your wildest hookup experience

    ...i'm not sure this would be considered kinky...but i thought it was funny......i sucked off 4 or 5-guys through a glory hole then went home and kissed my homophobic girlfriend with their cum still on my lips and breath...

  13. #63
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    Re: Tell me about your wildest hookup experience

    When i was 18 I met a 35 year old on craigslist. I had him come pick me up we went to his place and next thing i know I am sucking his dick. They he fucks me. It was a wild time. Now a days all my encounters come from a trip to the adult shop, even hotter then hooking up with dudes from craigslist

  14. #64

    Re: tell me about your wildest hookup experience

    Quote Originally Posted by boxerdudeuk View Post
    a friend set me up with a cop friend of hers, saying she was sure "we'd hit it off".... we definitely did, and ended up hooking up the first night we went out.

    when things got to the bedroom, it was pretty apparent he had some fairly strange fantasies he really wanted to act on... one of them being me pinning him down, holding his gun and rattling around the barrel of it in his mouth while i was inside him.

    clearly he had some rape fantasies. it was pretty intense.
    Uh damn this is my #1 fantasy, gun and all.

  15. #65

    Re: Tell me about your wildest hookup experience

    I'm gonna have to practice this with my boyfriend! Fucking love it

  16. #66
    JUB Addict Sultan's Avatar
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    Re: Tell me about your wildest hookup experience

    I've had so many. I'll have to get back to you on that one.

  17. #67
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    Re: Tell me about your wildest hookup experience

    If there's one type of sex I love the most, it's drugged sex. Alcohol is awesome, yeah... but usually it's very short lived If you're crazy enough to try to have sex on shrooms or X like I am, then there's no way you will ever understand how amazing drugs can be to your insight. However, I will say this, my favorite is weed. Just simple weed sex, so good. Anyway, those are two of my favorite things, drugs and sex.

    First day off in a long time was coming up, and I had to be back by thursday. I wanted to have some planned fun for that day; all of my homework is done and I don't have to have any papers in for at least another two weeks, so why not? Whille I was at work, I started surfing (on my own computer mind you, not networked with the customers or employees in anyway.) I work overnight hotel and believe me, there are hot guys in there all the time. But tonight I thought I struck it rich that night, lemme explain.

    There was a guy that posted that he was a working man and needed a friend to smoke weed with while he blew off some steam by plowing his ass. Hell yeah I thought! Sounds like my kind of guy! Well, emailed him, called him, he sounded pretty cool. Actually eh was very charming, big big man too from what his profile said. I was engrossed, he was talking about so much sex and kinky things we could do together over text messages, he was learning about who I was, what I smoked and did and what I had available to do. He said we could meet really soon and should, because he was excited to see me. Little did I know he was actually sinking his teeth into me and was about to rip me to shreds.

    He asked where I worked. I gave my location, "the hotel X on street Y." He was like "I know exactly where that is"--then he asked if I "was ready to meet him now" and "I said I couldn't because I was at work." He text me back and said "nope, I'm right outside your office window." I saw lights on the windows and jerked around, my heart stopping instantly. It was a cop car--he stood with the door open and waved.

    Now let me explain before you start going off on drugs and shit, and let me follow with what happened next. He had asked me if I "had any weed on me right now at work?" I said "no, all I have is the resin on my pipe from school today with friends." That was my fatal error. He came into the hotel, introduced himself as a totally different name, and from that moment on I knew I was fucked. Holy fuck he was huge, he did not lie about his height. He asked me where the video cameras were in the hotel and what rooms didn't have any. A little shocked, I asked why. He asked me to show him inside the office when I told him it didn't have cameras, and as he did so, he grabbed my bag and took my pipe.

    "Son, do you know what this is?" he asked me. "Yes sir." I was trying so hard not to piss myself at this point. My college career could have easily ended because of what he was holding in his hands... his gloved hands no less. "What is it?" he asked
    "Hey, what is?
    Tell me, c'mon talk to me."
    "It's a pipe, sir."
    "For what?"
    "Weed."
    "Why do you have this son?"
    "To smoke it, sir."
    "Did you not know this was illegal?"
    "No sir."

    This little drone of utter pathetic guilt apparently worked some kind of smile on his face. A devilish smile, really. He put the pipe in a plastic bag, took it out to his police car, state trooper if you are wondering, and turned it off...? When he came back in, he went right to the front window, and told me to give him a key to a free room. I didn't know what to do at first, I stuttered trying to tell him some bullshit excuse I couldn't do that in the computer and he got really loud all of the sudden. "Don't bullshit me, I know you can, the hotel ain't no way full, give me a fucking free room right now god damn it!" he screamed. Terrified, I did what he asked. (Time: 04:00 cst)

    "Now, here's the deal. Since I don't want to get you fired, at least not yet, I'm gonna go to the room and prepare, you're going to wait here at the front when I call in twenty minutes. Then you're gonna come up to the room, and you're gonna do what ever the fuck I say. I promise it won't take too long. However, you better have that hole ready, and I mean really ready when you get there."

    He took his key and left, and I couldn't say a word. I had absolutely no response to that. So, I waited, I waited, and he called on the dot. I went up to his room... opened the door, and I was grabbed and thrown on the floor. He was a naked body and a blurry face to me. Paralyzed in fear, I didn't do anything. Lay motionless as he pinned me down with my arm locked. He whispered in my ear "don't scream and pushed up on my arm. "Yes sir!! Yes sir *cough* Yes, sir please, let me go!!" I said as calmly as I could. He let go, he got up, and told me to stand up and take it all off." I did so, as fast as I could and not without trouble from shaking hands. When I was naked, he told me to lift my hands, to pose for him a little while he looked at me. "Very nice catch, very nice indeed. Show me the hole boy." I did--"finger it." I did that as well. I at worked up to at least three holes inside of me by practicing and using spit. Very good," he motioned towards me and felt me, felt my stomach, my ass, my dick, and worked a finger into my ass.

    I can't remember much about the way he looked, honestly. I don't know why, I think mostly because he was a person you couldn't look straight in the face without being scared. He was big though, and feeling those huge hands along my hole was the tipping point, I was in one way relieved I was not in handcuffs, and in the other, I realized he was a very different kind of person that I've ever met before and he was nothing short of dangerous. What happens next is a blur, and for those people who are enjoying my recollection, I'm sorry.

    I have long hair. It's long enough for a 6 inch pony-tail actually. Yeah I know, really femmy looking right? Well, he grabbed it, and he pulled back hard, my hips into his. At first, his dick was just along side my back. But then he shoved his raw cock right inside me. No amount of lube would have helped prepare me for that pain. I can't tell you how huge he really was, all I know is it hurt like fuck. He was behind me and now forced me face first into the bed and did his best to make it as painful a fucking as he could. I remember trying to push him back or at least brace myself against his body made him pull my arm back again. So I gave up, I tried to slow my breathing just a little and stop screaming in any way. For this he rewarded me and let me go, continued to do me doggy until a few hard thrusts and growl like moans meant it was over.

    I will admit, with some shame, that I had a raging hard on the whole time. He noticed that, but he never did anything for me. Instead he put his boxers on and told me to get dressed. I did so in a hurry--the only thing I could think about was getting back to my hotel desk. I walked a little ways to get my pants when I reached down and left myself dripping from my asshole. I gingerly touched it and looked at my hand. I expected cum, was scared of any shit, but to my horror, I saw blood. It didn't gush out of me, but I could tell something was wrong, something had torn. But as I left, I smelled smoke.

    "Thanks for the pipe buddy, I think you and I are gonna start seeing a lot of each other." He said. He was holding a pipe of his own, in his boxers, laying back in the bed, smoking weed (smoking room at least.)

  18. #68

    Re: Tell me about your wildest hookup experience

    When I was 20, I went with two older men for an after-party at their hotel room. They were muscly and macho. I was pretty drunk, and when I spilled my drink I stood up, pushed out my ass a bit and jokingly said: "I need to be punished". Quickly I got a slap from one of them. I laughed and said: "one more!"

    Then he pulled down my jeans and boxer-shorts in one quick motion, my hard dick slapped against my tummy. My immediate reaction was to pull up my pants, but right before they were fully up they got pulled back down again. I was spanked more, this time so hard I had to cry out a bit. Horny as fuck I just let myself fall down face first on the bed between them.

    It wasn't long before I was completely naked with one cock up my ass and another down my throat. I was fucked harder and longer than ever before. After the first guy unloaded in my ass, he kept taking his cock all the way out and then pounding it back in again as hard as he could, spanking me after each thrust. He kept doing this until he got soft which felt like 5 minutes. He then sat down on my chest, held my arms and started kissing me.

