What’s your gender? Man
How old are you? 57
What’s your race/ethnicity? Middle Eastern
What continent do you live on? North America
What country and/or city do you live in? knoxville
Highest education received: Some college (currently in college)
What’s your occupation? construction
What’s your current relationship status? Engaged/Married (open)
How religious are you? Somewhat
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? to many to list
How many hookup stories have you here posted before? 0

Best Sex I Ever Had with a Straight Man

How long ago did this hookup happen? long time ago

What was your relationship status at the time? Engaged/Married (open)

How would you best classify this hookup? Group sex

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? He was a thin, tall, kinda muscular man who was quite well endowed. he had short red hair and was cleanly shaven. His wife was a curvy blond with a great set of tits. My wife is a hot thin red-head that all the men lust after.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Our wives, who are both bisexual, invented a board game that involved sex. We had played it often by the time this happened. In the game, you rolled a die and moved on squares on a board. When you landed on a square you had to perform the action listed. Acts ranged from mild and clothed at first, to wild and naked at the end. You would roll the die a second time to choose your partner and again to determine how long you had.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Since there were only four of us playing eventually Mike would land on a task and then roll to me. Mike knew I was bi but was never interested. In fact, I had hit on him a few times but nothing ever happened. In the game, if you landed on a same-sex partner and were not into it, you could just say pass and roll again. It was late in the game and we were all sitting on the floor naked and playing. Mike rolled his die and moved to a square. Reading it out loud, the square said: “fuck your partner long and hard”. Then he rolled the dice again and it was to be a 3 min fucking. Then the good part….he rolled me! Like he had always done in the past, he said PASS… but this time his wife spoke up and said “go ahead, babe. Go ahead and fuck him”. My wife chimed in and said, “Yeah mike, I want to see it”. Mike laughed a bit nervously and said, “He can’t handle this”. This meaning his dick. And it might have been true. Mike was proud of his cock all 10 inches of it. I had seen it a few times and had never had a cock that big. I did want to give it a try. At the insistence of the girls, Mike leaned back and laid on his back saying if you can get it hard you can have it. I was up for the challenge. I moved across the game board and kneeled between his knees. I slowly took all his soft dick in my mouth and started to rub my tounge all around it. Mike was trying to not like it but it was no use and I felt almost immediately his cock start to stiffen. Up and down I ran my mouth over him and reaching down I began to ever so softly rub his balls. In no time at all I had him rock hard and ready for me. I stayed and sucked him a little longer just to ensure he wouldn’t lose any of his erection when I tried to take him. Finally, I grabbed the lube and rubbed a generous portion over my ass and then all over his dick. Mike just laid there not moving. Not wanting to show any emotion or signs of pleasure. I crawled up and straddled his big cock and began rubbing the head all over my ass hole. When it felt all lubed up I sat down a bit putting his head in me. It was too big and the immediate pain made me jump up and out he came. Mike said I told you-you couldn’t take it. But I wasn’t done trying. I rubbed his still hard cock over my asshole until the pain decreased and tried again. As I sat down, I pushed with my ass muscles and he slid into me a bit easier. Further, further, I could do it! It still hurt quite a bit but I sat and slid all of his hard cock all the way in me. Slowly I lifted myself up, almost pulling him out of me before I took in all of him again. One of the girls said “Time” signaling the game was on. I knew if I ever wanted to have Mike again I had to show him how good I could make him feel. So, over and over I long stroked his cock in and out of my ass. In just a bit, it didn’t hurt at all and I quickened the pace just a bit. Finally completely comfortable with having him all the way up in me I put one of my best sex moves on him. Lifting my ass up, I popped the head of his cock in and out of my tight ass 4 or 5 times real fast. He almost jumped…. so much for playing the cool straight guy. His hand came out from under his head and they both reached down and grabbed my legs at the top of my thighs. He still tried to hide it, but as I quickened my pace and serviced his dick I could feel his muscles tense and I knew I was making him feel just the way I wanted. Over and over I long stroked all the way down and all the way back up his tool. All the while, feeling wonderfully fulfilled. Going for broke, I rode him faster and deeper. He felt so good deep in me but was still trying to show no signs of pleasure. I felt him tense up and felt his cock pulsing in my ass as I tried my best to make him want it. Then just as it was getting unbelievably good I heard one of the girls say “Time” and our game time was over for that task. I stopped and very slowly rose up off him, squeezing my ass muscles around his tool as I rose. I felt his big tool leave my ass, and I never wanted a good fucking more than in that moment. I lifted my leg slowly over him and sat down next to him thinking the game would continue. When I sat down next to him, he did something I never expected. He suddenly sat up and turned to me. He put his hand right in the middle of my chest and pushed me down on my back. I was so shocked as he rolled himself over on top of me missionary style. I was so turned on. My favorite thing is an aggressive man taking me, and he was doing just that. In one forceful movement, he rolled in between my legs, which I quickly rose to wrap around him. He placed his hand on each side of my head and tried to drive that rock hard cock right through my balls. Having had that experience before with other men I quickly reached down and guided him home. As soon as I touched him he thrust forward and pushed himself in me. With about 3 more fast thrusts, every inch of his