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Thread: My First Time

  1. #1

    My First Time

    Yesterday I had my first time with a really really hot 26 year old I had been talking to on Grindr. I'm 18, and I'd never done anything with a guy. Ever. Not even a kiss. I'd been talking to people on Grindr for a while, avoiding creeps and nothing good had come out of it. I'd even given up on it many times but I kept coming back to see if there were new guys to talk to.

    So it all started a few weeks back, we'd been talking for about a month now, not regularly, and we'd planned to meet a few times but it never really worked out. At first I just made up things cause I didn't feel ready, and once we arranged to meet but the last thing I heard from him was that he was gonna get ready and text me, it never happened. The next day he said he'd fallen asleep and that he was really sorry but I decided it'd happened for a reason and decided to stop talking to him. A week passed and I'd already forgotten about him when he texted me, I didn't reply until the next day, and honestly one of the reasons I didn't feel like talking to him was that I didn't really feel he was that much into me, I'd made it clear I was a virgin and had no experience and I felt he was giving me this attitude of I'm way too cool for you. But once I replied he was like wow you replied I'm so happy you did, so that was surprising lol. One thing led to another and he said whether I wanted to meet that night, I honestly was very tired and decided that if I wanted to meet him it'd be when I felt it was the right moment, so I told him maybe we could meet throughout the week instead. I didn't hear from him all the week and my mind was somewhere else too the whole week. Now fast forward to Friday, yesterday, and that's when it gets interesting.

    I had finished school early and went back home, I realized I didn't have anything planned for that night and some friends were leaving the city for a trip so I didn't really have anything to do, and didn't feel like staying home. I decided to give it a try and text him. He replied, to my surprise cause I didn't think he would, and we talked about meeting again. He said whether I wanted to meet tonight and I was like sure! So he told me he'd text me later.

    After a couple of hours I got a message from him asking me if I still wanted to meet, so we arranged a place and a time. I was feeling nervous but just a bit, certainly not as much as the first time we were gonna meet when he hadn't showed up. I got ready and he asked me to get ready in 20 min, I thought he meant that he'd tell me when he was ready to get to my place in 20 min but he meant he'd be waiting for me at that time so I just listened to some music in my computer. In the middle of a song I suddenly get a call which was weird cause I wasn't expecting any, and I usually talk to my friends texting. It was him. I'd never spoken to him, not live (obviously), not by the phone, nothing; just texts. I picked up and he told me he was waiting for me, I was like ok I'll come out now, it was all a bit weird haha.

    I got my phone, my wallet and keys and got ready to go out. I didn't really have time to get nervous or anything cause I kinda was hurrying and now that I think about it it was pretty good cause it helped me not to think too much into it. I opened the door and to my surprise it was raining like crazy so I came back in to look for an umbrella. Finally I managed to get out of my house and was on my way to where he was waiting me, which is about 10 minutes from my house by foot. As I walked I couldn't believe I was finally doing it, but as I said, the hurry didn't let me worry about it and I didn't feel nervous at all. I got there and saw a car, there were two people in it so I thought to myself what the fuck is this guy thinking, but I kept looking for another car with people inside it. I saw one right in front of a bus stop so I came up to it and saw someone with a phone, I didn't know what to do, or whether it was him or not, so I knocked on the window and he signaled me to come in...

  2. #2
    JUB Addict Craiger's Avatar
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    My First Time

    Don't leave us hanging..............you've got to tell more. Sounds hot particularly since it was your first time. Welcome to JUB.

    Craiger
    Last edited by Autolycus; November 17th, 2012 at 11:34 PM. Reason: new title

  3. #3
    ********* JUB Moderator Autolycus's Avatar
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    My First Time

    Quote Originally Posted by Craiger View Post
    Don't leave us hanging..............you've got to tell more. Sounds hot particularly since it was your first time. Welcome to JUB.