    I was completely pinned down when I felt the other guy playing with his cock around my asshole. My cock was throbbing with excitement, but I was prohibited from touching it. The pounding started up again, it made me moan loud, but getting a small kiss between each one and being allowed to touch the first fuckers' huge pecks made it tolerable.

    Right before the guy now fucking me climaxed, he started jerking me off and I felt an enormous orgasm as he came inside me!

  19. #69
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    Re: Tell me about your wildest hookup experience

    I’ve always had a thing for my feet being touched and messed around with, I remember the first time my older step brother massaged and kissed them for me when we decided to role play a gay scene from a film we saw. We only kissed and cuddled, I must have been 9 at the time and he would have been 12. I kinda realised then I had an extreme crush on him. He’s always had a larger package, and I’ve always since that day fantasised about his cock, I’ve only been able to suck it twice, (drunk). at age 14 I choose not to talk about my feelings towards him, but I’m so obvious, we was so close that we used to masturbate together, and I’d always stare at him cumming, I also once took one of the tissues he used to masturbate with, and I also remember him building a flesh light out of a bottle, so there was like 3 wanks of cum that I decided to taste. One time I showed him the stuff on my USB, and left, then came back to find him looking at some gay porn I had on my USB! I’ve accepted the fact I’m bi, and ironically live in Sussex now. So yeah now I’m 18, I started looking for men to meet, it surprisingly took me 1 night to find a perfect guy for me (likes feet, dominant and mature) he was in his 50s and told me to meet him at his hotel...

    This was my first time... he didn't waste any of it; he slipped his finger in my ass as we must have went up 30 floors. He couldn't take his hands off... I was pretty freaked about it, but the thought of his finger in my ass made me go stiff. I entered his flat, where he had sex toys scattered all over the floor, he used the "medium" sized dildo... grabbed one of my feet and started sniffing my socks! at that point I can see he was ready to do the deed, I even saw the cum dribbling as I wrapped my feet around his cock, so I decided to do something I’ve always wanted to do... (deepthroat)

    Must have been 5 minutes of tasting it until I decided it's time to sit on it. I think I must've ridden his cock for 10 seconds before blowing my lode into his mouth! I really did love it; I was a bit freaked out about the kissing though D:

    But back to my real true love. We moved away from each other when his dad (my step dad) died... but through college he's moved to where I live! I think there might be something between us. I’d honestly do anything and let him do anything to me.

    PS: I did tell the guy who I met at the time to record me sucking his dick... but as I pressed play and gave him my phone... he accidently pressed stop... sigh

  20. #70

    Re: Tell me about your wildest hookup experience

    Love to enjoy your feet .. you'd enjoy it too guaranteed!

  21. #71
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    Re: Tell me about your wildest hookup experience

    Mine was last year. I had just finished a relationship a few weeks ago, feeling lonely and super horny. So I went on to Grindr and made a profile. For about a week I had been chatting with this one guy nearby. He was the epitome of tall, dark, and handsome. He was Italian with dark hair, stubble on his face, a rocking body, and fur all over his chest. He seemed normal, we hit it off quite well, and both were just getting out of relationships and needing some fun. We decided to meet up one night, and I was super nervous. We decided to be a little adventurous, so we met up at a nearby park after dark. I was there first. There were about two other cars in the parking lot, both looked empty. I parked on the other side near the woods and waited for him to arrive. As his Jeep drove up and parked next to me, my dick got super hard and he jumped out and smiled. He was wearing thin sweatpants that clung to his legs, and I could see the outline of his cock in it. I almost came right then but got my head back.

    We both looked around cautiously (I was really nervous since there were other cars there), and we headed into the woods. We talked a little, and his voice was shaking saying he hadn't fooled around in public before. I had a handjob in a bathroom once, so I told him how hot this was. We walked back for about ten minutes, making sure we were in a hidden area. We were right near a bridge and he sat down on a tree stump and began rubbing his crotch. We both were breathing heavily, again shaking a little. We then just started making out, and I put my hand up his shirt and played with his chest hair. It was so hot! I then decided to just go for it, and I took his cock out and started stroking it.

    His cock was beautiful, and this is why this is my favorite hookup. It was the thickest cock I've ever seen, it had to be about 7 inches around and 8 inches long, cut with a huge mushroom head. I took as much as I could in my mouth and started going at it. He started to moan and get into it, thrusting into my mouth and slapping his cock on my face. He grabbed for my cock and started jerking me off. It was so hot that I could feel myself nearing my limit, so I took his cock in my mouth again and went for it. He started moaning again and whispered really quick "I'm going to blow dude, I'm going to blow." I gave him one more lick and pull his cock out of my mouth just as a huge load started shooting out of his cock. It got all over my face, hair, and chin. He took his cock and wiped the cum into my mouth, and I licked and swallowed it all. I looked down and realized I had already came in my shorts. We kissed real quick and started heading back, talking about how hot that was. When we got back, he went in his car, said goodbye and drove away.

    He texted me later that night and said he loved every minute of it and we should meet up again sometime. The next day we met up at an office bathroom just outside my work, and sucked each other under the stall. I swallow his cum this time and loved every minute of it.

    We ended up losing contact a few weeks later, and he ended up telling me he had a girlfriend and was nervous about getting caught. He still has the best cock I've ever had, and I still get hot thinking about it. I still have the jacket from that night, and it's all covered in cum stains near the neck and on the arm from wiping my face. Occasionally when I'm jacking off I get the jacket, lick the stains, and almost cum instantly. I pray one day I run into him again.

  22. #72
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    Re: Tell me about your wildest hookup experience

    Whoa, nice stories!

    I'll post mines later.

  23. #73
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    Re: Tell me about your wildest hookup experience

    Well this time wasn’t the hottest or best, but certainly wild

    A friend was having her birthday party at my apartment, because it’s bigger and more people could come. The party was pretty lame, but we were all drinking a shit ton of booze. One of her best friends from home, who I had never met (but our other friends had) was very obviously gay and looking kinda more drunk than I. One of my best friends got up to leave, and immediately this guy sat next to me on the couch.

    I was so flattered, and plastered, that when he suggested we find someplace to sit, I told him my room was upstairs. We get to my room, all that's there is the bed, so he lays down and I lie down next to him. He takes off his shirt to "get more comfortable" and we start cuddling. A lot of my flattering him and him asking who else at the party is gay. I didn't think anything of it, and we started making out.

    When he shifted, I felt his hard cock and I started rubbing him through his pants. He was moaning, but also kept mentioning that we should have a threesome. Now, I was in a drought at the time, and was just happy to have a (drunk goggles hot) guy in my bed, so I ignored him/brushed it off. So I got his pants off pretty quickly, and as soon as I saw he was cut and not heavy on the pre-cum, decided to abandon a hand job in favor of my mouth.

    I have no idea if I'm very good (loooong drought) but he had to get up and "go to the bathroom" pretty quickly. (My theory is he needed to rub the first one out quickly) When he got back I was naked and he asked me to fuck him. As I was putting the condom on, someone knocked on my door and asked for him by name. I whispered to him that it was my room and he didn't have to answer, but he said, "Yes!" anyway, and they thankfully didn’t barge in. Instead he said, "Oh I'm in here with..." and he turned to me and said, "What was your name again?"

    I kicked him out, completely naked, furious. Blue balls be damned, I have dignity. Also respect, because I left his clothes outside the door a couple minutes later while he was hiding in the bathroom.

    Yeah... Plenty awkward, and in a way wild.
    Danny

  24. #74
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    Re: Tell me about your wildest hookup experience

    I had a really hot one that I think about a lot when getting off...

    MY girlfriend and I are swingers, and we met up with a couple once. The guy was straight but didn't mind if I sucked his cock, and he had a huge delicious one!! The other woman wanted to see me suck his cock as well. It was easily 8 inches and hung low under it's own weight ^__^ Anyway, all four of us start fooling around, and I'm naked on top of the other woman kissing her. I look up to see the other guy naked and kissing my girlfriend, but I notice his cock is about 3 inches from my face and hard. The other woman pushes my head onto his cock forcing me to suck it. I love being degraded and It was soooo hot to feel used like that for her to see. Eventually he came in my mouth while the women watched. I swallowed every bit of it and loved showing off for them.

    We never met with them a second time unfortunately.

