atyl7u Posted July 12, 2012 Report Share Posted July 12, 2012 I started cross dressing when I was 12, wearing my sisters nightgowns, swimsuits, panties and pantyhose. Then started stealing my friends sisters swimsuits. Went on to buying my own aerobic bodysuits and other outfits. Finally got up the nerve to meet with a guy who wanted to fuck me while I was dressed, but it wasn't very good. Eventually I talked with a guy for quite a while who wanted to fuck me and turn me into his slut. First time he fucked me, blindfolded, felt like the most natural thing for me. His cock pounding into my tight hairless hole, feeling like he was pumping his cock right into my guts. He's been training me on how to "milk" his cock with my boipussy for over a year, and I'm always blindfolded so I still don't know what he looks like. Huge turn on, and he's still training me as his whore. Link to comment Share on other sites More sharing options...
mobichubbf Posted July 12, 2012 Report Share Posted July 12, 2012 Mine was playing around in a friends swimming pool. I accidentally got right in front of the jet and a good bit of water shot in me. I liked that feeling, later on I noticed that fingers felt good in it, then other things, until I recently had my first cock in it. Link to comment Share on other sites More sharing options...
Guest Posted July 12, 2012 Report Share Posted July 12, 2012 It was a progression. I was already married with children, when I discovered porn on the internet. At first I looked at the big tits and read straight porn, but after a while that didn't do it for me. I started focusing on the cocks and reading gay porn stories. I thought I'd be a top since I had a wife, but i realized when i read the stories i was focusing on the bottom's perspective of being taken and turned into a man pussy. When i finally got the nerve up to meet with men, i just naturally assumed the role of pleasing my man as the bottom. After my first lover, i never wanted to top, just bottom. Link to comment Share on other sites More sharing options...
Guest MightyMouth Posted July 13, 2012 Report Share Posted July 13, 2012 I realized it when I was a kid, probably about 10 or so. My mother had a novelty of a dick with a knot tied it that read "birth control". I was snooping in my parents drawers and found it, condoms and pictures of them both naked. Instinct took over and I greased it and my ass up with vaseline, slid it up my hole. The rest is history. Link to comment Share on other sites More sharing options...
mobichubbf Posted August 2, 2012 Report Share Posted August 2, 2012 I think the other part of it was how I watched porn. I always imagined I was the girl getting fucked. I didn't ever find toys, so I experimented with other things as a teen. Those slender shampoo bottles, screw drivers, and once I even got a good bit of a 20 oz bottle in me after stretching. Link to comment Share on other sites More sharing options...
Guest faggot hole Posted August 16, 2012 Report Share Posted August 16, 2012 For me, it started out very gentle and very beautiful. It was my father. He had taught me to suck his dick and how to bring him off that way. Then, he asked if i wanted him to fuck me. Of course i did; i was eager. i already knew what a hard cock was like in my mouth and throat and i had been imagining (dreaming) about it up my ass. It hurt like hell, but he was patient and let me adjust and accommodate to it. From then on,, every time and every new man was more beautiful than before. Link to comment Share on other sites More sharing options...
AlwaysOpen Posted August 16, 2012 Report Share Posted August 16, 2012 Fuck - I can vividly recall when I was about 5- I lived in a rural area, and the "city" was about 20 miles away- not NYC, just a small upstate urban area with a MALL !!!! Getting to the mall, the state road passed along a stream, and to this day I can still recall sitting in my Moms cars backseat , dreaming of drifting down that stream ( and I would get a hard on, although I had no idea what that was about ) but drifting down that stream , naked, with 2 or 3 boys sitting on my chest and using my hard cock as a rudder. I was shy about my body up till I was about 18, so this was kind of out of the envelope for me- but man, I can still detail that entire drive, and the image of that stream at various times of the year- iced over, flooded, or gently rolling. I have not seen it in 30 years- almost think it is better not to- probably some mega big box store has ruined it and my childhood innocence<g> Link to comment Share on other sites More sharing options...
nude_tomBS Posted August 16, 2012 Report Share Posted August 16, 2012 (edited) I had my first fuck with a man at the age of 18 and I naturally was the bottom. Reading all the above I remember I was stuffing all kinds of things in my ass since I was 12 or 13. I remember sitting in the restroom at school, pressing out the glass marbles I had inserted the night before... Edited August 16, 2012 by nude_tomBS Link to comment Share on other sites More sharing options...