    Craiger
    I second that! We just have to know what happened next!
    Last edited by Autolycus; November 17th, 2012 at 11:35 PM. Reason: new title



  4. #4

    My First Time

    Sorry guys didn't have time this week.

    I opened the door, I was kind of nervous and didn't know what to expect. I said hi and he turned, I'd seen pictures of him but he looked even better live. Think a skinnier Zac Effron kind of look. He started up the car and drove. We talked a bit and just told stuff about what had our day been like, it was a bit awkward at times but from time to time the conversation caught on and we started laughing. We kept looking at each other and kinda making flirty eye contact, but I couldn't really stop looking at him he was so good looking, in my mind I just kept thinking fuck yeah this is gonna be good. At some point he asked me if he was what I was expecting and I didn't really know how to answer, I said yeah sure but I kinda feel it sounded as if I didn't really expect that much from him. I asked him the same question, he said he'd have to take a better look later cause he couldn't really look at me while driving... Way to avoid the question. We kept driving and I didn't really know what we were gonna do. When we talked he'd asked me what I wanted to do, I said I didn't know that maybe he should just surprise me; but the first time we were gonna meet he told me we'd go for some drinks and see where it goes from there, so I assumed we'd do the same thing today and the surprise would simply be the place we would have the drinks. I didn't really know where he wanted to take me after but I assumed we'd go to his house. Boy was I wrong. While driving I asked him where he lived again (he'd told me but I didn't remember) kind of a hint to see if we were going to his place, he said that at the moment he had recently moved back to living with his parents while looking for a place to buy, he'd told me that while we were texting but I'd understood he'd be with his parents for the weekend or something not that he was looking for a place to buy and didn't have one now, so now I really didn't know what to expect. I wasn't nervous or anything, we were having a good time talking and if anything it made it all more exciting. As we were talked he asked me if I had any hobbies, I told him I played the piano and he asked me to show him my hand, we took it and rubbed my fingers while he smiled at me, I didn't expect that so I just smiled back.

    We started going through a very lonely place, I wondered what bars could there be nearby but didn't say anything. We were on this road and suddenly there was like a big hole full of water so he asked whether we should turn back, I said we should. As he turned back he kinda went in a parking space which was completely empty and asked me whether it was ok to stop for a while, I didn't know what was going on but I agreed and we stopped. At this point we weren't really talking about anything and I didn't know what he was up to so I just sat there a bit nervously, he asked what was wrong, why I was kinda like, I don't remember the words he used but like when your body expression shows you're kinda not open; I said I was cold. He smiled and put his arm on my thing that you put your head on while you're sitting in the car and got a bit close. I still had no clue what was going on, I was still waiting for him to start talking. "A bit cold huh?" He asked while getting even closer. At this point it suddenly hit me, what it was he was doing, as he said "how about a kiss?" and without giving me time to even finish thinking and understanding what was about to happen he went for it. I suppose it was a bit awkward for him when I dodged it, I didn't mean to do it I just was trying to process what was going on (and I really wouldn't have a clue until some minutes after). Once I finished my processing, about 1 second or less, I went back a bit from his cheek which I was next to after dodging him and went straight to his mouth. We kissed, and it was hot! We kissed for sometime, it felt amazing, but suddenly he stopped and said "Wow you're good for someone who's only kissed girls". I told him before I'd never even kissed a guy, only girls in my confused period. I guess he assumed I would be nervous and the kiss would suck but I wasn't. At all. I was really into it and didn't worry about what I was doing, I just let go and went for it with all the passion I could. He laid back on the chair and I don't remember whether he pulled me or I understood he wanted to keep kissing, but I got on top of him and started it all over again. This time he went for my neck and I did the same to him. It felt amazing.

