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Bi Guys First Time Anal
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In high school. It was a barding school and I lucked out when I go a gay roommate.We both had a lot of learning to d. But with practice we loved being top and bottom.
The romantic bi guy.
Stay horny my friend.
Stay horny my friend.
Just a little more than a year ago I met a guy with like minded desires. We hit it off and became familiar. After meeting and exchanging oral favors, we arranged to move to the next level. I bent over for him and I can say that I am so sorry that I hadn't had that pleasure before. My first time, even though it did hurt, was what I was waiting for most of my life. Since then, he has been pounding me two or three times a week and I am happy that he does.
Active Ink Slinger
With toys, back in the 1989s, a gf convinced me I should try it with her vibrator. With a man, just a few years ago. We took turns fucking each other. He was very experienced, but had a fat short cock that could barely penetrate, but did stretch me wide when he pushed in. Have done it twice since with another man. His wife loved to watch us switch off on each other.
The first guy I was with. We slept together. We did oral together and slept. Next morning, he wanted it in his ass. After giving it to him, I became so horny with how he was loving it. Afterwards, I asked for it. It was painful at first, but he was sweet and took it easy until I loosened up and we had a good fuck. I've been truly versatile ever since.
Active Ink Slinger
The first time I received anal I was young enough I would get thrown out of Lush if I said how old. It hurt like Hell for a few minutes, but then started feeling good. He was about 20 years older than me and thankfully he took it easy with me. We continued for several years and I came to love it after a few times. When I was 20 I fucked another guy, but it wasn't nearly as good as getting a man to fuck me and shoot deep in my bowels. I'm Bi, but would rather have a man burying his cock in me than being with most women.
My first time was in an ABS video booth ... I was with another guy, giving him head. He pulled me to my feet, turned me around facing the wall, and pressed his cock against my ass...He reached around and played with my cock as he entered me. At first, I winced and he had me bend slightly to provide a better angle and pushed himself inside of me. My knees went weak and the pleasure overtook the discomfort. He fucked me good and proper in that booth.
When i was a teen I started playing with a school mate. we would masturbate together every weekend. One day he asked me for a blow job, so i gave him one. we were both hooked. I loved sucking him and he loved it too. Not long after that he told me how many fingers he could get in him. Soon i was fucking him. I would give him a blow job, then fuck him. That lasted about two years. One day his family left town. I did play with a couple of other mates, but just masturbated. Once we all left school it all stopped. One day I was working out of town. I got talking to a stranger one night, we ended up at a local park. Next thing he is trying to fuck me. No lube. I also had no idea how to relax. So in the end i fucked him then gay him a blow job. I left that park feeling very guilty / weird. The next day i was over the feeling and went to a gay sauna. Did not take long at all for a guy to take me to a private room. Again he tried to fuck me. Sadly the total lack of experience meant that there was no way it was going to work. Over the years many guys tried to fuck me. I wanted it so bad. One day i brought some butt plugs. Once i got the first one in and learnt how to relax I knew what to do. About 6 weeks ago i had arranged to meet a guy, who i knew was going to fuck me for the first time. I meet him in his camper van and we soon got naked. I went straight for his cock. i loved it, then he pulled me up, kissed me and started to push his cock against my arse. He knew i wanted it, so he got up, lubed me well. he was quite big and at first it did not happen, then with patience he finally got it all in me. At first it was painful, but as he slowly fucked me the pleasure overrode the pain. I loved it. Both physically and emotionally and he knew it. In fact he told me that he knew i loved his cock in me. In the end he rolled me over and fucked me from behind. He then asked me where i wanted him to cum, and i said in me. Did not take long after that before he did. As he cleaned himself up i masturbated myself. I have to say i was sore for a few hours, but i was also very horny for days after. For about two days i constantly lead a huge amount of pre-cum. hard now thinking about it. Cant wait to try it again
After watching some porn together I started stroking him which led to a 69 then he slipped his cock in me before I knew what happened. It hurt at first but after a little bit it started to feel good. He pulled out and shot his huge load on my chest. Now I use my dildo while I masturbate, feels awesome.
Rookie Scribe
My first time was with my ts girl friend 30 years ago.
Active Ink Slinger
i gave anal for along time but always had the hunger to be fucked. i finally did a few years ago and it is wonderful. it is long overdue for me to be fucked again
Rookie Scribe
I was 18 the first time I was fucked. Kerry was 27. We had shared giving each other BJs. I was spending the night at my best friend and wife's house. I woke up to use the bathroom. After I finished. I saw Kerry laying in the living room on the floor. Quietly I straddled his legs and eased his shorts down and started giving him head. When he was fully erect. He awakened when I took him deep into my throat. The look on his face was a mixture of suprise and ecstasy. I pulled off his cock and told him " I want you to fuck me. He was so gentle and I was so horny that his 7inches only gave me pure pleasure. I was scared of the pain. But I was so pleasantly surprised when I only had nothing but erotic blissful pleasure
Active Ink Slinger
mine was at a bathhouse with an older guy. he had me in the missionary position/ when he entered me initially it hurt, but then it was extremely pleasurable, especially when he filled me with cum
Quote by Guest
Bi Guys, if you have anal sex, what was your first experience like. Did you give or receive?
