Trying on panties leads to my popped cherry. (m/m) | 2016

This happened a couple of years back when I was in my first year of university (I was 19 years old) - during summer break. I was home alone one afternoon and in my boredom got to watching some porn i my room. Seeing as there was no way I was gonna get caught - I tried on a pair of lace bikini panties I had hidden under my bed and flipped thru the usual videos watching girls give head and get wildly fucked. I had started picturing myself as the girl in the video and was getting off to imagining myself getting fucked and sucking while jerking off in my slutty little panties. After I had finished. I cleaned up and decided to go out with some buddies for a night of boozing.

Up until this point, my fantasies had only led me to some occasional crossdressing, trying on panties, stockings, skirts, lipstick, make up, etc... Definitely had never seriously considered hooking up with any guy!

That evening, after several rounds of shots at the bar I was drunk and bored and decided that I wanted to smoke some weed and end the night. So I texted a gay guy (a couple years older than me) who I had met at a friend's sisters birthday party - he had given me his number a week before at her party and was texting me constantly hitting on me. But I resisted each of his advances. Only thought that we would meet up to smoke a J....

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... I didn't know what to do! so I responded by holding his hand haha, and eventually leaned and kissed him. I never expected it but i started feeling extremely horny and almost out of control.... so 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 cock. 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 remember how long I sucked his dick for but he figured out it was my first time and told me how he wanted it 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 and fingered me for a few minutes. I then grabbed his dick and started motioning it to my ass... I had previously fingered myself but nothing bigger had ever been inside me. SO he grabbing my hands as a lay on my back and he pushed his dick inside me. I was so tight and started to squeal because it hurt so much - he told me to relax and kissed me and slowly pushed inside me further and further. I lifted my legs up and squeezed them around his body- and after a few seconds I "let go" and let out and uncontrollable moan, his cock went deep up my ass and 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 fuck me doggy style on the bed. I turned over and let him start fucking me from behind. When I started to push back on his dick he told me not to move and to let him fuck me. 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 on top and rode his dick 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 cock and took the condom off - then I got on my knees and sucked his dick 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 shemale slut taking it!. I could legitimately feel my ass after getting fucked like that for 2 days. Constant reminder of my secretly slutty tendencies.