    We were in the middle of all this kissing when suddenly something, which finally made me realize what REALLY was going on, happened. He started touching my back under my shirt. It struck me so fast that I didn't hesitate when it came to understanding what was going to happen, we were gonna fuck right there. There was no bar, no talking, no house, no bed room, no drinks. Just an empty parking lot, a car, the radio him and me. And I couldn't be more excited about it, I was in...
    Last edited by Autolycus; November 17th, 2012 at 11:35 PM. Reason: new tite

  5. #5
    JUB Addict Craiger's Avatar
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    My First Time

    Cliffhangers.....................it's a good thing they make the story more enticing. I was even getting nervous just driving around...... Don't be too long in ending this, "I was in..." Great update, Jingoo.

    Craiger
    Last edited by Autolycus; November 17th, 2012 at 11:37 PM. Reason: new title

  6. #6

    My First Time

    hot fucking story. id like a piece of your ass if you were closer
    Last edited by Autolycus; November 17th, 2012 at 11:38 PM. Reason: new title

  7. #7
    ********* JUB Moderator Autolycus's Avatar
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    Re: My First Time

    This hot story has us hooked!



  8. #8

    Re: My First Time

    It obviously didn't happen right away, we had to get to a point where we both were comfortable enough to do it, specially me. He started to rub my dick over my jeans; it felt great so I did the same to him. We kept kissing. He then lifted his shirt and told me to suck his nipples, I wasn't really expecting doing that but I figured why not. I put my lips on his nipple and started playing with it with my tongue. He suddenly moved his hand away from my dick and moved it to his, he unbuttoned his pants and took out his cock right away. It was pretty big, not huge but it was very thick.

    I looked at him and he said softly, "C’mon, suck it," as he smiled. I wasn't sure what to do as I'd never done it before but I went for it. I started with the tip and he seemed to like it. I tried playing with my tongue while I had the head of his dick in my mouth, I'd figure that'd feel good. He liked it, I could tell, but he wanted more. He put his hand on the back of my head and pushed softly while telling me to shove it a bit deeper. I did. He breathed heavily and I tried going all the way in, I didn't last more than one second with his dick that deep as my gag reflex kicked in but he seemed to notice I was really trying, he then pushed me softly towards him and we kissed again.

    He told me to suck his nipple again; he really did enjoy it I didn't think anyone had nipples that sensitive but it seemed he enjoyed it more than getting his dick sucked. He moved my head and kissed me again while he unbuttoned my jeans. He jerked me off while we kissed for just some seconds and then went down to my dick and started sucking it. It felt good, not amazing as I think it would feel to be honest. Maybe he just didn't do it for long enough or he didn't really give good blow jobs. So he sucked my dick for a few seconds and then stopped, looked at me and asked if I liked it, I nodded. He put his hand behind my head again as he said, “C’mon,” and before I knew it I was sucking his dick again.

    This time I tried going deep and lasting longer but my gag reflex wouldn't let me stay too long, at one point I had to stop to rest because I'd pushed my gag reflex a bit too much and he asked if I was ok, I just smiled and went back to sucking his dick again. As this kept going he started rubbing my ass. Before I knew it he had his hand inside my underwear, it felt really good. He pulled out his hand and reached for something. He pulled out a little pack of something; I wasn't sure what it was. He opened it and put it on his dick, I still wasn't sure what it was but before having time to think I was sucking his dick again. He'd put lube on his dick, I could tell cause it was one of those flavored lubes. I don't know if it was a cheap one or they all taste that weird but I didn't mind it that much. I preferred it than the taste of his precum.

    I kept sucking his dick, he seemed to breathe more and more heavily every second. He reached for something again, this time it was a condom. He put it on his fingers and started going in circles in my asshole, going a tiny bit deeper every second. Before I knew it he had two fingers in and it felt amazing. He didn't do it for long. He stopped and looked at me to ask me something, "Are you really ready?" It was gonna happen but I already knew that, in fact I'd thought he'd know by now I wanted his dick up my ass. I didn't notice he referred to me being ready to do it tonight, I thought he was talking about doing it right now. I told him something like not really, keep going with your fingers because I didn't feel my ass was ready to take his dick yet he understood I wanted him to fuck me tonight and kept going with his fingers a bit more. I kept sucking his dick and at some point he pulled his fingers out.

