Maybe about ten years ago, I was up late cruising Craigslist ads, looking for a hookup…as one does. I came across an ad for a male/female couple looking for a guy to join. At this point, I had only been with guys. I was, and still consider myself, gay, but I was open to the idea of playing with them. So I replied to their ad. A few email exchanges later and a ten minute drive found me inside their bedroom.
They were maybe in their mid to late 30s. He was short, kind of round, with a scraggly beard. Definitely not my type. She was what some might describe as a bigger beautiful woman, with blonde hair just past her shoulder, and large breasts. I met them in their porch and then walked with them inside the house and into their bedroom.
I undressed as they watched me. They sensed excited to have a younger guy over. She commented at how skinny I was, even though I was really a few pounds over average. She watched me from the bed, a sheet covering her.
He undressed, and started rubbing my cock and his while she watched. It didn’t take long before I was hard. I was excited to be there in this new situation. Before I knew it, he was in his knees, sucking my 7” uncut cock. As I slowly fucked his mouth, she watched and told me how sexy I was.
After a while, he stood up and said he wanted to watch me fuck her. Next thing I knew, I was kneeling on the bed and she was pulling her panties off, still under the covers. I couldn’t see below her waist. She said she wanted me to take her from behind, and got into position, somehow keeping the sheet on her.
I’m not sure why, probably nerves and uncertainty, but I never thought to move the sheet. I just got up close to her, until my dick was against her, also under the sheet. It was at this point that I confessed that I had never had sex with a woman. That seemed to excite her even more as she pushed into me. I could feel her warmth against the tip of my cock.
Still hidden by the sheet, I struggled to find the opening of her her pussy. At one point, I pushed against her asshole and she laughed and protested, reaching back and guiding my cock lower and into her warm, wet, soft vagina.
Beyond gay, or mostly gay, I’ve fucked some amazing asses. But I instantly understood why straight guys would do anything for pussy. It felt amazing, my raw cock sliding in and out of her. She moaned with pleasure. Judging from her husband’s dick, she was probably not used to having one as thick and long as mine inside her. She was loving it. I was too.
While we fucked, slowly, and gently, her husband positioned himself on the bed under us so that he was looking up with a perfect view of my cock going in and out of her. He jerked off while watching.
It felt amazing. Too amazing. It wasn’t long until I was close. I told them, apologetically, that I wasn’t going to last much longer. In response, she eagerly leaned back and forth on her hands and knees, taking over the rhythm. I didn’t even have a chance to ask if I should pull out before I started shorting my load while still inside her. I pulled out while still cumming, my load falling onto his face, to his delight.
I stood up, he went to the bathroom to clean up my dripping cum from his face, and she flipped around, still under the sheet, seemingly very pleased with herself. She asked if that really was my first time fucking a vagina. I assured her it was. She was even more pleased.
I didn’t stay long after that, probably complaining about being tired. I wish I had stayed longer. Maybe gone another round. But alas, I did not. We also sadly never got together again. At least I discovered a side of me that I didn’t know existed. I’ve been looking to repeat the experience ever since.
Source: reddit.com/r/gonewildstories/comments/x7ssvj/first_time_with_a_couple_mmf_37m