A few days ago, I left the following comment on a post asking about having sexual experiences with straight men:
“He was my best friend in my 20s. He was playing poker on my computer and stumbled across my porn..big dicks, humiliation, cuckolding, etc. He had no idea. We talked about it, it was embarrassing for me but he was really cool about it (and I kind of enjoyed the embarrassment of course!). Over time we started to explore roles, at first non-sexual (he would tease me in front of other friends, have me clean his apartment) but eventually it did become sexual. He was still straight but really enjoyed the control aspects of it… and the blowjobs! He knew how much I enjoyed it. Went on for a couple of years until he moved for work.”
I then got asked to talk about our first sexual experience together. So, here goes.
Adam (my friend) and I were sitting at the table in my apartment, eating pizza that had just been delivered, talking about poker strategy, as we often did (he was a pro player, and I was an enthusiastic amateur). Nothing out of the ordinary. But after a quiet moment, he stood up from the table. His long, limp penis was sticking out the fly of his jeans. “I’m ready,” he said as he looked down at me with an evil grin as I sat there with a slice of pizza in my hand, in complete shock.
He had known for a long time that I had always wanted this. From talking about my sexuality, he knew that I absolutely loved to worship cock. That servicing a man’s cock and balls gave me immense pleasure. That making a dick squirt was something I enjoyed more than my own orgasms. And he had asked me, straight out, if I would suck his dick, almost as a joke. But I had told him I would, that I would gladly let him have my mouth any time he wanted, as often as he wanted, however he wanted. And that he could have more than that if he wanted. I told him that submitting to him – a friend I felt very close to and cared a lot about and trusted completely – that submitting to him was what I wanted. Whether it was sexually or even nonsexually, as long as it wouldn’t mess up our friendship, was something I wanted. He was not sure about the sexual part, but him being a natural Alpha to my beta, he did like the idea of having control, having me do things for him, having me vulnerable to him, seeing how far he could push me mentally and emotionally. And I loved it.
So that day, when Adam stood up with his cock out saying he was ready, my heart nearly jumped out of my chest. In about 2 seconds the pizza was dropped in my plate and I was dropped to my knees in front of him. For a moment I just stayed still, in a daze, my head swimming with disbelief and excitement and need. Finally, I quietly said “Thank you, Sir” and then bent forward to give his cock the pleasure it deserved.
He was cut, and fully soft was about 5″ long. I put my lips around the head and slowly ran my tongue around it. The tip of my tongue was darting at his glans as I reached up my hand to wrap around his shaft. I slowly sucked the head while I stroked the shaft, wanting to feel it grow in my hand. I could tell he was not completely comfortable; his dick wasn’t getting hard as quickly as they usually do. But after a few minutes he must have let himself relax and enjoy it, because he finally started to grow, giving me a sense of relief. And when I took him all into my mouth and moved my lips up and down on his shaft, he soon became rock hard. And I was in heaven.
After a few moments I took my mouth off of him so I could justv look at his hard cock. He was about 7″ hard, and a little thicker than most. The head was big and proud. His cock was so beautiful, so perfect. I felt a warm rush of joy and amazement and gratitude and love, it was almost overwhelming emotionally. I looked up at him for the first time since Id knee led down to him, and seeing his big dumb smirk, nearly laughing how completely enamored I was with his cock, made me giggle. I was giddy and silly for a moment, and then I looked back to the gorgeous cock in my hand and I was immediately ravenous.
I opened my mouth to take in as much as I could. I wanted him to feel so good. My lips moving up and down his shaft, my tongue swirling around, I was becoming completely cock dumb. Making my half whimpering, half moaning noises from the deep deep pleasure I felt servicing his incredible cock. I reached my hand through the fly of his jeans to pull his balls out so that I could fondle them as I swallowed his cock.
I groaned and my eyes rolled back in my head the moment I felt his hand come down to rest on my head. He was enjoying it! I took my mouth off his shaft and bent down so I could lick and suck on his balls. Making out with them. I could feel his hand tangling and pulling on my hair as I began to lick my way back over his shaft, licking up and down and around the shaft and then the head, hearing his breath catch whenever my tongue found one of his magic spots. My saliva was flowing, coating his dick, the fat head shining. He was hard as steel. His penis was the center of my world.
I swallowed him again and let him have my throat, wanting him to take everything from me that I could give. Every last bit of him was inside of me, my lips taking him down to the balls. Over and over I bobbed on his shaft, and then his hand was at the back of my head, pulling me onto his dick over and over and over and over, and then it happened. It was happening. He was shooting his cum straight down my throat. He was feeding me his precious cum, his wonderful cum, squirting it into me, his cock pulsing as he pumped in shot after shot. I stayed on it, wanting it all, every last drop, everything that he could give me. And then, when it was done, when his cock was still, when his hand relaxed, I just stayed there on his dick for another minute, savoring it, before slowly sliding my mouth off.
I looked up at him and he had the strangest smile. I could tell he enjoyed it (I mean, I could taste it, too) but in that moment I had a rush of fear that he would feel regret, that this was wrong, that it wasn’t what he wanted or expected or hoped it would be, that something between us would be broken or ruined. But he looked down at me and I could see in his eyes that it was what he wanted. And when he reached down, wrapped his arms around my head, pulled me against his body, and said “good boy,” I melted. I knew, we both knew, that this was right. That this was real. That he completely owned me, that I belonged to him, in all ways.
Source: reddit.com/r/gonewildstories/comments/l86txa/first_time_with_my_best_friend_mm
well that was super fucking hot.
Sex with friends seals or breaks the deal. Good you went for it and neither had regrets. Had a similar thing with a friend that blossomed more over time, he loved being a true whore for me and we still had a friend aspect that seemed to be something we could switch back and forth from. Best part? I could be blunt with him to get him to try things I could not with a random person (well, save for some fellow friends here).
And the story was very hot. Hearing how you enjoyed it from your perspective is why we read these stories and hope for ones like this.