    "Now, lay on your chair with your belly down," I did. This was it, the moment I'd been waiting. I saw him put more lube on my ass and get closer to me. His dick touched my ass and I felt so weird, in the best way possible. I thought it would feel like something that wasn't really happening, like something unreal; but it was the total opposite it felt more real than anything...
    Last edited by Autolycus; November 30th, 2012 at 07:25 AM. Reason: TLC

  9. #9
    JUB Addict Craiger's Avatar
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    Re: My First Time

    Jingoo, you stop at the most crucial points....lol You are such a tease, but I love it. This is such an erotic set of events. You bring back memories I probably shouldn't remember.......... Keep it up.

    Craiger

  10. #10

    Re: My First Time

    Quote Originally Posted by Craiger View Post
    Jingoo, you stop at the most crucial points....lol You are such a tease, but I love it. This is such an erotic set of events. You bring back memories I probably shouldn't remember.......... Keep it up.

    Craiger
    Thanks Craiger, I'm glad you're enjoying reading it as much as I do sharing it.

  11. #11

    Re: My First Time

    Quote Originally Posted by Jingoo View Post
    Thanks Craiger, I'm glad you're enjoying reading it as much as I do sharing it.
    This is so hot !!! Do you have a picture of him you can share or a picture of you please !!!

  12. #12
    JUB Addict BiMike's Avatar
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    Re: My First Time

    I like your style, keeping us on edge for your next installment Hope there is more to come !

  13. #13
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    Re: My First Time

    yes a great story - a good lead in - cant wait to read more

  14. #14
    ********* JUB Moderator Autolycus's Avatar
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    Re: My First Time

    Hot new chapter!



  15. #15
    Sex God MrRochesterNY's Avatar
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    Re: My First Time

    The end? THE END !!!!!!

  16. #16
    Sex God MrRochesterNY's Avatar
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    Re: My First Time

    Jingoo is still reading here,but he has stopped posting

  17. #17

    Re: My First Time

    This is good. I mean this is getting really good.

  18. #18

    Re: My First Time

    I'm sorry guys I've been busy with school and completely forgot about this, I'll keep writing soon.

  19. #19

    Re: My First Time

    The next minutes are now a bit of a blur if I have to be honest. I remember his dick getting in slowly, whenever it started to hurt he could tell and would stop to let me get used to his dick. He kept going in until all, or at least most of his cock was in my ass. It felt a bit different than I thought it would, I couldn't believe what was happening. He started pumping and I automatically started moaning, I couldn't control it. He pumped faster, and as he did my moaning got louder and louder, my breathing heavy. I remember at some point he kissed my neck and it felt incredible, I turned around and we kissed while he fucked me. I'm not sure if I imagined but I remember him slapping my ass. Now that I think about it, if it did happen, I feel a bit weird; but at the time I remember it turned me on so much. Both my and his breathing was getting heavier and heavier, he reached for my dick while he kept pumping my ass and started jerking me. I couldn't believe how good it felt, I started moaning even louder and he stopped asking me if I was about to cum. To be honest I couldn't even answer, I just made a little moaning sound that sounded like a yes, even though I wasn't really about to cum, I don't even know why I said yes. He smiled and I could tell he had a bit more in mind for us. He kept pumping and touching my back with his hand, from time to time he'd kiss my head or my neck which drove me insane. While in the middle of this unreal moment suddenly we saw lights coming closer. He got off me quick and we both saw the car that was coming closer. He was a bit nervous and so was I, but I still was lost in between getting fucked and having to worry about someone coming. He asked me "Where do you want me to cum?" I couldn't answer, he kept stroking his cock. I just mumbled and said I don't know. He pulled up his pants and so did I, we hadn't taken our clothes off completely, just out shirts. He said we'd better move somewhere else and pulled out a cigarette. He offered me one but I told him I didn't smoke. "Hmm you're a good boy huh?" he said smiling, I just smiled and looked away. It was a bit awkward for me and I was a bit uncomfortable waiting for him, he noticed and put his arm around me getting me closer. I didn't really think what he wanted but I just moved even closer and laid on his shoulder while he smoked. Suddenly I just started kissing his neck, I don't really know how he felt about it but I couldn't really resist. I couldn't waste any minute with him, he was so incredibly hot and I had him all for me. He finished his cigarette and smiled at me while he turned on the car. The night was far from over...