  25. #75
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    Re: Tell me about your wildest hookup experience

    I have a few. I don't normally do but when I do they're hot! Not into fucking though so pretty tame stuff...

    I actually just had a hot one last night. I was talking with this guy online and we decided to meet up. Neither of us could host (he lived with his girlfriend) so we met up at a store parking lot. When he got there, I hopped in his car and we drove a few streets down to an industrial area and parked. He was super hot, a few years older than me (28), short dark hair, stubble, and muscled. He also drove a jeep which I always think is hot. We started fooling around and jerking each other off. His cock was about 7 inches, thick. Both of us wanted to play safe so we sucked each other off with condoms on and it was hot has hell! While I was going down on him his girlfriend called and he picked up and started talking. He was getting close so he started moaning and had to hang up. When he was cumming he was moaning so loud. We both came a ton, took off the rubbers, threw them out and drove away. We're texting today and both had a great time. I felt like a whore and feel bad for the gf, but it was just too hot knowing he was getting his dick sucked by a dude while talking to his gf.

    Another time last summer I met up a guy near another industrial area late at night. We both parked in different areas and met behind a factory. He was Greek- dark hair and skin, muscled and wore a tight tee shirt. All he wanted was my cum, so he pushed me up against the wall of the building, pulled out my cock from my athletic shorts, got on his knees and started jerking me off. I came so quickly- it shot all over his face and he used my cock to wipe it all into his mouth. After that we just walked away. I still get hard thinking about it- the grime of the factory, the heat of the summer, the moonlight, the sound of the bugs. Would have been a perfect porno lol.

  26. #76

    Re: Tell me about your wildest hookup experience

    I recently visited Kansas City on business and happened to hang with an old friend from high school who was living there. We had reconnected on Facebook and he invited me to stay at his place while in town. Bill was a good dude. He was always really laid back and never had a problem with the fact that I was gay. Back in the day we had even fooled around a bit one night when we had convinced an old man to buy us some beer and we got drunk. We ended up jacking each other off in his parent’s basement each shooting our load on the tile floor. He was a swimmer with a great body and a nice sized cock and it was fun. I could tell he liked it and I hoped we might do it again and maybe go farther at the time but it never happened.

    I was sitting in his living room in a large armchair, nursing my fourth beer, watching an old episode of Seinfeld on TV while he was showering up. It was the episode where Elaine meets the handsome gay man and they start to date and she thinks that she has brought him over to her side. Bill walked in naked with a towel wrapped around his waist, putting on deodorant just when Elaine was explaining to Jerry that he had “gone back to the other team”. “How can I compete with somebody when I have access to the equipment maybe a few hours a week but he has access twenty-four hours a day?” Jerry nodded.

    “That’s bullshit!” Bill said. “What?” “That’s bullshit!” he repeated. I just looked at him realizing once again that he ha missed the point. “Equipment! Just because a guy has a dick doesn’t mean he knows anything about what men like. I mean Ashley doesn’t have a dick and she knows just what I like!” Ashley was his girlfriend “She is just soooo hot. She loves to suck cock and fuck!” I could see the towel twitch a bit as he started to get a little hard under it. He noticed me notice the towel. “See? Just thinking about what she does makes me hot!” as he looked down at his partial erection under the terrycloth. “No guy is gonna do anything to beat that.” “Well, maybe, I guess.” I said. “You guess? Yeah, how would you know?” He smiled. He was taunting me a bit for being gay, like he always did remembering our little jack off session.

    I am not sure if it was the beer or what but I reached out and brushed his cock through the towel with the back of my hand. Then decided, “what the hell?’ I reached up and pulled the towel off of him. He was a little startled I could tell but he didn’t stop me or pull the towel up. He continued to look at me with a raised eyebrow but didn’t object or back away.

    Before he could say anything I slid out of the chair onto my knees. I grabbed him by the thighs. He stiffened and pushed his hips out a bit. I think he thought I was going to blow him. But instead, I swung him around and pushed him over and he fell catching himself on the arms of the chair. He tensed up and started to get up until I buried my tongue into the crack of his ass and licked his hole, darting in and out with my tongue. “Ohhhh” he moaned quietly partly with pleasure but it was also filled with wonder, like a little kid who sees fireworks for the first time. He was overwhelmed by it and just waited for the next one so he could feel that wonder again.


    Within seconds his cock was rock hard. As he felt my tongue again he started to relax with it wanting more. As I pushed my tongue in again his sphincter loosened with every lick and stab, so my tongue got deeper and deeper and he moaned even more. I spit on my hand and reached through his legs and began to stroke the length of his cock slowly while continuing to ream him. After a bit every time my hand reached the bottom of his shaft I yanked his balls and then pulled them to my mouth, where I licked and sucked at each ball and then moved back to his asshole and work my soft, warm fleshy organ into his crack with the upstroke.

    Then I started to tease him. Between licking and sucking on his balls and licking his willing, open ass, I started to flit my tongue back and forth on his taint working my way slowly to his ass and increasing the speed and strength of my stroking along the shaft of his trembling dick. He quivered with the flit of my tongue and I could feel his legs tighten and his cheeks shake with the anticipation of it entering as my tongue approached. He continued to moan to himself, his head hanging and swaying with the stoking of his cock and the thrust of my softness burrowing and caressing his taint and ass.

    I stroked again and as I reached the top and massaged the head of his cock I felt the lubrication of his pre-come. I knew he was close so I stroked even harder and made one more pass, licking and sucking his balls for a little longer this time and then grounding my tongue firmly on his taint and licking solidly all the way up his crack and burying my tongue into him.

    I could feel his legs stiffen and his balls starting to twitch so I grabbed his hips and with a quick pull got him to his feet and turned him around taking his swollen cock all the way down my throat clasping my lips tightly around the bottom of his shaft just above his balls. Then with my lips tightly wrapped around him I began to swirl my tongue back and forth and slowly, achingly slowly, began to withdraw, my lips, wet and tight and my tongue moving wildly until I felt his hot come squirt and hit the back of my throat, once, twice….three…four times, then he shivered and out shot number five and six. I swallowed his warm cum. I leaned down and licked his still hard cock from the bottom of the shaft to the head and then licked around the head, then wrapped my lips around it and sucked the last bit of his liquid into my mouth.

    I looked up and saw him, mouth hanging wide open, a bit of drool, staring with disbelief and amazement, his eyes as wide as saucers. And in a raspy, squeaky voice came a word that he was barely able to form, “Jesus!”

    “Did she ever do that?” I smiled.

  27. #77

    Re: Tell me about your wildest hookup experience

    My wildest hookup was with my older neighbor. He tied me up, my ass and arms were in the air..He fucked me in my mouth and ass filling them with his hot cum..

  28. #78

    Re: Tell me about your wildest hookup experience

    U wildest hookup was at church with my best friends boyfriend haha

    After Sunday church and Thursday prayer night I would suck he's fat cock. He was 19 and I was 15. He was straight and hot looking. He had 6pack and nice pubes. He at first didn't want to.. But I just grabbed he's dick and started to turn him on. Then I sucked it haha he loved it and it went on for a whole year. While he was dating my best friend. He lived in front of the church too.
    We stopped and he had a baby now from some girl and I sucked he's dick one more time before we stopped talking forever. Haha. Still to this day we don't talk. He's cum was so good haha.

  29. #79
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    Re: Tell me about your wildest hookup experience

    Lordy...loved reading some of these! I got started with sexual encounters with other guys when I was really young (8 or 9) and never really let up, so I've got some fucking wiiiiild stories, including some pretty good ones about when my older friend and I ran a business where he set up clients and I did the work. Good times! I can't decide whether to tell about the time he took me to the local adult theater and filmed me in the gloryhole or the wild ass orgy he set up in a budget motel, so I guess I'll tell about the orgy (one of many I've been involved in, but this one was my first.)

    So my buddy AJ got this bright idea that, after he got a bunch of cash for some tapes he'd shot of us/me, that we could make big money from men who liked the whole smooth twink thing. There are *lots* of "straight" married men who go to bookshops and theaters and hook up, and a hell of a lot of them are looking for someone "cubbish," although that term wasn't really used when this happened.

    Anyway, he had a bunch of contacts from different places, so he arranged for about 10 of them to meet at this kind of shitty motel room on the interstate. Once everything was set up and the guys were there, then he'd come get me.

    By the time I showed up to the room, these dudes had already gotten a pretty good start! There were a few of them completely naked, stroking or sucking each other off. A couple stood by and watched, jerking off. No fucking at this point. Just a group of like-minded men with ravenous sexual appetites.

