This happened to me 5 years ago…. I was 19 years old at the time. I had been cross dressing on and off privately through highschool. Mostly trying on panties and lipstick and picturing myself as the girl in getting fucked while watching porn… On a lazy summer afternoon I was doing my usual routine, jerking off in some lace panties… when i finished I cleaned up and went out to the bar with some friends… still having some girly thoughts in my head. I ended up extremely drunk and wanted to smoke some weed so I texted a gay guy who I had met at a friend’s sisters birthday party – he gave me his number as I was looking to buy drugs off of someone. He texted me back and asked if I wanted to come over. So I hopped into a cab and met him at his apartment. He offered me a beer and we chatted for a minute before he asked me if I wanted to watch a movie because he had no weed. The tv was in his bedroom so we both lay on his bed and started watching the transporter. After about 5 minutes of laying next to him on his bed he touched my hand and we started to make out. This was my first time kissing another dude an it felt very weird. After making out for a few minutes I started taking his clothes off and grabbing his dick. The next thing I did was start sucking his nipples an eventually I had made my way down to his dick which I started sucking. Can’t remeber how long I sucked his cock for but he figured out it was my first time so he started to suck mine to show me how it was done. At this point we started making out again with myself lying face up and him lying ontop of me- I then asked if he had a condom. He put on a condom and put some lube on his fingers which he then rubbed onto my ass. Then he started to fuck me missionary style- it hurt at first but then I loosened up, lifted my legs up and squeezed them around his body- he really started to pound me hard at this point. I was so drunk at this point and was imagining myself being fucked as a girl – so I asked him to take me doggy style on the bed. I turned over and let him start pounding me from behind. When I started to push back on his cock he told me not to move and to let me fuck him. After a few minutes he pulled out, told me to stand up and bend over his bed- he then fucked me bent over. After this we got up onto the bed again, he lay down and I hopped ontop and rode his cock while facing him. At this point I was bouncing up and down and felt like a complete slut. I was riding him so hard he said he was going to bust. I slid off his dick and took the condom off – then I got on my knees and sucked his cock until he came in my mouth. I swallowed his cum and proceeded to put my clothes back on. He asked me if I wanted to be finished off – but I said no- I just wanted the experience of getting fucked like a slutty whore. He then drove me home and I never saw him again. I jerked off on my bed 5 times after getting fucked like that. I just imagined myself as a slutty drunk chick getting pounded after a nightout haha. I havent had any sexual desire toward a man since then. until now…
Source: reddit.com/r/gonewildstories/comments/3gt1zn/mm_pantyboy_curiosity_leads_to_lost_v