  20. #20
    JUB Addict Craiger's Avatar
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    Re: My First Time

    Half cliffhanger........lol Great to have an update, Jingoo. More yet to come and I can hardly wait.

    Craiger

  21. #21
    JUB Addict BiMike's Avatar
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    Re: My First Time

    Nice addition , now you have us in suspence again

  22. #22

    Re: My First Time

    I thought we would go somewhere different but he just moved the car to another corner of the parking lot where it was darker and turned it off again. He told me I was good that he was enjoying it, and so was I. He told me to go to the back this time so we could have more room. We took all of our clothes off and he told me to sit on his dick which was still hard. This time it did hurt a bit but we took it slow like before. I felt his cock going in but it was a whole different view this time, I could see his face and the pleasure he was having, just like he could see mine. I liked this position the most, I liked riding his dick and moving my ass while he just sat there. I moaned just as much as before but this time it was easier to kiss him. After a while my legs got tired from doing that and I slowed down a bit, that didn't stop him from getting closer and closer to cumming though because at some point he stopped me and told me he was too close. He told me he wanted to fuck me doggy so I took his dick out of my ass and put myself in position. He started fucking me hard but it didn't hurt, or I can't remember it did because I was so lost in my moaning and the pleasure. After some seconds he started mumbling inbetween moaning that he was gonna cum, I also mumbled and told him to cum. I didn't cum but I felt him kiss me in the back and pull out when he was done.

    He sat a caught his breath after cumming, he told me it was incredible and kissed me. I started jerking off, we were sitting next to each other in the back of his car. I didn't feel I was close to cumming at all and he could tell because he said he would help me. He then took off my hand from my dick and started jerking me off. It felt good but I still wasn't getting any closer. He then asked me if I wanted him to play with my ass, I of course accepted. He put one finger in and started fucking my ass with it, he quickly moved up to two fingers and started going deeper and deeper. I started playing with his already flaccid dick and balls, I told him I liked his dick so much he laughed and jerked off faster. It was getting better and better but I still didn't feel like I was gonna cum anytime soon. He then for some reason put his leg over mine, that did it I could feel the orgasm approaching from the distance. I put one hand on the leg he had over mine and felt it. My other hand I put over the hand he was using to finger my ass. I was done, I could feel the uncontrollable wave of pleasure coming as I moaned louder and louder. I felt my dick blow cum all over my body, it reached my eyelid. I don't remember how many times I shot but I remember it being a lot longer than usual. One thing I loved was knowing he felt me cum with his fingers inside me because whenever my ass contracted from the orgasm he'd go in with his fingers which would make me moan in pleasure.

    That's how my first time ended, nothing special happened that night. We cleaned up with some toilet paper he had and he dropped me home. For the next two days or so I couldn't stop thinking about it and how hot it had been. I couldn't wait till the next time which would take some time to happen...

  23. #23
    JUB Addict Craiger's Avatar
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    Re: My First Time

    Well, Jingoo, we will need to hear about the next time. What a great experience for a first time. Even the fact of being in the back of a car seems erotic. Keep in touch!

    Craiger

  24. #24
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    Re: My First Time

    Holy hell, your story makes me want to go gay!

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