When was your first gay sex & what was it like?

[shaved bi]

The first time that I had sex with another man was when I was in my 20's, I am 55 now. I was at a nudist resort, I have always been a nudist and love living that way. I keep my body shaved from the neck down and always enjoyed meeting other smooth nudists. One day I met a guy that was shaved and had a cock that looked about 8" long. We talked for a while and discovered that we were both interested in gay sex. The resort has a nature trail that I like to walk on and I suggested that we take a walk on it, he agreed. The trail has several places that one could move off to. Near one of them the other guy reached down and started to stroke my cock. We then went off the trail to a secluded area and sat down and JOed each other. Next we were in a 69 and sucking each other. I expressed an interested in receiving anal sex. He smiled and told me to lay on my back with my legs in the air. He had a waist pouch that contained condoms and lube. He greased my hole first with one finger then continued until he had 3 fingers inside, It felt great! Next he put on a condom and greased his long cock and slid it into my hole. That really felt GREAT!!!. He had an orgasm while inside then he sucked me off and swallowed my load. After that I knew that gay sex was for me.

I would like to hear your story?

[dancingdoc2]

I was 21 and in college. My first bi-sexual experience was with a fellow roommate who lived with me and two other guys. We had room and board renting the upstairs in a home near the college.

One of the guys broke his arm and was taking a shower one morning. I poked my head in and asked if I could get ready for school and he said it was OK. After getting ready I figured he ought to be done so casually asked if he was having problems and he said yes he couldn't wash his back. I asked if he wanted me to and after some initial embarrassment he said I could. I washed his back, dropped the washcloth and let my hands soap up his butt. He became really antsy and asked me to stop but before I did I had noticed he had an erection. He was embarrassed about it not wanting me to see it. I asked how long it had been since he masturbated, noting that it was his right arm that was in a cast that he was trying to keep dry. He said it had been several days and hesitantly wanted to know why I wanted to know. I said that because it was his right arm in a cast that I figured it was either difficult or impossible and by now he ought to be climbing the walls. With his back still to me, I soaped up my hands and let them slide around both sides to wash his front. He didn't say anything at first because I started with his balls and then worked up and around his pubic area figuring that if he really didn't want me to do this no harm would happen. If he wanted me to continue, this round about approach would give us both some time to get used to it. Well, as soon as I touched the base of his penis he became visibly uncomfortable and wanted me to stop. I asked why and he said it was wrong so I said something like OK I'll stop just as soon as I finish washing your penis. I went straight for his head and began really working the Corona and as soon as I did, all objections went away. Moments later I did stop. He came quick! I helped dry him off and that was that.

The following weekend we were the only two not going home so had the upstairs all to ourselves. There were two bedrooms and a third room that we used for studying and just getting away. I was in their one night laying on the bed talking on the phone. He popped in did some things and then left. After hanging up he came back in, got on the bed and began talking to me about what happened a couple days before, and that after thinking about it he was really glad I finished washing him. I said that I would help him again if he was going to take a shower tomorrow. He said "why wait, I figure one good turn deserves another." It was my turn to be uncomfortable and I asked what he meant by that. He said to just lay back and he'd show me. I was already pretty much undressed, only wearing Bermuda shorts. He motioned for me to scoot over so he could reach me easier. As I was doing this he grabbed my leg and helped then began moving his hand up. I remember him veering off where he discovered I had an erection. He said something like "that didn't take long" and why didn't I get it out and he'd go back to it pretty soon. What happened next for awhile was just him touching me and asking if I liked it. I didn't get "it" out so after awhile his hand returned and he began fiddling with my pants with his good hand so I swallowed hard, took a deep breath and took over. Exposed, he stroked it a couple of times and then directed me to get undressed. Every time he touched me my penis would twitch and he found this amusing. He stopped and began stroking then after a few of these wet his thumb with my precum and rubbed the top of my penis. I couldn't lay still when he started that. His thumb action was enough to make me cum but before that happened I remember him going back and stroking the entire length of my penis. What got me off was of course when his finger rubbed the underside of my glans. I learned that if I put my hand on his leg that the intensity of my arousal became stronger, so I just clutched his thigh. I tried to reach his penis but his position made it difficult. After I came he got up as if to leave and I asked if what he just did made him horny. He said yes, so I said--well--why not sit back down and I'll "dehorn ya". I took his clothes off and the rest as they say is history.

