It is with elation I share this account of, not my first sexual experience, but my first experience that I was totally comfortable, relaxed & didn't have regrets after. I really don't subscribe to labels, but I enjoy sex with women and men, if they turn me on I'm apt to see what happens. I have had only a few sexual encounters with each, playing safe to enjoy what ever we enjoy. I would describe myself as an adventurous top (definitely not vanilla but not kink). Anyway, I didn't post here to write a resume.
While in high school, I was among a close group of friend that always hung out together. Some of us became closer having girlfriends within the group. After graduating we all parted ways but kept in contact as mush as we could being we are mostly in different cities now. During this time (after graduating), I explored very slightly my sexuality and discovered my attraction to men. I pursued a few encounters with limited success but enough to keep me very interested. It was during this time I learned what I like, my limitations (thus far) and my preferences sexually with men.
At the beginning of winter one of my friends (from our high school group) moved to the same town I relocated to. We got together a few time to catch up & went out a few times to show him around the town. We've always had lots in common, but especially he knew of my openness of sexuality. I had always thought he was the same based on conversations, but he never made a point about it as I did. He asked so many questions about stuff that you knew he thought of it often. In school he had a girlfriend & after school too, but when he relocated he was single & never really mentioned pursuing someone. He was always quite shy and never the first to bring up conversation about sex until his recent inquiries about mine. It was during one of these conversations that I saw him in a different light.
While dropping over after work one night, he chatted about the town & how hard it is to meet people aside from work & being shy really didn't help the situation. He described the few times we went out on the town & how he enjoyed it, even the bantering he gave me pointing to guys I might like. We decided to order in & chat some more. After eating we relaxed in front of the tv with a drink. Channel surfing we came on to the playboy channel. The at that point I pointed out to him some girls he'd like. At that point he said "I'm just not sure about that". Well that opened the door for more conversation which turned out to be him being quite inquisitive about man to man sex, not dating, relationships but actual sex. For me this confirmed my inner voice from back in school. I never pursued it or him as nothing was there really, just cuz I like guys doesn't mean I want everyone of them who plays on my team. So while I was describing my limited or generic man to man encounters (he wanted details), he was shifting a few times in his chair (maybe with the playboy channel still on in the background having naked bodies helped it along). He eventually got up to put his dishes away holding them in front of himself. He returned & sat on the same sofa. He continued with the questions & interjected a few teasing jokes about himself. Not sure if it was because he was shy, didn't like the town, being in a new place or just curious enough to pursue something he obviously had been thinking about, but i saw him in a totally different light. I thought to myself, if I do this, if we do this, I better go slow & let him set the pace so he feels comfortable & doesn't think I'm taking advantage of the situation. As we chatted more he turned to me & said "Would I be your type?…", back in school I would have said not really but now I said "…you always were." I heard him exhale like it was the biggest thing he ever asked anyone & was relieved by the answer. He looked down (almost in shame) & placed has hand on mine. I slide mine out from underneath his & grabbed his hand as re-assurement. He looked up with a grin & moved closer to me. I placed my hand on his lap & asked if he was ok with this, he said absolutely. There was no doubt in either of us that was happening. I leaned in to kiss his cheek as he closed his eyes, he rotated his head to have our lips meet. He maneuvered closer & was rubbing my leg with his other hand, I reached around to his back & pulled him closer. I felt him breathing heavier as we let ourselves get comfortable with each other. I let him lead as much as I can & set the pace. He leaned back & removed his pullover & tshirt. It was nice to see him this way, wanting more, discovering & pursuing his desirers. We are both in our mid 20s, not super fit but fit & very average in build.
It felt great when I placed my hand back onto his back. I brought my hand around to feel his chest & play with his nipples (hey I like that so thought he might). He moaned slightly, so I paused from kissing to suck & nibble on his erect nipples…. he obviously enjoyed it was he leaned back to receive more then went flat on his back to soak it up. I totally enjoyed the open invite to play with his chest , nipples & taste his body. As I was enjoying him, he reached down to reposition himself or as it happened, to open his pants to have room to grow. He just put his hand on my head, not directing it just for contact. I slowed down & kneeled up, he looked puzzled, but I said "we're wearing too much clothes for this", he smiled in relief & attempted to get up. I stood up, grabbed his hand & pulled him up & led him to the bedroom. He liked the idea & said "ah more room to play". But instead of heading to straight to the bed, I lead him to the ensuite, turned on the walking shower & said "lets get naked". He starred at me like… ok I like this, he grabbed my shirt but I pulled his arms down & opened the rest of his zipper on his pants, pulled them down to let them fall down, he stopped out of them. I knelled down & pulled the sides of his underwear down slightly, noticing his hard bulge I kissed it though his underwear. I placed my finger under the waistband & pulled it to free his manhood & pulled them right down. I looked up to him to see how he was doing having just exposed himself to another man for the first time. He seemed fine, I could hear his heart beating rapidly. I looked back down & run my tongue up his shaft to under his head. His cock was very similar to mine, 8ish inched with a fair sized mushroom cut head (my fav sorry). I kissed his head as he was stepping out of his underwear…. he gasped slightly. As I was standing up & unbuttoned my shirt & jeans to get naked as fast as I can…. and to free my cock.
We stood there naked holding each other felling our cocks together, it was great. By this time the shower was warmed up, we almost walked in with our socks. I pulled him back & asked him to sit on the counter as I kneeled down to grab his calve & pull off his socks. Once bare I kissed his feet & toes (ok I have a fetish but won't bore you about here). I didn't get carried away as I didn't want to freak him out. Then I just removed mine & we headed into the shower. Once there it was all good he was a little reluctant to touch me in certain places but I guided his hand & all was even better. We both didn't know what was to come of this but were enjoying the warm water pouring over our naked bodies as we, missed, groped, licked & sucked each other as we explored our nakedness.
