I first tried my mother's cloths when I was home alone, but that just didn't do it for me. the next came when I found some woman's clothes left a the laundry mat, I could have fantasies about who they belonged to and jack off.
When I was out on my own I started to buy a few things' mostly panties and thigh high stockings then a skirt and a blouse things that where ease to get to fit me. From there I learned to find my size in dresses and shoes this started to put my wardrobe to gather, but I still needed a wig and makeup so it was back online for more shopping, With lots of practice I became pretty good at putting on my makeup, plus doing my wig hair and a waste cincher I looked pretty darn good if I say so my self.
I would get dressed and look at porn on the net, always tyranny porn and seeing the cross dressers sucking cock and getting ass fucked always got me horny and I would jackoff. Then porn just wasn't enough I had to go try that for my self so I put gay St Louis in my browser and found a bar that catered to the tranny crowd. I started out slow just going as a straight guy first, every thing seemed good and people where having fun grabbing each others ass and joking around. then later in the night I went to the rest room there was a guy giving another guy a blow job. When I left I knew I could get or give head there any time I wanted.
When I got home I was so horned up I got a pair of panties and jacked off in them and made my plans to go back the next Saturday night. Getting out a small suitcase I packed every thing I would need and wear. I didn't want to walk out of my apartment dressed and have some one see me or recognize me so I would get dressed at cheap motel.
Arriving at the bar I took a set on the Corner of the bar where I could be seen and get lots of attention and show of my sexy 5 inch stilettos and let my dress ride up and show the tops of my thigh highs and garter snaps. The first person to come over was a tall gurl said " O my goodness where did you get those stilettos". We talked about cloths and makeup and gurls stuff then I told her this was my first time and that I would like to do more than show my self off.. She asked if I wanted to go with a man or an other gurl, I let her know a gurl would be nice for the first time she said "lets go I have plenty of condoms" I said" I have a room we can use"
At the motel room we talked for few minute, then she wanted to kiss and I couldn't do that so she just let me start by sucking her cock.
, I stroked it and sucked it just like in all the porn I watched. Then she reached over and got my cock out of my panties and stroked me the felling was grate as I never had been touched by any one before. I was really enjoying her cock when I started to taste her precum, That's when I knew I was ready for her to cum. Her hand on my cock had me ready to do any thing and sucking cock wasn't all I wanted, then she started to cum and I wanted it all.
After we just sat there and talked for a few minutes then she started to suck my cock and I played with her cock at the same time. The feel of her nylons and satin panties was a real turn on. She was going slow with me making it last, edging me vary expertly, then she started to get hard again to my delight. That's when she said I should do a enema and she would give me some anal.
I got ready for the enema and she did it and I enjoyed being administered to in that way. She got me lubed and put a condom on her cock and stretched me until I could take her in me. The feel of her hips pounding against my ass cheeks was awesome and I think if any one would have touched my cock I would have cum instantly. The feel of her orgasm was unbelievable the spasms of her cock jerking in me made me tingle in my thighs. She pulled out and pushed me over and sucked my cock and I came instantly.
We got ready to levee and she said she had some friends that would like to cume along next time. This is when I knew I was a cock and cum slut, I was hard again just thinking about next Saturday.
Finally it was Saturday, what a long week it was to get here, and I got all my cloths packed and makeup, with loads of excitement and cum also I left for the hotel. then the bar.
At the bar or club like they wanted to call it I was introduced to three men and another gurl, one of the men was a black man named Tyron. After a drink and some small talk we left for the hotel.
Back at the room Tyron pulled his cock out for me to suck, I was disappointed I thought black men had bigger cock but it sill was a nice 7 incher. I got on my knees and gave him a blow job and he filled my mouth with his seed. Then I was taken to the rest room and given a enema so one of the guys could fuck my ass I was being stretched and the other guy put his cock in my mouth.
That was the way it went all night and I mean all night, 5 cocks again and again. its going to be a long week until next Saturday.
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