Your first time?

[mic_bry]

My first was when I was in high school I met a biker online, I think he was late 30s. He came over and started fucking me with a condom. He had a big dick so condom broke but he keep fucking me. He came in my ass and I was terrified. First time I bottomed and felt good.

First time I sucked dick was when I was in 3rd or 4th grade, my uncle made me suck his dick and told my other uncle so for awhile I had two uncles getting head from me from time to time. I remember getting slapped if I don't swallow their loads. Im 29 now and my first time posting here.

[BerkshireNeg]

My first penetration? We were both 13 "OW! OW! IT HURTS! TAKE IT OUT!" Didn't try it again for 6 months..

My first successful fuck, now that was bit more interesting..

[danieldu33]

On the beach at night in 1962 (I'm now 65yo). No condom, at that time! I sucked his big dick then doggy style on the sand, he fucked me raw without lub. I loved it. I never use condom.

[i69nwind]

I was 21 and in college. I am sure I posted this elsewhere...but I was supposed to meet my GF back over xmas break for some "play house time". No roommates, naked all the time and no school. She got snowed in and I went and got porn. I rented bi porn thinking lesbian. I will admit that I had some thoughts of men sucking me off, but I never went for it. The first scene was 2 guys and girl, the guys were paying more attention themselves than her. I jerked off and came 3x to the first scene alone.

So, soon after school started. I knew of some cruisy restrooms. So, I started cruising. My first was on a Saturday right there in the bathroom with some older guy late 20's early 30's. I would not let him finish as I thought I was going to have a heart attack. Well, we left and I went to straight home to my computer and got online and hooked up with a TA of mine. Though we did not know he was my TA until that week. He made me cum, naked on his bed within a hour of me being there.

Joe

[JustProwling]

Generally, I did typical fool around with my cousin stuff when very young...I think about 8-10 or so. We'd touch and stroke each other while watching late night Cinemax shows and fuzzy porn on tv. Minor kid stuff, nothin special.

I think I played with and started giving hand and blow jobs to hookups online about late 18-19ish. Can't recall my exact 1st dick.

I lost my virginity and went "all the way" when I was 21. It was my female best friend's ex-boyfriend...as twisted as it might sound, it's really not (I don't think), but it's true. Long story short, my best friend got knocked up by her casual boyfriend. They broke up. She found out she was pregnant after the fact, had an abortion, then declared her full-blown lesbianism. I never actually met the dude before. Later on, me and my friend start going to house parties and stuff more often and this cute guy starts randomly coming by too. She tells me he's her friend/ex-boyfriend. She ALSO tells me that HE told HER he was bi-curious, but never did anything with guys. She actually starts trying to hook me and her ex boyfriend up!

Me and the guy OFFICIALLY meet and hit it off real good and he starts hitting on me and flirting hardcore at the parties. One night, he invites a few of us back to his parent's place to chill, smoke pot, and drink a little more. Eventually the others have to go, but he specifically asks me to stay with him and spend the night. I agree. He starts telling me how he thinks he's into guys more than chicks, but never been with one. I tell him I'm still a virgin and never had "full" sex. We both agree we should go for it right then, that night.

We mess around and get to the penetration. Because he knocked up my friend, I already guessed he was young, dumb, full of cum, and best of all...didn't use condoms! He ends up fucking me in several different positions...the ENTIRE night was just a drawn out fuck session over several hours. He went hard, soft, fast, slow, gentle, rough...EVERYTHING. Eventually, he ended up loading my hole up the 1st time, we cuddled, made out, smoked more pot...he fucked me again and pumped another load into me. Hours pass, we rested some...then the pattern happened again. This time he had my back to the bed post and he stood in front of me and face-fucked my mouth. Without warning or notice, he pumped his load in my mouth. I couldn't move at all, so I had to choke or swallow. In the position, I really had no choice but to swallow my 1st oral load. We chill and smoke more. He tells me he wants to try now, so he sucked me off and swallowed my load. We fucked thru the night, while the sun rises, we rested. When we finally wake up, we took a shower together and he soaped up my hole and fast-paced rabbit-pumped a 3rd load in my ass.

That happened on New Years Eve/Day. We went our separate ways. The funny thing is, I actually spent the night with him AGAIN that 2nd night in a row. Over the next 3 YEARS in a row, he would come home from college and we ended up at the the same New Year's Eve parties. 1 time it was coincidence, but the other times he came specifically because he heard I was there and wanted to see me again. We ended up hooking up a total of 4 years in a row like that, always around the Eve. Sometimes it was 1 night and sometimes it was multiple days/nights in a row. I started raw, we STAYED raw, he NEVER pulled out to cum, and he bred me every time we were together. So MY first real experience ALWAYS brings back good memories.

Sorry if I was too wordy...

[Cumhunt]

That is a great experience. lucky

[JustProwling]

That is a great experience. lucky

I know I lucked out with that dude, denotek! I'll remember him forever for sure!

[fuckmeharder]

Other than a few crushes on guys at school, i did not become sexually active until going to college in the 90's. I did the small ads / personals in 'Boyz' and on one occassion this led to me meetng a couple in South London. I went to visit them at their home over a weekend and on the first evening we had a meal together. The younger guy in couple was looking me up all evening and on going to my bedroom to sleep he followed and made his move. We quickly undressed, kissed deeply and worked over each others cocks and nipples. He layed on the bed and I straddled him taking his cock whilst he wanked me. He was very much in charge as we changed positions and eventually I was on back with with my legs and arse in the air with him on top going in deep. He was building up, fucking me harder and eventually shot his cum into my arse.

After the weekend I felt guilty about having unprotected sex and when telling my friends about the weekend, I mislead them into thinking I only had safe-sex. However look on the guys face when he came in my arse was devine and gets me hard thinking about it!

