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 This is my story in a short form of how I became me a 22 year old black gay crossdresser. I've always had gay tendasies from as long as I can remember but at age 17 I met a guy who house I use to walk by after school and we would chat, after a while I told him about me and he said he always thought I would make a cute girl, now he was white and a bit older than me at 30.
 After a couple weeks he talked me into comming in his place said he had a present for me, well what it was several girl outfits from panties to short skirts, heels and wig, I was hesitant but he said come on you know you want to see what you look like as a girl and he wanted to also.
 I was nervous as I went in the other room getting dressed in a short black skirt white top, white tiny bikini panties and even the heels fit, last the wig, I didn't look that bad but was still nervous going out to see him, he was all smiles and complimentary making me feel semi relaxed, he could tell so he went and got us a couple shots of liquor, now I didn't drink but I wanted to relax drinking them they were nasty and strong but I did feel better.
 He told me I needed one more thing to make my look complete getting some lipstick putting it on me, we walked over to the mirror with both of us looking at me, he was standing right behind me telling me how cute I looked and we looked good together putting his arms around my waist pulling me back to him.
 I jumped and froze with him telling me to relax resting his head on my shoulders holding me tighter moving his hips on me and I could feel him getting hard on my butt, he told me don't that bump feel good on my ass, I nodded yes I had been thinking about being with a man and was wondering if this should be the time and with him.
 He turned me around holding me around my waist saying do you mind if I kiss you, I nodded yes it started with a few pecks then a deep wet kiss with him putting his tongue in my mouth telling me how to kiss with him, now this was my first time kissing anyone like this and it felt so good even better when his hands went down undr the skirt feeling all over my bottom for a few minutes making me kiss him harder.

 He took my hand lowered it putting it right on his cock which somehow he managed to get out his pants running my hand on it telling me what to do, I wasn't expecting this but the drinks and his touch had me so hot I just kept doing it even when he released my hand putting his back on my butt.
 He stopped pulling his lips from mine taking me over sitting me on the couch standing in front on me telling me he wanted me to suck his dick, now this was another thing I had never did but fantasized about it alot so when he pulled my head forward I just opened up my mouth doing it, I wasn't very good but he coached me on telling me what to do when I was sucking it right and how to lick all around it with my tongue, the more he told me what to do the better I started liking it.
 He told me to hold my lips tight on it and his hips began going really fast to my face he said he was going to cum in my mouth and swallow fast when he did, I was really nervous but excited by this and when he came i tried but he came quicker than I thought and I tasted it before I could swallow at first , it was slimmy and tasted like nothing I had before but I gulped it down swallowing it all as he paused holding it in my mouth.
 Umm you did that so nice he said as he pulled back letting it come from betwen my lips pulling me up in his arms holding me saying but we are not finished yet reaching under my skirt pulling the panties down taking them off me telling me we must finish my transition turning me around getting behind me, he started putting oil on my butt hole pushing his fingers in me turning and twisting them then I felt his cock going in me at first it hurt but he really took his time putting pleanty of oil on it.
 Slowly more went in until I felt he was all in me I felt stuffed, at first he just held it in me then started moving slow, my ass was so tight on him afterall this was my first, he told me to lean over on the couch as he pumped back and forth in me it didn't take him long and he stopped and I felt him cumming in me, it was unbelievable how wet and warm it felt he just held it deep in me getting it all in me then he pulled back and it seemed my hole popped.
 I turned going in his arms and he held me stroking my back and butt saying guess you're no virgin anymore I just looked at him and he kissed me hard and deep again telling me we'll be doing more of this but it must be our secrete, I put my regular cloths on leaving telling him I would see him tommorow for some reason I felt so good about what I did I wanted that for such a long time smiling walking home.

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Comments(4)


stockingluvr
Posted 20 Feb 2013 07:50
Loved the story!
PlayfulAshley
Posted 02 May 2011 19:10
LOVE THIS STORY!!!!
MichelleB
Posted 06 Jul 2008 05:13
I will be posting more of what hapen with me and other guys if anyone wants to hear more
briangrifin74
Posted 06 Jul 2008 02:32
Nice story honey. Would like to read a second chapter to it.
 

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