    So AJ brings me into the room, and of course all eyes fall on me. I gave a little wave and smile. I'm fucking nervous as hell, but actually pretty excited. By this point I've done just about all there is to do, and since the gloryhole thing happened earlier, I've already blown my fair share of anonymous strangers. AJ sort of marched me to the foot of one of the beds and, without saying a word, stripped me down. As soon as I'm naked, just standing there, there are hands all over me. I started off soft, but these men, who ranged from about 30 to 55 or so, mostly white, but with a hispanic and a black guy, nearly fought each other to touch my prick, and that got me hard pretty fast.

    AJ sat down in one of the cheap chairs over by the table/AC unit at the window, just to watch and make sure nothing happened to me.

    One of the men pushed me down to my knees at the foot of the bed, and of course a half-circle formed around me immediately. I reached out to the left and right and started tugging the cocks that were there, and the guy in front of me stepped in close, took the back of my head, and brought me up to his crotch. I took him into my mouth and he basically face fucked me. It was a little more, um, demanding than I was used to, but hell he paid for the experience, so I kind of had no choice but to take it as best I could. Luckily my gag reflex isn't that strong, lol.

    I sucked him for a while, but then the other guys started giving him shit about hogging my attention, so he backed off and someone else stepped up. Another white guy...this one the oldest of the group. He wasn't all that attractive, and fortunately for me, he had a small dick...probably 4 inches. I blew him. I don't know if he'd taken a little blue pill or what, but it didn't take him anytime to climax. He didn't warn me, and didn't pull out of my mouth or anything, so I just let him cum and I swallowed it, then he stepped back.

    Of course, as one leaves the circle, someone else is stepping in, and I'm doing my best to jack off everyone around me. I've always loved cock, and although I had to let these guys use me for my mouth, I was trying to look around and see all these nice hard-ons around me. The black guy had a huge cock...biggest I'd seen to that point, like 8 or 9 inches and really thick. I know there's the stereotype (which in my experience isn't true) but he was fucking hung, man. Stroking him was like beating off a horse or something.

    Anyway, the few who couldn't edge in close enough, or who were in the circle but not getting my mouth or hands, kept each other hard. The hispanic guy was actually right up behind somebody and had reached around to jerk him off.

    I guess the next dude was part of a couple, because he and his boyfriend or lover or whatever he was, they stepped in really close to me on either side, and put both of their cocks up to my mouth. They didn't seem to care whether they touched each other or not. So I just went back and forth between the two of them, sucking one for a minute, then switching to the other. The guy on my right blew his load on my face while I was sucking his boyfriend, though the guy I was sucking off didn't cum. One of the younger men actually came over and knelt down and licked his semen off my cheek, which I found pretty fucking sexy. And, the whole time this is happening, there's still hands and mouths and tongues all over me. Somebody, I'm not sure who, had reached down to my butt and kind of lifted it off the ground, and was tracing his finger up around my asshole. Another couple of guys were taking turns licking my little cock like a fucking ice cream cone, and although it felt good, my attention was focused on what I was doing, so I couldn't concentrate enough to really enjoy it. Still, I was feeling quite good. Somebody had a nipple fetish, so he was rubbing my chest and would sometimes give a nip a little lick or suck.

    It was really sexy to be the center of attention...the object of all this pent up desire. And I gotta admit, I've always liked being used. I kind of got off on them telling me I was a little cockslut and all that kind of stuff.

    So I ended up sucking a lot of cock down there on the floor. Couple of guys came, like I said, but most didn't.

    From the chair, AJ said "let him get on the bed."

    The dudes backed off and allowed me to do that. At first I just sat down and leaned back on my hands, but this guy, Mike, he said "uh uh. Put that ass in the air."

    So, I flipped over and got into that position--ass up, head down. Somebody spanked me, really hard.

    The hispanic guy climbed up onto the bed, arranged the pillows on the headboard, and sat with his legs spread, right where my head was. So I started licking his uncircumsized dick. He jerked himself for me, and got himself pretty hard. He leaked precum, which I dutifully licked from his piss slit and swallowed, then went down on him. Behind me, I felt hands on my ass cheeks, spreading them open. Somebody started tonging my ass. I'd actually never been rimmed before, and I moaned with pleasure with this fat Mexican prick in my mouth. While the guy ate me, the others held my cheeks apart for him. Someone else climbed up under me, sideways, and put my cock in his mouth.

    I'm sure you know where this is going, lol. A voice said "alright, enough with the fucking tongue. I want that ass." I heard a bottle open and knew what it was: lube.

    Whoever it was that was going to fuck me first got into his position. He spit on me, kind of near the top of my buttcrack, and let it run down to my hole. Then I felt the pressure of his dick at the entrance. I tried to relax as best I could, and let him push into me. It hurt, of course, and I had to come off the hispanic's cock to moan in pain/pleasure...that weird mix of the two. Fortunately, the guy wasn't a sadist. He took his time and pushed into my ass slowly until he was balls deep. He had an average-sized member, so I was able to take it without issue. Then he grabbed my hips and started slowly fucking me. The guy underneath me had to adjust his position, since my prick was now moving back and forth. He would catch it in his mouth when he could. Someone else cupped my nuts and squeezed them.

    After like a minute, I felt the guy in my ass get super hard, and he came. I didn't feel any sperm inside, so I assumed he was wearing a rubber. His thrusts stopped, and after pausing for a few seconds (I could feel his final, weaker pulses inside me) he pulled out. It literally was just a second later before the next cock was in my ass. This one was bigger, and my anus was open but had to stretch a bit more. Whoever this was only lasted like three pumps, and I felt him pull out, then the hotness of cum on my lower back and the top of my ass cheeks. It was a big load, and someone leaned down and licked some of it off of me. The guy who blew it stepped around to the side of the bed, got a fingerfull of his cum, and stuck it in my mouth. I obediently swallowed it, and he kept doing that until most or all of it was gone. The hispanic guy was jerking off, and said he was about to go, so I started to go back down on him, but he said "no, I'm cumming on your face." I tilted my head to the side, put it under his dick, and let him nut on me. Some of his load, which was thinner, ran down to my lips and I licked that up.

    I love cum, so yeah.

    Anyway, I got passed around like that. Some of the men only wanted to fuck me, but others wanted head. A couple of them got me bareback and shot their loads inside me. When they'd pull out, their cum would leak down my thighs, and sometimes it'd get eaten, sometimes not.

    After a while, I couldn't take it doggystyle anymore, so I flipped onto my back and, uh oh, came face to face with Mr. Horsecock himself. He grabbed my legs and pulled me down to the foot of the bed, so that my asshole was just barely at the edge. He was stroking himself, but with a dick that big it never gets completely rock hard. He was licking his lips as he brought that thing close to me. I was...pretty terrified! But I guess he was used to using it, because he stuck the head in and didn't go much further than that. It had quite a bit of girth, so even after having my ass loosened by several men fucking me, I was still really tight on him. He, unlike anyone else, seemed to get off on putting the head in, then pulling all the way out, then putting the head back in. He used his hand to sort of pump the shaft as he did it. I watched for a minute, but then one of the white guys, a youngish dude, knelt on my chest and stuck his dick in my face. I reached back and grabbed a pillow to prop my head up, and went to work on him. The black guy kept fucking me, and I felt someone spit on my dick and begin pumping it furiously.

    I was damn near in sensory overload by this point.

    The guy on my chest started talking dirty to me, telling me to look him in the eyes while I sucked his big cock (which, really, wasn't that big, but anyway...) Told me what a little slut I was. Said I was going to swallow his hot load and love it. I played along, with little "mmm hmmm's". Soon enough, he told me it was coming, to get ready to slurp up his jizz. Although he wasn't the biggest guy in the room sizewise, he wasn't bullshitting about his load. The first spurt of it filled my mouth up. I half swallowed, half opened my mouth to let the rest out, and he berated me, saying "oh, no, boy...you swallow all I give you." Seriously, this guy must have nutted a fucking pint of cum. I could feel it shooting in long ropes into the back of my mouth, and I did the best I could to just swallow and swallow. When he finished, he pulled his prick out of my mouth and, as it got soft, slapped it against my lips and face, which had the effect of flinging what was left of his load all over me. "Good job," he said.

    Now I already said I love cum, right? Well, this was by far the biggest load I'd ever taken, and it was more sweet and thin than salty and thick, which I really love. So once I'd gotten it down, I felt my own orgasm coming. The guy stroking me was going faster and faster, and kept spitting on my cock to keep it lubed. The black dude was still down there.