huge dick was all the way up in me. He didn’t miss a beat. He was going to get his. He pounded his tool in and out of me over and over. The pleasure was intense but the thought of what was happeneing to me was even better. I wanted him. and I was having him. Mike, who wasn’t sure about fucking me, was now fucking me with all he had. He didn’t want the girls there. I got my wish and he wanted me. I spead my legs and wrapped them around him opening up so he could go as deep as he wanted. And he did. He pushed it in me hard and as deep as he could. Over and over, taking my ass as his. Holding himself up on his forearms over me I could see his face. His eyes were closed as he had his way with me. He wanted to fuck me and he did. I could feel and hear his big balls slapping my ass as one of the girls exclaimed, “Jesus Mike”. I reached up and grabbed his forearms and held on for the best ride ever. The feeling was so intense, I had never been this full before and his desire was playing on my mind making me want his cock more and more, again and again. I know it wasn’t that long but it felt so good that it felt like forever. He was so deep up in me and felt so strong lying over and on my body. I was his, his to do with as he pleased and what he wanted was to get off. He wanted to fuck me and get his nut….with me! I was feeling all the pleasure deep inside of me and I had spasm after spasm deep in my ass. The force of him driving himself into me made me feel like he wanted me and would have me. I would submit to him in any way he wanted. I felt waves of pleasure run through my whole body as I felt his arm muscle tighten up. I arched my ass up to meet his every thrust taking in all of him and loving every stroke of his rock hard cock deep in my ass. Taking me like I was his bitch, his lover, and his fuck. It was just how I wanted to be fucked. I had never been so turned on. Rarely does a man fuck like wild, abandoning everything, forgetting everything except his own pleasure and drive. And I could tell he was moving towards an orgasm. His arms tightened up as he pushed deep into me. Pleasuring me with every thrust of that big cock. He pushed hard and deep and froze for just a second. I felt him shake a little and felt his cock pulse as he came in me. It felt so good. I wanted him so badly for so long and now he was giving himself to me. He pulled back and pushed again all the way and I felt his cock explode when he ejaculated. I could feel his cum shoot deep in my ass as he tightened up and pushed again. 3 4 5 times he pushed just as far as he could with his whole body. Pushing his cock deeper that any man had ever been before. The pleasure was so great, like nothing I’ve ever felt before. I held on and pushed back into his thrust taking all of his cock and all of his semen just as deep into me as I could. It was wonderful. He reached up with one hand, placing it on my shoulder and pushed himself into me as far as he could and held himself in me as the waves rolled through his body. I felt so many waves of pleasure flow through his body, through his muscles and through his hard cock and up into me. And it was just as wonderful when he slightly relaxed his grip, giving in to the pleasure and lying slightly on top of me. I wanted to try my friend’s big dick, I never thought it would be that intense. I laid under his body for just a moment, feeling the sweat roll down me as his relaxed cock softened inside my hole. My asshole was totally satisfied. I wanted to hold him tight and feel the entire weight of his body on mine. Quickly he started pushing himself up off me. He pulled his dick out of my ass quickly. I immediately missed it. He rose to his feet and walked to the bathroom without saying a word. He left me lying there fucked…completely fucked. The best fuck I ever had. He took me like I was the only thing he wanted. He took me as his and had me the way he wanted. I had always found Mike sexy and had thought about him fucking me many times. But my best fantasies were never that good. What started as a curious longing, a desire to have this sexy friend of mine. It then turned into a question of whether or not I could I make him want me. To see if he could want me so much he would take me without thought, without anything but hot passion. The same drive and passion he gave the women in his life he gave to me. I laid there a long time savoring the moment, not wanting to lose any little bit of the experience. I committed to memory the perfect fucking I got. My friend came from the bathroom, cleaned up and sat back down. One of the girls asked if I was alright and I nodded as I sat back up feeling the emptiness in my body. I will always cherish this memory. The way he wanted me and took me….and made me his as he fucked me the way he wanted…which was also the way I wanted more than I ever knew.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I felt great, however, he and I never had sex again. A few times I tried to get him to have me again. He really didn’t want to talk about it much. I hit on him a few times and of course, tried to ask him about it. He would brush it off and let it go. I never had sex with Mike again, but he did remain my friend. Thankfully, I will always have the memory of the time I made him want me. The only time I made him want me so bad that his drive and desire took over and he took me. Took what he wanted and fucked ME.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Somewhat

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Not at all

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? The girls loved it. My wife told me later that she could almost feel the excitement and pleasure as he fucked me. She said it was a real turn on and would like to see more. And even though she had seen me being fucked by other men she had never seen two men so lost in the moment they gave everything to passion foregetting all the taboos and thinking only of the pleasure in the moment.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? It was the most intense fuck I ever had with a man.

What was the WORST thing about this hookup? It never happened again.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? It’s one of my favorite memories.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? it was alot of fun however some people can’t handle the emotional responses that are triggered.

You have a hookup story to share? Submit it here!