Most Memorable Sexual Situations
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Most Memorable Mutual J/O: I was twelve and a friend of mine from school came over to my house for the afternoon. We went over to the beach and were playing in the water for a bit, and then we went up into the dunes at the end of the island where there weren't but a couple of people in the water. I knew he was kinda curious because he started talking about penis size and how his was getting bigger than it used to be, and then he asked about mine. I told him that mine was also getting bigger and that I had started getting pubes, and he didn't believe me because his hadn't started coming in yet. I pulled my dick out and showed him, and he pulled his out and I could see that it was already getting hard. Mine was, too, and we started jacking our dicks in the dunes, and I don't remember at what point he started touching mine, but we ended up jacking each other's dicks until we both came on ourselves. First and only time it ever happened with him; I guess he got cold feet after that, because I was persona non grata from that day forward. But it still remains memorable to me because it was the first time I had ever touched another dick before.
Most Memorable Oral: I had always enjoyed oral, but never really felt like I was doing it right. No one ever said anything to me about it, so I guess I was okay. But the first time I ever felt like I was giving really great head was with this black guy that was a regular fuckbud of mine for three years. He was a little taller than me, with an average build, but his dick was 9" long, and about as thick as a Red Bull can. One day, we were rolling around naked on my bed making out, and I did a hit of poppers and started sucking his dick. It was probably the poppers, but pretty soon I was deepthroating that dick like crazy, and I hadn't really deepthroated before, at least not with any success. I just got into a rhythm, moving up and down on his dick, letting my saliva just run down the sides instead of trying to swallow it. My whole face was a wet, slobbery mess, but my throat was in heaven. A few more hits of poppers, and I was sucking him off for about an hour before he came all over my face.
Most Memorable Anal: To this day, no one has fucked me better than my first boyfriend, and he wasn't even the first guy to fuck me. My first boyfriend and I had only ever done oral and making out before we broke up, but we stayed friends. I got another boyfriend soon after, and he was my first anal sex experience, and it was good, but three years after that, my ex and I decided to spend a weekend together at my house while my parents were out of town. We slept in my twin bed together that night, and after a nice, long session of sucking and feeling each other and making out, I was ready for him to be inside me. His dick was about 7", same as mine, but very thick, and it felt so fucking good sliding in and out of me. We fucked for hours without cumming, in just about every position: missionary, reverse cowboy, doggystyle, and a couple others I don't even know the names for. We always had a really strong sexual connection when we were together, so our first time fucking was every bit as intense as I had imagined it would be.
Most Memorable Threesome: I was single and 20 (read: a ho), and I had met this older couple online (48 and 51 were their ages). They were my ideal vision of daddies in every sense of the word: hairy, bearded, nice slim, muscly builds, and both of them were sporting big dicks, 9" and 10". We went to the club for a bit and then went back to their hotel room, and they started taking turns making out with me. Pretty soon we were naked and I was laying in between them in the bed making out with one while the other kissed and licked the back of my neck. Those hairy bodies pressed against me were making me insane. I started sucking both of them off for awhile until one of them pulled me up and sat me down on his partner's cock, and I rode him slow for awhile. Then the other one bent me over and slid his cock inside of me next to his partner's- my first and only ever DP- and they got into a rhythm of fucking me that made my dick feel like it was going to shed its skin, it was so hard. When one of them came, I could feel it running out of my hole, and he pulled out while his partner scooped up the cum, slathered his dick, and fucked me with the other guy's cum. It was outta this world.
Most Memorable Outdoor Sex: This was during my drug days, not my proudest moments, but dammit, if I didn't have some hot sex during that time. One night, a group of us were partying at my partner and I's house, and one of the "straight" guys wanted to go out for some more drugs, but didn't want to drive alone. I volunteered, because I thought he was cute (same height as me, nice hairy chest, and from what I could see above his shorts, a thick, hairy bush). We went to go pick up some more stuff, and on the way back to my house, he pulled into the parking lot of an abandoned movie theater and pulled behind the building. He broke out the stuff and we smoked some of it, and after a few minutes, he pulled off his shirt and got out of the car and told me to come with him. We went into the small alcove where the rear exit door of the building was, and he pulled off his pants and was standing naked in front of me, and told me he wanted me to suck his dick. I took off my clothes and got on my knees and started sucking him, and for a straight guy, he sure knew what he was doing. He eventually was fucking me, and the drugs must've really kicked in at that point, because we were both sweating profusely and he was just pounding the hell out of me. I came so much I could hear it splat when it hit the wall.
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Definitely fucking joaquin santana on a cruise. superhot boy that knows sex outside of porn and enjoys being a sub btm.