    "Oh, god," I said, "fuck me...fuck me....deeper, deeper."

    I have no idea why I said that. He put like a third of his dick into me and bottomed me out. But the sensation of it on my prostate was enough, and I began to shoot my own load. Two of the guys got down there and caught my boycum, or most of it, in their mouths. I blew a pretty big load myself (much bigger than I normally do, and even shot it with some velocity!) I guess it was like some kind of valuable item to them, because they snowballed my semen back and forth. It was kind of sexy to watch, actually.

    The black guy must have thought so, too, because he pulled out of my ass and came. Huge white pearly gobs of cum, all over my asshole, balls, dick, belly, up to my chest. I had to taste it, so I used my finger to get some of it. Was good.

    AJ must have known I was reamed the fuck out, because he announced "Ok guys...that's enough. He's spent."

    Wasn't the last time something like that happened, but I needed at least a week to recover!

  30. #80

    Re: Tell me about your wildest hookup experience

    I had this guy I would hook-up with in high school like once a week. For the sake of appropriateness, I'll say we were already 18.

    On the side of the school, there was a long avenue of parking spots where all the underclassmen parked their cars. One morning, I got in his truck and his started sucking me off. It was really hot. Some kids walked back and they would see what was happening if he sat up so I had to push his head down lower, unwittingly forcing him to take my whole cock down his throat. I came the hardest I ever had. It was so hard to keep a straight face and to not moan while our classmates passed by.

    Thinking about still turns me on. I wonder if I can get in touch with him now...

  31. #81
    HUGS! ;-)
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    Re: Tell me about your wildest hookup experience

    WOW!, Guys!

    Now I remember why I subscribed to this thread!

    Thank You!, for sharing!!

    Keep smilin'!!
    Chaz
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  32. #82

    Re: Tell me about your wildest hookup experience

    I walked out of the showers in the locker rooms when I was 19. There was a man, who was about 40 at a guess, sitting on the bench. He was naked.

    I apologized and went to walk out but he signaled me to sit down next to him, he then pulled my towel off that was covering meand started stroking my cock and got faster and faster. He told me to stand up and turn around, he grabbed my hips and pulled me onto his huge hard cock it really hurt but felt good as well (my first gay experience) I started bouncing on it and it felt so good.

    We decided to go somewhere more private so we went into the shower cubical where we sucked each others hard cocks. Then we came all over each others faces and licked it off. We then tongue kissed and went our separate ways.

  33. #83
    JUB Addict billybob109's Avatar
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    Re: Tell me about your wildest hookup experience

    How much time do you have ?

  34. #84

    Re: Tell me about your wildest hookup experience

    Quote Originally Posted by johnw03 View Post
    I recently visited Kansas City on business and happened to hang with an old friend from high school who was living there. We had reconnected on Facebook and he invited me to stay at his place while in town. Bill was a good dude. He was always really laid back and never had a problem with the fact that I was gay. Back in the day we had even fooled around a bit one night when we had convinced an old man to buy us some beer and we got drunk. We ended up jacking each other off in his parent’s basement each shooting our load on the tile floor. He was a swimmer with a great body and a nice sized cock and it was fun. I could tell he liked it and I hoped we might do it again and maybe go farther at the time but it never happened.

    I was sitting in his living room in a large armchair, nursing my fourth beer, watching an old episode of Seinfeld on TV while he was showering up. It was the episode where Elaine meets the handsome gay man and they start to date and she thinks that she has brought him over to her side. Bill walked in naked with a towel wrapped around his waist, putting on deodorant just when Elaine was explaining to Jerry that he had “gone back to the other team”. “How can I compete with somebody when I have access to the equipment maybe a few hours a week but he has access twenty-four hours a day?” Jerry nodded.

    “That’s bullshit!” Bill said. “What?” “That’s bullshit!” he repeated. I just looked at him realizing once again that he ha missed the point. “Equipment! Just because a guy has a dick doesn’t mean he knows anything about what men like. I mean Ashley doesn’t have a dick and she knows just what I like!” Ashley was his girlfriend “She is just soooo hot. She loves to suck cock and fuck!” I could see the towel twitch a bit as he started to get a little hard under it. He noticed me notice the towel. “See? Just thinking about what she does makes me hot!” as he looked down at his partial erection under the terrycloth. “No guy is gonna do anything to beat that.” “Well, maybe, I guess.” I said. “You guess? Yeah, how would you know?” He smiled. He was taunting me a bit for being gay, like he always did remembering our little jack off session.

    I am not sure if it was the beer or what but I reached out and brushed his cock through the towel with the back of my hand. Then decided, “what the hell?’ I reached up and pulled the towel off of him. He was a little startled I could tell but he didn’t stop me or pull the towel up. He continued to look at me with a raised eyebrow but didn’t object or back away.

    Before he could say anything I slid out of the chair onto my knees. I grabbed him by the thighs. He stiffened and pushed his hips out a bit. I think he thought I was going to blow him. But instead, I swung him around and pushed him over and he fell catching himself on the arms of the chair. He tensed up and started to get up until I buried my tongue into the crack of his ass and licked his hole, darting in and out with my tongue. “Ohhhh” he moaned quietly partly with pleasure but it was also filled with wonder, like a little kid who sees fireworks for the first time. He was overwhelmed by it and just waited for the next one so he could feel that wonder again.


    Within seconds his cock was rock hard. As he felt my tongue again he started to relax with it wanting more. As I pushed my tongue in again his sphincter loosened with every lick and stab, so my tongue got deeper and deeper and he moaned even more. I spit on my hand and reached through his legs and began to stroke the length of his cock slowly while continuing to ream him. After a bit every time my hand reached the bottom of his shaft I yanked his balls and then pulled them to my mouth, where I licked and sucked at each ball and then moved back to his asshole and work my soft, warm fleshy organ into his crack with the upstroke.

    Then I started to tease him. Between licking and sucking on his balls and licking his willing, open ass, I started to flit my tongue back and forth on his taint working my way slowly to his ass and increasing the speed and strength of my stroking along the shaft of his trembling dick. He quivered with the flit of my tongue and I could feel his legs tighten and his cheeks shake with the anticipation of it entering as my tongue approached. He continued to moan to himself, his head hanging and swaying with the stoking of his cock and the thrust of my softness burrowing and caressing his taint and ass.

    I stroked again and as I reached the top and massaged the head of his cock I felt the lubrication of his pre-come. I knew he was close so I stroked even harder and made one more pass, licking and sucking his balls for a little longer this time and then grounding my tongue firmly on his taint and licking solidly all the way up his crack and burying my tongue into him.

    I could feel his legs stiffen and his balls starting to twitch so I grabbed his hips and with a quick pull got him to his feet and turned him around taking his swollen cock all the way down my throat clasping my lips tightly around the bottom of his shaft just above his balls. Then with my lips tightly wrapped around him I began to swirl my tongue back and forth and slowly, achingly slowly, began to withdraw, my lips, wet and tight and my tongue moving wildly until I felt his hot come squirt and hit the back of my throat, once, twice….three…four times, then he shivered and out shot number five and six. I swallowed his warm cum. I leaned down and licked his still hard cock from the bottom of the shaft to the head and then licked around the head, then wrapped my lips around it and sucked the last bit of his liquid into my mouth.

    I looked up and saw him, mouth hanging wide open, a bit of drool, staring with disbelief and amazement, his eyes as wide as saucers. And in a raspy, squeaky voice came a word that he was barely able to form, “Jesus!”

    “Did she ever do that?” I smiled.
    Holy Crap that's a hot story!
    http://www.justusboys.com/forum/signaturepics/sigpic216959_1.gif

  35. #85

    Re: Tell me about your wildest hookup experience

    While dancing with this really cute guy at a club..he ha d his arms around me and slowing they were going down my back and eventualy on my ass...after awhile he slide them down inside the back and started squeezing my ass and then next thing I know he's fingering me on the dance floor he then unbuttoned the front and put hes hand under the front and stucked his fingers back in..it was so hot I went home with him and he fucked me

  36. #86

    Re: Tell me about your wildest hookup experience

    I was chatting with a guy on a Adam4Adam. We decided to meet for a 3some with a bottom I was also chatting with. The bottom backed out about a couple of hours or so before the meet. My buddy went back to Adam, but also contacted a guy he knew. A couple agreed to meet, as did the other guy. We had an extremely hot 5some!

  37. #87
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    Re: Tell me about your wildest hookup experience

    Damn, that got me hard!

