Bi-Bottom Men: How Long Was The Longest Ass-Fucking You've Ever Had?

dd788snipe · Jan 21, 2022

Wow!!!

dd788snipe · Jan 21, 2022

thepapasmurph said: ↑

first - Uhardrodnme - that was an incredible recount of your love making with that man... I have had a couple experiences where the fucking went long. I met a wonderful, outgoing man in an online hookup site and he invited me over to his house. He was a fantastic kisser- and that is really the prerequisite for me to go very far with a man. He was definitely a top and took control quickly as we made out on his daughter's bed... which was strangely erotic by itself. We had plenty of foreplay, which included me going down on his nicely long, but not too thick cock. It was perfect. I was able to take it all in my mouth even though it was definitely a mouthful! His mound of fur was a lovely shade of red and he was freckled and hairy - a marvelous barrel chest. I was in lust heaven. This was the first time I was with him, and I usually have a rule that I will not fuck on a first encounter... but, rules are meant to be broken, and he wanted my ass. He flipped me over and started giving my ass a bath with his tongue. I tried to stop him - I really wasn't even sure I was all that prepared - hell, I knew I wasn't - and I felt embarrassed. He stopped long enough to tell me "it's all part of the territory - don't worry about it" So, down he went, eating my ass and sending me up the mountain in pleasure. I knew what was coming and I wanted it. When he spread my legs apart and kneeled behind me, and I felt the head of his dick press against my bud, I almost shot my load right there... He pushed in gently, slowly - it is painful, but the pleasure comes soon afterward... He went deep, and held it there, much like your experience, and then slowly fucked me - in and out, rhythmically. He was strong enough and skilled enough to move us around in different positions, too. At one point lifting me from all 4s, and turning so I was now sitting on his lap as it was now my turn to do some of the work... I lost track on how long he was in me - it felt so good - Finally, he finished me on my back - my legs on his shoulders and he driving home like a champ. It was great to see his face as he came inside me.
One time I accepted an invitation to a house party - I said, "why not" It was insane. There were a lot of "straight" guys there - hot young men who didn't want much other than their dicks sucked - and I helped myself to some fine meat... but, when the came they went. Well, about a half hour into the party, my red haired friend showed up... he played around and cavorted in a jovial manner with a few guys, not acknowledging me... I was disappointed. Maybe I was a little too into him or maybe he was just going to enjoy the party... after he had played a bit, he caught my eye and motioned me to follow him to a bedroom. I did. We got on the bed next to another couple who were already hot and heavy into sex. We started kissing, and touching one another. It wasn't as "lovely" as the first time, but it wasn't long, and he was fucking me doggy style while I held on to the bedpost, and had a view of the other two guys also fucking...
I returned to his house a couple more times... and the last time I saw him (sadly, well over a year ago now) we were in his daughter's room again, and he had me on my stomach, and he was on top of me. I could hear something - another voice? before I knew what was going on, he stood up, while whispering in my ear "you are going to enjoy this" Another man was in the room. Before I could get a chance to respond, this guy was on top of me, he kissed my cheek and whispered in my ear something about - if you don't want this, say so right now... I won't. I didn't say anything, and he slid the biggest dick I'd ever had into my ass. He pounded me pretty hard, for a few minutes - then asked if I wanted to see who was fucking me. I said I did. He flipped me over - here was this most amazing Latino man - bald, dark and muscular, very thin. He spread my legs, held my ankles and entered me from that angle. He pounded me about as hard as I ever had it and it went on for what seemed like forever. It hurt, actually because he was well hung, hard and thick, and he was taking no consideration to me. Suddenly, he stopped, full depth, I opened my eyes to see my Irish lover standing behind him with his arms around the guy who was fucking me, and he pushed his dick into him. And, he started pounding his mate, and with every thrust, I was getting it from my Latino lover... I shot my load first, and then, it seemed like they shot their loads simultaneously, and collapsed on top of me. When we finished, we had a nice talk - they both told me they would love to get together again - and asked me if I was up for it. I shook my head affirmatively, while in my mind I thought otherwise, because my insides hurt like they never had before and I wondered if I would be able to hold my shit. The Latino man said he doesn't have many opportunities and he couldn't host - but when he is ready, he wants it, and there can't be a lot of going back and forth about it. And my Irish friend said he usually hosted him, and we will work it out.
I gotta say this remains to be the wildest experience of my life with this guy, these three occasions when I was with him... but, as I said, he has never invited me back. I have connected with him online several times - just saying hello - how's it going type things... but I've never been invited back... don't know why. But, damn. I would definitely go back in a heartbeat.
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Damn Papa that story was even better the second time around. Everything good with you?

Lovnflman · Jan 22, 2022

I’ve yet to have a real cock.
However when my wife first pegged me I’m guessing about an hour, with a couple breaks thrown in. First doggy, then missionary, and the grand finale in the shower with her behind me. Sure made paying the big $$$ for a suite worth it.

SantaCruzRob · Jan 22, 2022

It seemed like a long time to me, maybe ten minutes
My gf was watching and giggling telling me how hot it was.
She told him to jerk me off, I didn't want that to happen, but I let it.
I didn't want to cum while being fucked, but it happened and of course it felt great.
My gf said, while he was stroking me that she wanted me to cum with a cock in my ass so that I would remember this fondly, even if it hurt for was uncomfortable.
I was embarrassed more than anything else, doing this with my gf watching and laughing.
I came really hard, he fucked me for another five minutes or so before running deep in my ass, much to my gfs enjoyment.

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Bi-Bottom Men: How Long Was The Longest Ass-Fucking You've Ever Had?

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