We didn't have sex very often thereafter, maybe once every six weeks or so for the remainder of the year. It took awhile before we integrated caressing and foreplay and doing it together rather than to each other in turn, but it did happen eventually. We found this much more satisfying than always having quickies. Even though we knew about oral sex, that was the last thing to be included in what we did. After college I concentrated on girls.

[DVDBear]

I've mentioned many times in the past posts I was a very late "bloomer", being a virgin until 39. I knew I was gay, but just couldn't bring myself to act on it. I had absolutely no idea how to find someone interested, short of going to a gay bar or something and I was way too intimated for that. Around the time of the start of online chatting (AOL) I found talking to guys anonymously the perfect gradient. I had a few online "whack-off" sessions, and they were incredibly exciting. Then one guy I had been talking to online suggested meeting. He seemed really sweet and sensitive to my situation, and willing to take it very slow. He lived out of town, and I was going to be travelling in his direction anyway so we agreed to meet for coffee. He was very nice, kinda hot, and just happened to manage a motel (what luck!). So I took a room out and he came in, started by slowly taking my clothes off and giving me oral. I enjoyed it but was still a little intimated, so didn't reciprocate. I didn't cum from the oral, but we mutually jacked-off afterwards (he had a great looking thick cock). He had to leave to run the front desk, and said he'd stop by the next morning. It gave me the night to think about what happened, and I realized how incredibly excited it made me! The next day he stopped in . . . . I think he thought he was just going to say goodbye and good luck, but I practically dragged him to the bed and raped him! LOL! He was AMAZED how much I had loosened up, I gave him very enthusiastic head and he loved it! I wanted to do receptive anal, but he was worried it might be a little much to attempt the first time (and considering the size of his equipment he was probably right).

We kept in touch by phone for awhile but eventually drifted apart. I consider myself lucky to have had such a nice understanding guy as my first partner.

[bboy01]

I've never had intercourse with another boy, but I have gave and recieved a wank to/from another boy and had/gave a blowjob, thats as far as it went.

I moved away, we lost contact.. We were only 14, experimenting youngsters

[shaved bi]

My first experience at the nudist resort went on for several years. We met a third guy that decided to join in. He had a camper and invited us in to watch gay porn videos. After that the three of us would have sex. It was even better!

[dinger57]

I was about 11 and loved it so much i am still doing it and I am 50 know. It was with my older brother.

[NinjaMan]

Ah, hell, why not? Everyone on here already knows about my sexual exploits anyway!