  38. #88
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    Re: Tell me about your wildest hookup experience

    At Pride this year I was dancing by myself as I always do when an older Russian guy starts grinding up against me. I was pretty drunk and horny so I let it go on. Soon enough he had his hand down my pants jerking me off as we made out on the dance floor (yeah, I was that guy that night, sorry). We went back to his place and did the usual. The one fun thing I got to do was he let me hold his cock while he peed.

    Four or five years ago - maybe longer - I was getting to know this gay punk friend of mine. We went out to see the premiere of my friend's play, and afterwards we were wandering around (this was in Harvard square, for anyone who knows the Boston area). There's a stone wall that borders a sidewalk, and on the other side of the wall from the sidewalk there are some steps that lead down to the basement-level of a building. It's a fairly secluded spot, except there are people only feet away. We made out, and then exchanged blowjobs. He swallowed me, but I was still nervous and didn't swallow him. While I was sucking him apparently a security guard walked by and saw us, but didn't say anything - at least that's what he tells me. That was the wildest place I've ever hooked up.

  39. #89

    Re: Tell me about your wildest hookup experience

    The strangest was with an erotic massage client in a Winnebago who wanted me to massage his grown son as well who lived with him. It was done in separate rooms, but still soooooo wrong!!!! The father was about 60 and liked to suck me off. The son was very, very, very butch and hot. Daddy had the biggest cock.
    The hottest was on a hot night in Piedmont Park in Atlanta 35 years ago where I was surrounded by 8 very hot, young, hung frat boy types and I sucked a load out of every one of their huge cocks. It was like a porno movie. I took in close to a 1000 calories of cum that night!!! I still remember kneeling on that warm dirt in the dark. I learned early on from a bath house queen the proper way to fellatate and I have been ruining men for their wives ever since.

  40. #90
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    Re: Tell me about your wildest hookup experience

    So here is one my best hookups I had.

    I went on craigslist to find a guy to have sex with. I met a guy in a town about 35 minutes away from where I went to college. He didn't send me a picture of his face, but at this time in my life I really didn't care too much. So he told me to meet him half way between our towns; at some exit in the forest. It was one of those nights where you could be outside and it was still warm enough to wear a t-shirt and shorts. The moon was bright, the stars were completely visible, and there was a gentle breeze that cooled off the hot August nights.

    So I am driving down a country road, where I see a car flash its "brights" at me. I figured since there wasn't a house anywhere in the past and upcoming few miles, this was him. So I pulled over to the side of the road. He must have recognized me as I walked over to his car, but his face wasn't visible. He rolls down his window and strikes up casual conversation and makes sure that I keep his identity confidential. I was thinking to myself that many guys ask this favor, especially in rural America. It didn't strike me as odd After a while he opens his car door and the dome light sheds light upon his face. I see that wonderful bald head, daddy face, and Air Force uniform. I then realize that it is someone I know. One of my dad's church friends.

    I instantly get hard, and I don't pay attention to anything he has to say. And quickly I drop to my knees on the blanket he spreads out on the floor and pull out his cock. I get it hard, but after it was hard both of us stayed ROCK hard the entire session. There was so much passion (which continued for a few years after this incident).

    I could see the moonlit silhouette pound my ass. I could hear his manly moaning behind me. I could feel his hair body brush against mine, as well as the gentle breeze tickling as it catches hairs around my completely naked body.

    He loves to blow me. He loves to pull me closer as he reaches around and grabs my buttocks and pull me in. He loved the way I took his cock to the back of my throat. He moaned in pleasure. LOUDLY as we were in the middle of a forest.

    When it came to anal, he treated me like a lady. He lubed up his cock, and stuck it straight in, no easing into it. but I took it like a man. I groaned loudly in pain, but he kept going until my cockpit hole loosened up for his cock. As he pounded my ass, I backed into it with just as much intensity. I took it every way I could with his car for support. The shocks bounced with each plunge he took towards my prostate. I was aroused in so many different ways: sexually, physically, and sensory. After about an hour of him rawdogging me, which was hard to not grab my throbbing cock, he blew his load. Rope after rope, he collapsed in orgasm on me bent over his car trunk.

    This fuck was my most erotic. It was a combination of:
    -The taboo idea that it was my fathers friend.
    -That he was married and treated me like he treats his pussy
    -The idea that at any moment a car could have driven up to see our 98% completely naked bodies (shoes on only) exposed to the world.
    It will be one I will never forget. I was used, abused, and exploited, but at the same time I felt his tenderly bear personality/body embrace me.

    Sorry didn't proof read. :P

  41. #91

    Re: Tell me about your wildest hookup experience

    Wow. Hot stories.

  42. #92

    Re: Tell me about your wildest hookup experience

    Quote Originally Posted by gaysuperhero View Post
    Several years ago I was out with a str8 friend of mine, who is not gay, but enjoyed going out with me to the bars (he's now married with a kid, so we dont hang out as often). I went to str8 bars with him and he, in turn would come out with me to the gay bars.

    He's drop dead gorgeous, a triathlete with a ripped body (similar to mine) who always got hit on when we hit the bars. But he took it in stride and always enjoyed going out with me.

    One night we got *plastered* at one of the bars in Dallas. He could barely walk so I got him into a cab and we got back to my place. I was too drunk to drive him home, so I brought him inside my place and threw him down on the couch, took off his shirt and threw a blanket over him. He was completely OUT. I then took a shower and headed to bed. As I laid in bed, I thought, damn, I want to see what his dick looks like...

    So, I took off my clothes and as I tip toed to the couch, my dick immediately got hard. With my hardon slapping against my abs, I walked over to the couch and found him snoring away. I slowly peeled back the blanket and saw that beautiful torso.

    I then unbuckled his pants and slowly pulled them off to reveal not boxers but Pistol Pete underwear ... with a slight bulge. I then pulled the Pistol Pete's back ... to reveal a nice, soft, sleeping lazy cock. It's now or never....

    I began sucking his dick and to my amazement he got hard. He continued snooring. I put the dick back in my mouth and continued to suck hard on his dick. In several minutes the blood rushed to his cock and it had grown to a nice, thick 6.5-7 inch white dick. He tried to turn over, but I would not let him.

    I then went to my bedroom for the lube, came back, lubed his dick up and ... slowly mounted his cock. I had to sit side saddle on the couch because I coluld not get both my feet on either side of him.

    Slowly I began riding him and felt his dick deep inside me. I was too horned up to ride him ... and in five minutes, I shot a massive load onto my floor. I pulled off of him, wiped his dick down, kept his pants OFF, but put his underwear back on and went to bed.

    In the morning, he was still snoring! When I got up, I made coffee, and the he eventually woke up around noon.

    Didnt realize *anything* had happened!

    We never did anything again, but I will always treasure riding str8, thick cock at 4am!
    So, basically you raped your straight friend? How nice of you...

  43. #93
    Sex God launchlover's Avatar
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    Re: Tell me about your wildest hookup experience

    Id love to read more stories, guys!

  44. #94
    Porn Star angedelune's Avatar
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    Re: Tell me about your wildest hookup experience

    I went to San Francisco when I was in grad school and one night ventured off to a gay bar. I was 24 at the time and I was dancing on stage. Suddenly I felt a pair of hands roaming my body as I faced the crowd. I was a little drunk so I didn't stop dancing or turn to see who it was. Eventually the hands unbuttoned my shirt and took it off of me. Then the hands roamed to my jeans, and the were suddenly unbuttoned. I was wearing cute underwear and was feeling the music do I didn't care. Eventually I turned around and was face to face with the cutest ginger boy I'd ever seen. He was apparently into blonds and I have a thing for red pubes. We started to make out on stage while tons of guys yelled and encouraged us. I eventually pulled away and asked if he wanted to grab a drink. Cue to us sitting at a table with his lesbian friends and them asking me all sorts of questions. Now when I'm drunk my southern accent comes out BIG TIME. It's that slow southern Georgia drawl that reminds you of mint juleps, sweet tea, and plantation manors. Needless to say these people ate it up and made me say different phrases just to hear my accent. We had a few more drinks and the girls dropped ginger and I off at my hotel. We weren't on the elevator two seconds before his mouth was on mine and his hands were reaching down my pants. Now, I'm not bragging but I'm the definition of "cornfed southern boy" especially down there. We finally made it to my hotel room and he ripped my clothes off. Before we proceeded any further I'd sobered up a bit and had to ask him how old he was. He told me he was 19, so I proceeded to fuck him and drop 4 loads in his ass in every imaginable position in a span of 6 hours. We finally passed out and I woke up the next day with him nuzzled up on my chest. I had to piss wicked bad so I carefully snuck out from under him. He woke up and asked me where I was going. I told him I had to piss real bad and he said "well don't get up, I'll swallow it." Now this was my very first foray into WS so I was a little hesitant, but I stood over him while he wrapped his lips around my cock and massaged my nuts. I finally let go and he swallowed it all like a baby nursing on a teet. It was really hot, so I asked him if he'd ever done that before and he said no, but I turned him on so much he wanted everything I had. I ended up fucking him 19 times in 24 hours cumming in him each time. I knew I should've used a condom but I figured at 19 he was probably okay. We spent the entire day in bed ordering room service, watching TV, napping and fucking. The next day he showed me around the city and I fucked him in an alley behind some dumpsters. Man I was scared. Coming from a small southern town I wasn't used to this. He held my hand in public and nuzzled against my shoulder on the street car, and I was so nervous to be doing that in public. We went back to my hotel after the day and fucked one last time before his friends picked him up. I walked him down to the hotel lobby where he kisses me and said thank you. Then he rode off. I never saw him or heard from him again, but it was definitely the hottest thing I've ever experienced.