I have yet to give my anal cherry up to another man but would LOVE to!! I started fucking myself with dildos, vibrators, and whatever when I was a in my early 20s but recently have revisited it and have enjoyed several anal climaxes. Would LOVE to do the same while riding a nice hard cock!
Advanced Wordsmith
Auction off in a gay bar in Bermuda for a $100,to a gay bear Canadian when i was celebrating my 21st birthday.
Now have a liking for bears with bellys,i remember it was painful at first but i went back for seconds the next time we were in port there.
My first anal experience was with the second guy I had sex with. He had a nice sized dick, not too big but also not too small. I was a little too eager and managed to suck him to completion (and swallow), but after he did fuck me but couldn't cum as I had drained him. Was enjoyable but would like to experience giving to the right bloke.
About four years ago I met a guy and as we watched some porn, I started rubbing his cock through his shorts making him get hard. We then went to my bedroom and started doing a 69, (my first time sucking a cock) next thing I know he has a finger up my ass then he slid his cock in. I wasn't expecting it and it hurt a little but after a bit, it felt great. Since then I've been using my dildo and do miss a cock.
I had a great best friend in high school and we both fucked a lot of girls. my friend also had an older adult male that went to his church. I eventually discovered that friend was gay and often gave my friend a bj. I went with the two of them to a meeting out of town where I discovered Jack, the adult friend giving tom, my best friend a hard blowjob and I watched them for a while and could not understand why my dick was getting hard. Jack saw me and called me over and pushed me to my knees to suck his dick. I had never done that but it was obvious that I liked it. Before the weekend waas over i was a cocksucker and had been fucked by at least 4 men. my best friend now owned me and I was his cocksucker and his cumtoy. I loved being fucked.
Active Ink Slinger
Met a guy at an adult book store who thought I looked good. He invited me to his place to watch porn. I accepted his offer and shortly after the videos began, I was between his knees sucking his cock. It was a gorgeous cock with a beautiful head. It wasn't too thick nor very long and I asked him if he would fuck me. I told him he'd be my first and he was very gentle. He lubed me up well and had me lie on my stomach , hips slightly elevated as he knelt between my legs. When he entered me, he took his time, allowing my sphincter to accomodate him. Soon, he was fully inside me and I experienced intense pleasure as he fucked me slowly. I actually came from the pleasure of his cock against my prostate glans. It was a very pleasurable experience that I have repeated many times over the years.
Active Ink Slinger
my first time was great. i had an older guy fuck me at a sauna, he had a nice dick and he gave me a good seeing to. i love being fucked now
Rookie Scribe
Had a bottom FWB that I met through another straight friend. I always was the top until one day after I fucked him he started playing with my hole while sucking me hard again. Fingers first then I knew he wanted to fuck me. I lay back and spread my legs wide, he lubed my already stretched hole and slid his 6” in me slowly. No pain at all, felt amazing! We flip flopped for years until I moved out of that state. Miss him!
Rookie Scribe
First time giving was a girlfriend in college, and she LOVED anal! First time taking was from my wife and her strapon. I came so hard I gave myself a cum facial! LOVED IT!.
Since then, I almost prefer anal orgasms to my dick.
Quote by GMOFLEISURE
With toys, back in the 1989s, a gf convinced me I should try it with her vibrator. With a man, just a few years ago. We took turns fucking each other. He was very experienced, but had a fat short cock that could barely penetrate, but did stretch me wide when he pushed in. Have done it twice since with another man. His wife loved to watch us switch off on each other.
Nothing is better when woman is watching bi guy anal.
Was only on receiving side so far.
Active Ink Slinger
With my best friend. He fucked me in the ass after sucking my cock.
Living bi-cariously through Lush
Haven't yet. Nervous but absolutely must try it before I die.
Bonus would be if we can find the right angle and position for a prostate orgasm, which I've experienced a few times with toys, but would even more like to have a warm, throbbing man do to me.
My entry in the Whodunnit? competition: Grilling the Suspects
I get dicked by a federal agent. My top-ten Le Noir Erotique competition entry: Dick Job
I pork everyone in my other Recommend Read, from the Punked competition: Pork by Northwest
Card catalog? Hard catalog! My library
Same as someone above. Went to the adult bookstore. Went to the booths, sucked some cocks, one guy wanted to join me in my booth. I opened the door, he came in. I ducked him some more, and he asked to fuck me. He put on a condom, and turned me around facing the screen. He bent me over and fucked me until he filled his condom with a HUGE load. It felt nice and I felt empty when he was done, it did hurt a little a first though.
Active Ink Slinger
With my best friend after football.
I think seeing naked boys showering turned him on..
We were young and exploring.
We're still friends with benefits. 37 years later.
Ask me about if you like but because of our age at time. I won't publish here