Crossdressers First Time With A Guy! free porn video

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hi, im new to this. this happened about 3 years ago now.

I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from this simple thought I became massively aroused and started trying on her underwear, make up, and even a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.

I thought enough was enough and started making my way onto the street looking for - well I don't know what really. but I just walked until I saw a dark looking guy having a piss in a courtyard not far from where I was. I mad my way over to him shyly and was trying too look over his shoulder while he was relieving himself. he turned and saw me and I think his words were 'what the fuck are you looking at'. all I could say was 'do you want a hand with that?'. he stood still for a moment - I thought he would just turn and hit me being a pervy crossdresser in the street. but he turned after a pause and held his cock in his hand looking at me. I needed no further introduction and grabbed his cock with both hands. it felt great to feel a nice black cock in my hands. I grabbed his balls with my left hand and cock with my right. he sighed and I stroked back and forth slowly. I couldn't help it anymore, I needed it in my mouth so bad. I pointed to a quieter spot as we were still only 3 yards from the high street. he nodded and pulled his jeans up and moved to where I had pointed, his cock soon flopped out again. I slowly made my way to my knees for the first time. with this nice big black cock staring me in the face, I kneeled looking at it, taking it all in before putting all my mouth over it and trying to take it down my throat. I couldn't straight away but I kept sucking him back and forward, playing with his massive balls. he was loving it and kept saying 'good girl'. I knew my place and that getting this mans cum in my mouth was my goal. however, whilst I was enjoying this hot black cock with my mouth and tongue, he had other ideas. he said 'stand up', being smaller than him I did so, 'turn around slut', again I did so, after all I had been sucking him off for about 15 mins. not fully knowing what to expect I bent forward and I will never forget the next part, he pulled my leggings down and gstring to one side and ploughed his tongue so deep in my ass I jolted forward and nearly came there and then. I couldn't help but scream out in joy. he continued tonguing my ass hard until he suddenly stopped and done up his trousers. I was stunned, bent over, ass out turning around to see what was going on! I heard footsteps, it was woman walking through the courtyard. I pulled up my leggings and sat on the wall from which I was bent over just seconds ago having the feeling of my life getting my virgin hole licked. he just pretended to pee whilst I sat there waiting for her to drift past so I could have his tongue back in my ass. she past without battering an eyelid. he looked at me, pulling his trousers down and with a devilish look and told me to turn around and bend over again. I was so pleased he said that and pulled my pants down so quick, but what happened next shocked me. I was expecting that long tongue back in my ass but instead I was greeted with something much bigger and much more wet. I felt no breath on my ass this time. instead I felt hands on my hips. I knew what was about to happen, I protested and said I didn't want to, but with that he slammed 2 fingers up my ass and I again was putty. I couldn't help it, I wanted it now. and he wanted my ass so bad. he grabbed my shoulders and pressed his cock against my virgin asshole. I kept protesting saying I wasn't ready but he just said 'you shouldn't have sucked my dick then, I only wanted a pee'. he put his right hand index finger in my mouth and slammed his cock into my ass with his left hand in one movement. my god I could have came there and then but he grunted and slowly eased out and hard back in again. causing me to gasp. he was loving my virgin ass. and if im honest, I loved his big black cock in me. he kept chaging his hands from grabbing my teen ass cheeks to holding my face and throat. he was in control of me, pounding away at my tight ass. it hurt so much at first but it started to feel great after a few mins. he carried on, absolutely smashing my asshole for about 15 mins until he uttered the words, 'where do you want my cum slut'. the only words I could say were 'keep going, please'. he took the hint and started slamming he harder and harder until my legs went straight while I was bent over the wall infront of me. he finally managed to say the words 'im gonna cum' in such a deep angry voice. he was really going at me now and my ass was on fire but I wanted nothing more than for him to cum in me hard. and omg did he. with those final words he went so deep and I could feel his hot cum shoot deep inside my tranny ass. he grunted on ever stroke and grabbed my ass cheeks as I was still bent over straight legged, with my gstring around my ankles. he slowly slid out of me after a minutes pause of his cock pulsing in my ass. I turned around just to see him leaving the courtyard. I will never forget that cock and that is what made me the slut I am now...

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TIMELESS BEAUTY 2 BY PAUL G. JUTRAS Alex walked from the shower trying to dry his long shoulder length hair. In only a bath robe, he entered his college dorm room and turned on the television. The channel 5 weather man was giving a major warning for its forecast. As a transsexual he was happy to of gotten a single room. "This just in," said the weatherman. "This looks like it will be the worst hurricane season for Florida since the 1960s. The major threats are the hurricanes that...

An Afternoon of Firsts

The bar was crowded for the big football game. Standing room only. I was alone but hoped to find another regular to watch the game with. I ordered a beer and resigned myself to a disappointing spectacle. A good game was much more enhanced when watching with a familiar face or two. Halfway through my beer, I see Jim walk in. Jim was a guy a frequently chatted with and we really hit it off. He was the perfect guy to watch the game with. I flagged him over, shook hands and told him "Looks like...

4th bi experiencemany firststrue story

My 4th Bi experience happened that night of my 3rd experience. I'll never forget it was on a Saturday,Sept 24 1983. I was 16. It was 7:16 pm when I looked at the clock for what seemed like the millionth time. My parents were down the street at another neighbors house. I was sitting in my bedroom wondering what time I should go over to Charles house the anticipation was killing me. Earlier that day he asked if I wanted to come over tonight but what time should I go? I had occasionally looked out...

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