[pigskintop]

The first time I fucked was a month after I graduated from HS, in 1981. I was 17 and went to my local city park which had trails and found out was very cruisy. I had been getting sucked off there since the winter right after I turned 17 and since summer was getting into full swing, I could wear shorts and have my dick flop in the wind so-to-speak and show off my hairy chest and thick legs. After my 3 mile route around the pond, I walked a smaller trail cooking down with a bottle of water, nice and sweaty and I came across these 2 guys, both of whom I had seen in the past and the one who was getting sucked off had sucked me off a couple times in the past. The guy who was sucking him looked like a pornstar. hot man, muscular, hairy chest, kind of thinning, and the thickest handlebar moustache. After he sucked him off, he licked his chops and said AAAHHHH, that tasted great. The guy who just got sucked/had sucked me previously, gave him a kiss, and told me he'd see me later. Moustache man with his belly full of cum was jerking his huge cock and kept spitting on his hand and rubbing his hairy ass. He said 'I want to suck you and have you fuck me so I can have cum in both holes'. He sucked me for about 15 minutes, then I fucked him for I'd say about 20 then unloaded in his ass. He told me not to pull out because he wanted to keep it all in, clamped his ass around my cock, then cleaned it up when I pulled out.

I fucked him another time and he sucked me a few more times after that. HOT HOT HOT.

My first time fucking and I was with a pig. Can't get better than than that huh?

[thbottom23]

I've had sex with a few females but began to lose interest in them before my first time with a guy. It's been about two years and I was 22. I've been chatting with guys online since I was like 18 and was just slowly getting more and more comfortable with my own sexuality. So I was talking to this one guy for a bit online and through texts but would never go through with it. One night I was out at a bar just having a few drinks and he started texting me and telling me to come over cause he had another young guy over. I was a little buzzed and finally said "Fuck it, I'm doing this!".

Started driving to his place with a huge boner in my pants and finally arrived. Couldn't find is exact apartment and was about to say fuck it and leave but I was "strong" and called him to come out and find me. I knew this was it. Him and the other guy had started and he was in a robe when he came outside to find me. He told me where the bedroom was and that the other guy was already in there and he was going to grab something out of the bathroom real quick. So I walk to the room and find the guy sitting there rubbing his pretty large cock and gave him a hello. This was the first time I ever saw a semi-erect cock in my life and was turned on so much by it. No turning back now. I said "Well, I better catch up." With that I pulled my shorts down and took my shirt off and I knew it was going to happen. After that the host walked into the room while the other guy was getting up off the bed. I was standing near the bed and the host got on the bed and starting sucking my cock; a feeling and memory I will never forget. Girls never had much luck getting me off with just head but within 10 seconds of him I was weak at the knees. I couldn't believe I was doing it!!!! So with that I reached out and grabbed the other guys semi-hard 8 inch cock. That is another thing I will never forger either, the feeling of a cock in my hand was completely different than I had imagined. It was more spongy than I thought but I loved it.

So I was sucked for a bit while stroking the other guy and finally decided to get on my knees and take my first cock in my mouth. Took the big cock in my mouth and the thought went through my head "IM DOING IT!!! I'm sucking a real cock!." I did that for a few minutes and asked the young big cocked guy if he wanted to fuck me. Turned out it was his first time too and he said sure. He grabbed a condom and after sometime for him to get hard again and told me to get on the bed. So I did doggystyle and put some ID lube on my ass. It took him a bit to find the spot and to stay hard but once he did and his cock slid in I knew I was doing the right thing. Now the host hopped on the bed and was hard. He had a pretty small cock...only about 3 to 4 inches max but I decided to tell him to move over and I started sucking him. He was pretty shocked and happy by this. Young guy fucked me a bit longer and nutted in the condom...shame I know but I was ignorant at the time. The host then wanted to suck me off. So I let him suck me for a few minutes and then I shot my most intense load, at that time, ever right into his mouth. I guess that didn't make him too happy. Dunno why he didn't like cum in his mouth.

After that we pretty much all just left. Follow up on that is that I went to the hosts house again a few weeks later and he wanted to BB me but I wasn't comfortable with that at the time and he tried to fuck me with a rubber on but simply couldn't get hard at all. Bummer. He fucked me with one of my dildos I brought over instead. A few months later (on my birthday actually) I went back and he had, his then, boyfriend over. By that time I was into bareback some and I let his boyfriend who I never met fuck me raw (first ever raw cock) while I sucked the host again. I got fucked for about five more min and the top asked if he could cum in me and I said "Sure." Took my first ever load. After that the host fucked me raw and loaded me too. Great birthday present. The host was older, like I mentioned, and was getting more and more needy saying he would love to make me his bf and wonder if people would mind our age difference. I didn't really like that so we lost contact over time. Just a bit too needy.

Now the young guy who fucked me the first time was one of those guys who was only into talking to guys if he was super horny. He'd randomly text you wanting to hook up, he'd probably blow a load during the time of setting stuff up, and wouldn't respond. I finally got him to let me come over and I was about to bareback his ass. That was the first time I ever topped. The feeling of sliding my cock up an ass and feeling it open up was amazing. I made about 5 thrusts and had to stop so I wouldn't cum. I was shocked. I told him "With girls I can fuck them as hard and as long as I want to can barely cum and with you I can barely make a min." and this is true too. I finally paced myself a bit and lasted a few more min and dumped my load deep in his ass. We then switched positions and he loaded me up bareback too. That was a pretty hot time. Now the only contact I have with him is to buy green off of him. He still will send a sexy text or two but will never follow though. I miss his cock though. BIG and HAIRY!

Well that was my first time and then some background on what happened afterwards. Hope you enjoyed. I know I did living it out!!!