I reached & turned the shower off & grabbed some towels. As we dried off our hard cocks were still fully erect & raging, its obvious we needed more intimacy. Leaving the ensuite into the bedroom he said "…and NOW we continue." I thought to myself, hell ya,Im far from done. I went to the bed & pulled down al he sheets & he dove on the bed laying on his side, fully naked sporting a beautiful hard cock…he tabbed the bed inviting me next to him. I kneeled on the bed & noticed him just starring at my cock, wanting it yet not sure how to enjoy it. I said "… find something you like?" he replied " yes, you" as he reach out to grab my hand & pull me down beside him. We looked at each other, both knowing by tomorrow we would know a lot more about each other that no one else does. Knowledge that only comes from intimacy. I glanced him over & reach behind his but to pull him close. I wrapped my legs around him faking his hard cock against me. His hard nipples touching mine (which really gets me hard). We kissed & groped each other panting with excitement. He push away & grabbed my cock to discover it. He studied it for a bit them placed it on his tongue an into his mouth. My moaning reassured him I enjoyed it as he picked up the pace. I repositioned so we can 69 & he was ecstatic! As I moaned he felt it on his cock & he gasped as if i was about to get a mouthful of his seed. I really didn't care if he did but enjoyed taking him to the edge. While I had me head between his legs & teased around his butt hill to gauge his reaction. He seemed to like it. I moved down slightly to tongue his hole… he almost gaged on my cock as he bucked with enjoyment. Ok, I guess he liked it…. especially when he opened his legs even more suggesting to keep going. I darted my tongue inside him a few times, by this time he stopped sucking me & just took it in. I wetted a finger & slowly slid it in. He froze, I pulled it out & he moaned no, so i slid it back in…. no moaning this time just a pleasurable ahhh.
Still in 69 he returned to my cock, slobbering it, getting it wet, reaching down & pulling my nipples (ok he has my number). He found I react when my piss lip is tongued & did that for a while. then put a wet finger in me, needless to say I opened up to let have at me. We were going at this for sometime I am surprised we didn't shoot our loads.
I pulled back, swung around, grabbed his ankles & spread them apart. I dove onto his cock & played with his ass. He moaned again as I licked under his balls. I cam up & licked his torso, knelled up & ginned our cocks together. With his legs in the air,his angles in my hand I flirted with his toes on my tongue (I just could not ignore them).
I slowly stopped, then layer on top of him, he hugged me & rolled over. Now on my back I though he was going to do the same. He did, but played a lot with my butt hole. I was ok with that. He had my legs in the air, his cock was pointing straight up & looked at me as he positioned his cock at my hole. Ive only been bottomed once & thought it was alright but I've always topped. Thinking he would back out when he was trying to enter me, I nodded yes. He stared to line up but I pulled back & opened my bedside table, pulled out some lube & a condom. He just looked at me & said sorry, I totally forgot. I said its ok, the but is to make if fun for both of us & the condom is common practice. I squirted some lube on my hand & reached down to prep my hole thinking this is only the 2nd time I've had a man inside me, but really trusted him knowing the situation. He slid on the condom & I lubed him up. Then I said "now where were we?" to break the tension. In 2 seconds he had my feet in the air. Wide open he positioned himself to enter me. staring at me to gauge my reaction he started to push, meeting some resistance he backed off. I told him to try more, I relaxed as much as I could, I felt his head open me a bit & him looking at his cock trying to enter me, I told him not to stop. Just then he was past the hard part & slowly slid in. I don't recall my 1st time feeling like this. I felt full, connected & wanted him badly. He was breathing fast as he slowly pulled back & go back inside. I said you are in now, do what you want, how you want.He picked up the pace & I tell you it felt solo good. His panting, thrusting & thinking I have another person inside my body really got horned up. Thrusting he pinched my nipples getting a load moan out of me & reaching around I grabbed his ass to pull him deep inside me. It allowed him abit but kept it up. I thought I was going to cum, I grabbed harder to make him stop. He thought he hurt me as I was now pushing his hips to pull out. He looked confused but I was in ecstasy. Once out I leaned up & kissed him as I reached down to feel his cock. I stoked him, then slowly slid off the condom, he was confused and asked if I wanted him to cum now in my hand. I motioned no & gabbed some lube & lubed his cock, leaned back & said… I want you to cum in me. He paused, thinking about our situation then slowly put his bare cock head inside me. I grabbed his ass again & pulled him in deep. Fuck I almost shot thinking about it. It felt slightly different, still full feeling but different. He thrusted fast & was panting, I was bucking & squirming. He looked at me as if he can't hold on any longer & I nodded at him & said cum in me, I then pulled him hard in me. He froze, his eyes rolled back & I could feel twitching in me. I know he was letting go inside me. It took a few mins for him to move. He pulled out slowly & man did I feel loose & wet. Ive heard some people say they can feel when a guy cums in them but I did not, just the aftermath of seaman coming out running down my ass as he pulled out.
He looked at me as if to say you/we ok? I motioned oh ya but said…"never did that before" He said I should return the favour", I said no its ok but I want to cum" he started licking & sucking & I was pretty raw from earlier & just said relax. he laid back & kneeled between his legs & started stroking. I was close when he lifted his legs & gave me his feet & said"I noticed you liked them". well that did it I shot all over his chest while is toes were in my mouth.
I really didn't think the night would go like this let alone letting him inside me…. bare and cum. I expected me to be the top as usual. This doesn't mean Ive stopped pursuing women, but maybe helped a friend look at things differently.
Sorry about the rant but this is as it happened. We have played a few time since but always safe. I just had to share.