  45. #95
    Porn Star angedelune's Avatar
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    Re: Tell me about your wildest hookup experience

    Another time I was out with a bunch of friends and we went to an after party at this couples house. Both were really cute guys and I could tell one of them was kind of flirting with me. We played circle of death and got WASTED. It was the kind of wasted where you stagger around and can't remember your last name. Two of my friends passed out on the floor together another on the couch so it was just me and the couple. I got that really bad swimming sensation in my head and that watery feeling in my mouth like you're about to throw up so I excused myself to the bathroom and sat on the floor near the toilet letting the room spin. I couldn't exactly make out the words but I heard the couple drunkenly fighting and one saying "why are you staring at him so much!" And the other yelling back "I wasn't staring!! I mean did you see his bulge, Jesus, his pants aren't even tight!" I kinda blacked out after that and woke up with my head still hanging over the toilet. Anyways, I was a little better so I got up and walked into the living room where everyone was passed out and proceeded to flop down on the love seat and pass back out. I don't know how long it was later but I felt a warm sensation in my crotch and kinda peeked my eyes open to see the couple guy that was eyeing me engulfing my cock with his throat. I didn't move. I was too scared too. I was too worried about getting thrown out if we got caught. So I laid there and drifted in and out of consciousness. I woke up again to feel something tight and warm around my dick and a thumping on my pelvis. The dude was riding me full tilt no holds barred. He was facing away from me and only a little light was shining through the windows. I could see his boyfriend standing in front of him jerking off while the guy rode up and down on my cock. I played it cool and continued to play passed out while he used my dick as a sex toy. Eventually I came inside him making minimal noise as to continue my sleep bit, but here's the thing. After I blew a wad up his ass, he bent over and his BF proceeded to lick it out of him. The next morning we were all hungover and my friends woke up. We were eating breakfast and I casually mentioned my dick was sore like I'd screwed someone. it was fun to watch them nervously laugh

  46. #96
    JUB Addict journo25's Avatar
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    Re: Tell me about your wildest hookup experience

    Quote Originally Posted by angedelune View Post
    Another time I was out with a bunch of friends and we went to an after party at this couples house. Both were really cute guys and I could tell one of them was kind of flirting with me. We played circle of death and got WASTED. It was the kind of wasted where you stagger around and can't remember your last name. Two of my friends passed out on the floor together another on the couch so it was just me and the couple. I got that really bad swimming sensation in my head and that watery feeling in my mouth like you're about to throw up so I excused myself to the bathroom and sat on the floor near the toilet letting the room spin. I couldn't exactly make out the words but I heard the couple drunkenly fighting and one saying "why are you staring at him so much!" And the other yelling back "I wasn't staring!! I mean did you see his bulge, Jesus, his pants aren't even tight!" I kinda blacked out after that and woke up with my head still hanging over the toilet. Anyways, I was a little better so I got up and walked into the living room where everyone was passed out and proceeded to flop down on the love seat and pass back out. I don't know how long it was later but I felt a warm sensation in my crotch and kinda peeked my eyes open to see the couple guy that was eyeing me engulfing my cock with his throat. I didn't move. I was too scared too. I was too worried about getting thrown out if we got caught. So I laid there and drifted in and out of consciousness. I woke up again to feel something tight and warm around my dick and a thumping on my pelvis. The dude was riding me full tilt no holds barred. He was facing away from me and only a little light was shining through the windows. I could see his boyfriend standing in front of him jerking off while the guy rode up and down on my cock. I played it cool and continued to play passed out while he used my dick as a sex toy. Eventually I came inside him making minimal noise as to continue my sleep bit, but here's the thing. After I blew a wad up his ass, he bent over and his BF proceeded to lick it out of him. The next morning we were all hungover and my friends woke up. We were eating breakfast and I casually mentioned my dick was sore like I'd screwed someone. it was fun to watch them nervously laugh
    Very hot stories, Angedelune!

  47. #97

    Re: Tell me about your wildest hookup experience

    A couple years ago, I was vulnerable after a breakup and about to leave my city to travel the world. I was a versatile/top who didn't take big cock at all until I met a gorgeous blatino security guy w/ a magical curved cock online. He'd pounded me w/ his long, curved raw cock the day we finally hung out... on this particular (3some) day, he texted to ask if I was into white guys. I replied, "yes-hot ones" and he told me a friend might be over. I asked for a description of the guy... redhead, str8-ish/married, clean, avid handjobber, hung and hot --> instant boner.

    When I arrived, security guy and his workmate whipped out their dicks and slapped me in the face as I sucked them one by one, then together, for a bit. Then I totally got eiffel towered, while standing up... on the guy's front porch... at the first house in his subdivision. People walking by somehow never thought to turn their heads, which was strange but superhot.

    On this day I learned how to take cock from behind while standing up and sucking cock. When I watch 3some porn, I now compare myself to the bottom bitch and nod my head in pity whenever said tower base isn't doing it right. They took turns tag teaming me right in the house entrance (and keeping my mouth stuffed w/ cock to stop the screams), while people walked by ~30 feet away. Feeling one fat straight cock, then one long and curved cock, one after the other, made me cum LOADS while being tag teamed.This made the redhead, who had a sexy mohawk and was tatted up, cum inside me first while trying to pull out and cum all over my back... then hot blatino took his last turn pounding my hole and came shortly afterward. I believe there was a bit of ass-to-mouth, or both of them got off a second time while jerking loads all over my face. I came again, with two loads slowly dropping out my butt as I leaned on my knees taking loads from two gorgeous hunks of post-breakup carelessness.

    As I left the house, hot redhead came running out smoking a marlboro red, asked for my number and verified it was my real number. How flattering. We started fucking daily/weekly, which angered hot security guard... who invited me over more and more and fucked me hard while asking me if he had the best pole of the two. To this day, whenever I'm in a rush wanking, I think of these two.

    Hot redhead won the competition and became my fuckbuddy, btw. But I met up with hot guard at his job site and we sucked each other off in his security booth (beside the road) a couple times.

  48. #98
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    Re: Tell me about your wildest hookup experience

    I have been straight all of my life. Single for most of it but a few years ago I was starting to have fantasies of seeing a well hung cock and taking it in my mouth.

    I was on a business trip in Chicago a couple of months ago, and as usual I sat at the bar to have my dinner the first night in town. I am not one to check out other men and I don't dwell on my fantasy when traveling on business. I had just ordered a drink and hot 30ish man sat down next to me. I gave him a slight smile and he asked if I was in town on business. I nodded and he said he was to. After a few more pleasantries I started to feel a warm sensation in my pants. He must have picked up on it because his voice became low and soft. His hand brushed over my right thigh and OH MAN that did it!

    He said he had a bottle of whiskey in his room and would I care to have a night cap. I nodded and off we went.

    When we arrived at the room I noticed that the maid service had already turned down the bed and soft music was wafting on the side dresser. I looked at my new friend and his mouth was on mine and his hand was grasping my bulging cock. I could feel he was hard also and ready for action.

    I told him that I had never done anything like this before and I am straight. He said nothing but got down on his knees and unzipped me. Out flopped my 6.5 and he demonstrated he knew just what to do. After a few minutes (I think it was just a few) I stopped him and asked if he would allow me to suck his cock. I told him I was a virgin and that seem to turn him on as his face became reeealy flushed. I unbuttoned and unzipped his pant, yanked them off along with his briefs. His cock was enormous cut and thick (at least 8" x 70). He dutifully stood up and I assumed the kneeling position. Having never sucked cock before I hoped that I was doing it right. His groans indicated there was no complaint.

