Thanks for the like. Ever want to chat or swap pics let me know.
How Did It Feel The First Time You Penetrated A Guy's Ass?
- Thread starter pnwboy
- Start date
The first ass I penetrated was a FB who had essentially cemented by interest in MM sex by showing me that it was something I did indeed like and I could enjoy without shame. I had become a willing student because liked the sensation of lying on my back and letting him pleasure my ring with his tongue before he slipped inside and pleasured my insides. I hadn't liked butt stuff beforehand but he seduced my ass with his tongue and later with very gentle probing with his cock. I was steadily converted as I found his attention addictive; some afternoons he would be in me 2-3 times and this went on on a regular basis for some months.
One morning he told me he needed to be filled up and he was wanting me in his ass. I was apprehensive and had to be talked into it, but he insisted, rolling a condom onto me and lubing his ass before guiding me into position, him on his back with legs in the air. I gently opened him up as he had done to me previously; he didn't complain but took some 10 minutes before I was in balls deep and it was clear it was a struggle for him to take me. I'm 7 x 5.5" and don't think of myself as mega-huge but from his comments I was all he could deal with, an inspiring piece of knowledge for later sessions when I gained confidence.
I was unsure of how to proceed and I was only going on his responses and encouragement. I was surprised how hot and tight his ass was initially but as he became used to me being inside he relaxed and we could fuck more freely. As I established a slow steady rhythm I found his ass was totally different to pussy and quickly learnt to like the difference. I was also surprised by his response to my awkward fucking; he came up his chest in a big stream and I wasn't far behind in filling the condom.
It took me quite a while to get used to taking his ass and once I had some confidence I fucked him much more often- I liked the hot and tight velvet feeling of his ass and his inability to control his own cock while I was fucking him.
One morning he told me he needed to be filled up and he was wanting me in his ass. I was apprehensive and had to be talked into it, but he insisted, rolling a condom onto me and lubing his ass before guiding me into position, him on his back with legs in the air. I gently opened him up as he had done to me previously; he didn't complain but took some 10 minutes before I was in balls deep and it was clear it was a struggle for him to take me. I'm 7 x 5.5" and don't think of myself as mega-huge but from his comments I was all he could deal with, an inspiring piece of knowledge for later sessions when I gained confidence.
I was unsure of how to proceed and I was only going on his responses and encouragement. I was surprised how hot and tight his ass was initially but as he became used to me being inside he relaxed and we could fuck more freely. As I established a slow steady rhythm I found his ass was totally different to pussy and quickly learnt to like the difference. I was also surprised by his response to my awkward fucking; he came up his chest in a big stream and I wasn't far behind in filling the condom.
It took me quite a while to get used to taking his ass and once I had some confidence I fucked him much more often- I liked the hot and tight velvet feeling of his ass and his inability to control his own cock while I was fucking him.
- tomp,
It was tight, hot and the best feeling. I like long smooth strokes - my first was a hook up I met - I was 22, laying back while he sucked me off, working my shaft / balls and taint. I laid there with my eyes closed and arms behind my head. Suddenly it felt different on my cock and I looked to see what he was doing and I realized he had straddled me and he was inserting me into his ass. I loved the tight feeling, the heat from his ass and the slow rhythm he used. I thought “this is it” and when I got close I told him and he said he was too so I grabbed his cock and we came at about the same time. I loved it ! I love to fuck doggie style. I feel like I can get deeper that way. AND I love bottoming as well. I prefer doggie style that way as well. Best of both worlds.
- art,
My first anal was a friend. He'd just given me a great bj the week before. I went over to his house expecting the same. Kissed and made out, undressed each other. I was REALLY stiff as I unrolled the condom and lubed up. He peeled off his Jockeys and bent over into a doggie on his bed. I thought it was going to be hard to get in, as I have a big mushroom head and a thick shaft. But I just slid inside, and his only response was a grunt. He was tight and hot. I lasted maybe 5 minutes before I came strongly. It was great.
It was an incredible experience. We had been friends for a couple of years. We had shared lots of naked time and all that goes with it, including dick to hole teasing, but had only exchanged oral. This time was different. I slowly entered him doggy style, he took all of me balls deep and eagerly rode until I exploded inside him (condom)...the only time I have ever cum inside a man.
dickthrobbing
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First choice is pussy, butt fucking a guys is a close second
How did it feel the first time once in its was the tightness which is such a great sensation that you don't get in a pussy .................... also it did feel perfectly natural to fuck a guy
Biguy4biguy
Cherished Member
The first time was pretty awful for me lol. The guy I was hooking up with had a huge cock, fun to suck but I wasn't prepared or loosened up enough to enjoy his cock. Took a few more cocks to really enjoy it and learn that I really do love bottoming. Poppers are always great when taking a huge cock. I had a fwb with a beautiful thick and large uncut cock and his cock felt great in my ass, I was more comfortable with him and it felt amazing. I had another fwb with a nice big cock and we would hang out, smoke some weed and take some poppers and his was the only cock that ever gave me a hands-free orgasm. To this day it was the best orgasm of my life.
CaptainRugby
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Life changing. He was one of my best friends, and we’d been messing around for a while, then he said those immortal words, “I want you to fuck me”. Was very different to fucking the girl (only had one before him, I think), he was so tight and we had to spend time getting him loose to take the D. We were (obviously) inexperienced and watched some gay porn together to find the right position. I came pretty quickly once I got inside him and we discovered he was very anally sensitive when he came too. Then we just collapsed in a sweaty heap till we did it again that evening. Hot af.