BrotherDeposit Posted August 16, 2012 Report Share Posted August 16, 2012 There is something erotic and satisfying about cock up yer cunt. The bigger the better. Love the s-t-r-e-t-c-h! Link to comment Share on other sites More sharing options...
not_sure_bb Posted August 16, 2012 Report Share Posted August 16, 2012 I didnt know i liked it or even wanted it. one of the first guys i was sucking, stood me up, bent me over, put a condom on and proceeded to fuck me hard. he came, called me a dirty slut and left. been wanting it ever since. Link to comment Share on other sites More sharing options...
BrotherDeposit Posted August 17, 2012 Report Share Posted August 17, 2012 For me, it started out very gentle and very beautiful. It was my father. He had taught me to suck his dick and how to bring him off that way. Then, he asked if i wanted him to fuck me. Of course i did; i was eager. i already knew what a hard cock was like in my mouth and throat and i had been imagining (dreaming) about it up my ass. It hurt like hell, but he was patient and let me adjust and accommodate to it. From then on,, every time and every new man was more beautiful than before. How beautiful that it was your dad. I think being "taught" by your dad is the best way to understand the position of "bottom" or cumdump. Link to comment Share on other sites More sharing options...
HotSeed Posted August 18, 2012 Report Share Posted August 18, 2012 When I was 19, an older guy basically raped my ass. I've always been 100% gay, but this guy knew I was a bottom before I did and really forced fucked a load deep in my ass hard the first time. He was right of course, and after I opened up and took his first load I was begging him to fuck me more. He did and I knew then that I was a bottom. I've been taking loads in my ass ever since and loving it. Link to comment Share on other sites More sharing options...
Planopitchcatch69 Posted August 18, 2012 Report Share Posted August 18, 2012 When I was younger in my teens I used to rollerblade through this park in my hometown. There was a bathroom that was a great place to cruise, but I had to piss one day, and rolled into the room, an older guy was in there at the urinal and I rolled next to him. Pulled out my dick and started to piss. I saw him stroking his beautiful cock I instantly got hard. The 30 something white guy saw this and grabbed my cock and started to stroke it, I stroked his too. No words said he turned me around and spit on his dick and lined it up with my ass. I was the perfect height with him since I was on my roller blades. He started to push into me, and I said "no, it hurts!" he then said "You'll love it, just relax and breathe" He continued to push into me and I felt a pop. He then started to pound me hard. I tried to get away but with wheels on my feet it was hard to get any traction. He held onto my waist and plowed me, I kept asking him to stop but he wouldn't he just sped up and I heard him start to moan and felt him unload in my ass. He pulled out and walked out of the bathroom. I knew right then I was hooked!! I heard a couple years later he was a child molester. Now I wasn't molested because I knew I was gay and had always loved to read the 'ads' on the walls in the bathroom so it was only a matter of time before I got what I wanted. If only he knew I wanted it as much as him. Link to comment Share on other sites More sharing options...
BrotherDeposit Posted August 18, 2012 Report Share Posted August 18, 2012 Public places are the best ways to learn your "craft" and know what turns you on. What about the rest of you? Link to comment Share on other sites More sharing options...
Guest faggot hole Posted August 18, 2012 Report Share Posted August 18, 2012 Sex in public places is really, really exciting. The possibility of being seen is a stimulant. i find that a Top blows the most awesome loads when we're doing it in a public space. And more often than not, when he is done with me, one of the bystanders is ready to move in. Link to comment Share on other sites More sharing options...
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