My friend "Russ" came over for a video game night, we're both seniors in highschool. We played a bit and when it hit midnight, he decided to stay over. At about one, we decided to pop in a DVD from my stash. we'd known each other for more than a year, and this wasn't new to us. It was pretty hot, and it wasn't long before we were stripped down to our undershirts and underwear. I was wearin an under armour with gray boxer-briefs, and he was sporting a wife beater and briefs. Before long we were rubbing ourselves and slipping our hands down or underwear. We were talking about sex (as we usually do during porno) and our various sexual exploits. i had never had one besides things like that. He on the other hand had had sex with two different girls, on a couple of occasions each, and he began telling me about them in comparison to the vid we were watchin. After a few stories I asked if he had ever done anything gay. After an awkward explanation of why he had not, she rested his hand on my thigh and said that he would like to try one sometime. I was kinda shocked by it all, and was about to dismiss it when I saw that he had pulled his penis out of his underwear and was stroking it. (this had never happened before.) I looked up and saw that he was eyeing my crotch. He started to rub my thigh, and moved up to the bulge in my underwear. My first reaction was to go "what the hell?!" and back away, but right after I did, he pulled closer and began to rub my package. To my suprise, it made me very hard, and I no longer wanted to pull away, so I let him rub it. after what seemed like forever, he told my to pull my shirt off and lie down, and I did without saying a word. Now he was completely naked and about to get on top of me, but as he was he asked "are we really going to do this?" I just nodded, and kept my eyes focused of his. soon he was grinding his dick against my bulge, still in the underwear. He started slow and sped up with enthusiasm. after a which, I was very hard and he asked if he could take off my underwear. I muttered a yes, and he pulled them down to reveal my hard meat. I was a bit embarrassed to see that his penis was significantly bigger than mine (by about two inches), and I had forgotten that I had waxed/shaved my pubes for swim team tryouts. (which i didn't make!) I don't know why it embarrassed me to compare my bald crotch to his full on pubes and even a bit of chest hair. It made me feel a bit inferior, but that didn't last long. He began grinding again, it felt odd to feel another guys cock against mine and I moaned gently as he rubbed my dick and balls with his long piece. After a while he asked if i wanted him to suck it. I though for a few seconds, but decided that he might as well, and said yes. He started my gently licking the head, (after a few seconds of getting close and backing away.) I started to breath hard an soon he was licking the whole thing, even my balls. Soon he started sucking. He perked his mouth around the head and slowly worked his way down. He made it about half way before he gagged a little and pulled back up. He began repeating slowly, and it felt so good! After a few minutes he sped up and worked his way lower, and made it most of the way down. I put my hand on the back of his head and began to help him moved faster and deeper. I had never been so hard! Before long I was about to cum and started to moan softly and tried to tell him, but couldn't talk. I felt like I was going to burst, but held it in. before long i couldn't take any more and let it go explosively in his mouth. He did not seem to mind, and even swallowed a little. after it was done we both just laid there, his mouth still around me. After a while he pulled out and asked if I could give Him one. I said "well, i guess it's only fair," and we switched places. I looked at his dick, right in my face, and slowly moved in. I did not know what to expect, so I just started at the base of his balls, licked all the way to the top. It did not taste like I expected, and was leaking precum so I backed away. I looked in his eyes, and he looked in mine, and I began back in. This time I just got right to sucking. I pursed my lips and brought them down around his member, being careful of my teeth. I went down about 5 inches before I gagged and had to pull back up. I repeated, getting a little lower each time, and before long I was enjoying it. I began sucking faster and harder, before he began to throb. He was panting, and said he was about to cum. At first, i was gonna pull out, but decided not to and kept sucking. Soon he exploded in my mouth, and down my throat. i was a bit shocked at the intensity and taste (which wasn't bad at all!) and almost pulled off, but I kept sucking. He had about 5 bursts before he was done and tried to swallow, but couldn't bring myself to. After ward we were both just laying there, and I did not know what to do next. I pulled out and looked up at his face. He was covering his eyes with his hands, but I could see his slight smile. finally, I said "I can't believe I just did that.." With that he moved his hands and looked at me and chuckled a little. "me neither, but it was nice..." After ward, we both just lied on my bed and talked about what had happened, and where it would lead. At about 3, we pulled don our underwear, and decided to go to bed. During the night I woke up to find him spooning me from behind, but it might have been a dream...

The next time he came over it happened again, in about the same way, only we talked about doing it before we did. Afterward, he went home that night, and told me we would talk later. We both walked naked to the door, and I think he just drove home that way. Luckily my folks were gone! I went to bed and slept restlessly. I'm hoping that soon we can discus a possible relationship.


Wow! i did not mean to get into such detail, but once I started writing I could not stop! ^^;; sorry.

[shaved bi]

NinjaMan, have you tried anal sex? It is my favorite.

[NinjaMan]

Originally Posted by shaved bi

NinjaMan, have you tried anal sex? It is my favorite.

I'm a bit scared to, but I can't see it being too long before one of us wants too.

[shaved bi]

Start out slow and relax. It will hurt a little at first (if you are receiving) but that will pass. Always use lube. I use KY. It is a very enjoyable experience, especially when he cums inside. Feel free to PM me if you wish!