    I couldn't believe how turned on I was by having a cock in my mouth. I could taste his pre-cum and his cock seemed to get harder and harder. Soon he indicated he was about to blow and I wasn't going to miss the full treatment now that I had come this far. I gave a soft grunt and tightened my mouth grip around his cock as a form of assent. He completely filled my mouth with cum and I choked a little as a few drops started down my throat. I wanted to keep his juice in my mouth for a bit to get the full taste. I had never tasted cum before and I loved it!!!

    His body sagged from his climax and then he lifted me up and threw me on the bed with my cock rigid as a flagpole. He sucked and sucked with the fervor of a jackhammer. I thought I would pass out, I was so excited. I cried "OH God! I'm cumming!" and I exploded. His mouth filled just like mine and I said "don't swallow, I want it". He moved toward my face to kiss me and I opened my mouth to accept my own semen. It was weird to taste myself.

    I glanced at the clock and I couldn't believe 2 hours had passed! We both laid on the bed for awhile, our chests heaving. Then he asked me if I really had never done this before; to which I just nodded. Next he asked if I wanted the FULL treatment. Naively I asked what he meant. Then I realized he wanted to let me experience his 8x70 in my ass.

    I was scared. I had no idea if I could stand the pain, but he assured me he would go slow. I gave in and he got up and went into the bathroom. He came out holding bottle of lube and pushed me over on my stomach. This man was wonderful and very gentle. There was a slight pain as he gained entry but it subsided and he went deeper. I couldn't believe it took me over 50 years to experience such a erotic and sensual experience. As he thrust I began thrusting in rhythm. He flipped me over and fucked me like a woman sticking his tongue down my throat. I could hear his breathing get faster and faster. All at once he exploded again and this time in my butt. I could feel his load hit my prostate. In all my passion I didn't realize that I had been stroking my own cock and all at once it exploded with such a force the cum hit my bottom lip.

    We rolled over cuddled in each others arms for awhile. Feelings of guilt wafted into my brain but was soon replaced with the recollection of ecstasy I had just experienced. Of all of the women I had fucked in my life never once had I climaxed so hard or felt so drained.

    We showered together, I got dressed and went to my room. The next day I closed a huge deal that paid for my trip 5 times over. Probably because of last nights stress reliever.

    I am still not checking out guys, but hope I get lucky like this one more time before I pull the pin.

    And by the way... I still fantasize on sucking cock. I just never thought I would enjoy anal sooooo much.

  49. #99
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    Re: Tell me about your wildest hookup experience

    I guess it's not extremely "wild" but it was wild for me.

    So last week, I was craving cock, so I went to a sex store with a gloryhole nearby looking to suck a few cocks. This place has never really disappointed so I figured why not. I love sucking cock, and since I don't get to do it nearly as often as I'd like I go to the gloryhole thinking I'll get a few cocks in one trip to make up for my lack of regular dick to play with.

    Anyway, so I get there, and see that three booths are occupied already and they are all right next to each other with none open on either end. So I just went to a different one somewhere else and hoped that eventually either someone new would come in or one of those three would see I was in one and switch booths. Not too long and someone came into the booth next to mine. I was peeking through, even though I like the anonymity I still like to see the guy a little bit to see if he's my type at all just because it makes it hotter for me. Just by the fact that when he lifted his shirt to undo his pants I saw that he was hairy I was so turned on. He looked through the hole and saw me.

    Before he put his cock through he jerked a little so he was hard. Finally he put it through so I could get started. The guy was pretty well hung, at least 7.5" probably 8". After a little bit I think he was getting close because he pulled back and turned around so his ass was facing the hole. I'm a bottom but still, we can all admire a nice ass and that was what I did. I reached through the hole and gave it a nice squeeze and smack and he loved that. He put his cock back through and facefucked me for a little bit before pulling his cock through again. This time he stuffed his balls (which were actually pretty big) through the hole followed by his cock. I took turns sucking his cock, then his balls while I stroked him off until he eventually came in my mouth.

    I switched booths looking for another cock, when shortly after a guy came into the booth next to me again. Like I said I was just looking to suck so I was already just peering through the hole. He undid his pants but instead he got down and stuck his fingers through the hole. I figured what the hell so I got up, and stuck my cock through. I wasn't fully hard yet so he sucked me a bit. It was so good, he must've really been sucking hard because it felt so tight on my cock. Then I realized something, but stuck a finger through the hole with my cock to make sure and confirmed it, he had turned around and stuck my cock in his ass.

    Now, I rarely ever do anal I mostly like oral, and when I am in the occasional mood to do anal I'm a bottom, I'm talking years since I've topped. But I decided it's already happening. So I just started fucking away until I dumped a load in his ass. I tucked myself away, pulled my pants up and left. Certainly not how I expected my day at the gloryhole to go but I wasn't complaining.

  50. #100
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    Re: Tell me about your wildest hookup experience

    Dear BearLover1694,

    I have always concerned about trolling Glory Holes. As a newbie exploring my newfound sexuality, health is a huge concern. That being said one must pursue opportunities as they present themselves. However, that is a hot story and I confess I got hard reading it.

    Recently I received a package at my home and the young man that came to the door was a cute 20 something that gave me a long seductive look while I was signing for the item. He was about 5' 8" with slight build(about 150 lbs.) and short blond hair and beautiful blue eyes.

    It was a warm afternoon so I asked him if he would like a bottle of water. He accepted and entered my home. He followed me into the kitchen and as I turned to him to give him his water his hand brushed across my slightly aroused bulge. Immediately I could feel my temperature rising and he must have notice as he then grabbed my now half-hard cock and lightly squeezed. I reached down and felt the bulge in his pants and judged had great potential. A smile appeared on his cute smooth face and I asked if he had time. He said "I'll make time".

    I took his hand and we went into my bedroom. I, like you, prefer to have my partner stand so I went to my knees. I could see he now had a full fledged hard-on. I unbuttoned his trousers and carefully lowered his zipper. To my surprise this little guy had a marvelous 7" thick cut cock. I saw a glisten of his pre-cum and lightly licked it to taste the juice. Then I opened my mouth wide and swallowed him all the way down to the pubes and slowly withdrew, my tongue sliding along the bottom of his penis. My hands were holding both of his tight cheeks and I felt them tense and a soft groan emitted from his mouth. I increase my mouth action and he began to help with a soft jerking motion. After about 10 minutes I could tell he was enjoying it but was a ways away from Cumming.

    I looked up and asked if I was pleasing him. He said yes but wanted to see my cock. I realized I was still completely clothed and mentally kicked myself for being such an amateur. We both got naked and he began to stroke me with a magical hand. I felt my knees weakening so I pushed him down on the bed an myself with him. We arranged our bodies to a 69 position so we could both play.

    Now I was getting extremely excited and gasped "you are soooo hot". He stopped and turned me on my back and jumped on top of me looking straight in eyes while his left hand traveled down to my hole. Thank God I have showered and cleaned myself an hour before. He stuck 2 fingers inside me slowly widening me and relaxing the entry point. He whispered "are you a bottom?" Amateur that I am, I didn't know how to respond. I just nodded, hoping it was the right answer.

    He pulled his fingers out and the tip of his cock began to probe my hole. Slowly he entered until he was completely inside me. He began with slow thrusts increasing to a point where the thrust became violent. Sweat beads formed on his forehead as our breathing became frantic. I was wailing in ecstasy from his thrusts and the fact that we weren't using lube which created a erotic pain.

    My cock was as hard as it had ever been and all at once I blew my load with a loud gasp. He kept thrusting harder and harder until his reddened face took on a frantic look. Our bodies glistened with sweat and the body smells added to the pleasure. Finally, with a lout groan, he shot his load all over my prostate and kept thrusting letting his cum lube my hole.

    My legs that were wrapped around his back, collapsed on the bed and I felt the weight of his 150 lbs. on top of me. I am not into kissing but I was so appreciative that did it anyway.

    I asked if he would like to shower to which he nodded. We showered together, he dressed and I showed him to the door. I said "I hope you won't get in trouble with you boss for not making all of your deliveries". He said, "no worries, you were my last delivery of the day".

    We both laughed and he left. I realized that I never got his name. I haven never experienced the kind of orgasms with a woman that I get from a guy.

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