Personally I strongly believe that skinny Caucasian Men are effeminate by nature. Most Caucasian Men shave their faces to hide their age, as most people believe them to be a lot older than they actually are. 

I guess this way of life all began in 2007 when I found out that there was another Craigslist for sex. I knew about CL but had no idea that there was a personals section. I have always been a very secretive and obscure person. I hate it when people know too much about me, my movements and intricate aspects of my personal life. And I have been bisexual ever since I was a teenager and I definitely didn't want friends and family to know anything about that. And I've had a few encounters with mainly Black bottoms and sissies. I even tried to suck a guy off in my dorm and even attempted to bottom, but it wouldn't fit. And I'm glad it didn't.

 My entire life I struggled with my bisexuality and what role I wanted to assume with another Male. I found myself in an ABS (adult bookstore) and after most of the customers left or went to the back rooms to jerk off to porn in the booths, I grabbed a dildo and hurried to the register to buy it. I went home and lubbed my butthole, relaxed, spread eagle and after several attempts, I realised that it wasn't turning me on in the slightest. I ended up throwing the dildo in the dumpster and decided, better yet, made an affirmation that I wasn't a bottom, nor did I like anything up my ass. 

Fast forward into my mid to late 20s I was considered straight and acted as such. I consistently pursued women openly and was quite the mack in my neighborhood. I buried any of my bisexual desires, but they ended up re-emerging in an awkward way. I was a huge Porn junkie and would often buy bootleg Porn tapes and DVDs. Before the actual movies come on there would be 1-900 numbers to call for steamy conversations with operators. The clips for the 1-900 numbers were snippets of porn movies with the number static on the screen. One video in particular had a Transsexual advertisement and it was at that moment, watching those snippets of very attractive Trannies and shemales getting pounded and swallowing cum, awakened that sleeping giant in my soul and gave me the hardest dick I ever had in my life. I ended up rewatching that little short over and over again and started jerking off to it. 
I found myself back in the ABS almost a decade later searching the millions of DVD boxes looking for Transsexual porn, but not just any transvestite porn, I was more attracted to White Shemales than any other race of Actress. When I looked at the DVD boxes of Ladyboy, Latina and Ebony I'd get soft. It was a huge turn-off for me. But as soon as I saw White, European Tranny boxes, my Wood would perk up and even pre-cum in my pants. I eneded up buying 2 DVDs of White Shemales of the early 2000s era. I turned the volume down to 1 or maybe 2 and I'd sit there and slowly jerk off to them all. I was particularly aroused by Kylie Love. It was something intoxicating about that White bitch that drove me crazy. 

About a year later 2 friends of mine were talking and laughing about the Prostitutes on Craigslist and even asked me if I would pay to fuck one of them. Up until that point, I never knew that that section exsisted. I briefly glanced at the other sections on the page and made a mental note of them. Later when I returned home, I turned on my computer and went straight to Craigslist T4M section. I knew that I'd run across a few Hookers, but I wondered if there were a few Crossdressers that just wanted to fuck for fun, no charge. At that moment I was wide open and searched the entire section of T4M. And trust me, there were a lot of CDs and powerbottoms galore. And there were also pictures and others without. I paid more attention to White CDs or White bottoms that dressed up and most of all could Host. That was the main focal point that I concentrated on, I needed a White Crossdressing bottom that could host me. 

Also, when I lived in the city, if the CD was white I would not have to worry about that part of my life being exposed because it usually meant that they lived in upscale neighborhoods that Black people didn't. So I could really unleash myself and speak freely and even loudly and not fell as if people would know who I was of even spot me leaving the apartment or a building of a known Shemale. But to my ease, most of the Bottoms were in the closet and not out, which was perfect for me.

I gotta admit that I ended up meeting quite a few CDs that dressed up, makeup and all. that I flaked on. I just got cold feet and didn't even bother to go over there. And when I would flake on them, I'd watch Tranny porn and jerk off regretting that I wimped out and didn't go over there. That all changed one winter night. 

I ended up finally pushing pass my phobias and apprehensions and play email tag with a White CD that was hosting, that was semi passable and down to bottom for free and fun. I promised myself that this time I would not flake and not show up. The bitch gave me her address and I hopped on the (R) train to Astoria Queens. When I got there I called the bitch and she answered and told me to ring her bell when I was at the building door and she'd buzz me in. I did exactly that and Man was I nervous. But being horny and having a rock hard 8.75 inch Black dick that sought to have a tight anus wrapped around this dick, made me walk in. When I came in, the CD took my coat and kissed the back of my neck. She wasn't a bad looking whore. She wore glasses, smoked weed and had all of the mannerisms of a Woman. He had makeup on and was lanky and slim, the way I like real women. The CD offered me a beer, some coke (I didn't but it was there) and after a few minutes of talking, I stood up, the bitch grabbed the floor with her knees and unzipped my pants and slowly sucked my dick. I was in awe because her mouth was warm and her tongue game was on point. That faggot damn near sucked the skin off of my brown cock, licked my balls and even tossed my salad. The bitch then rose to her feet and stradled the bed doggy style. She had poppers and sniffed and huffed, while I squeezed lube in his pink butthole. I slid on a condom and fucked that bitch deep in his ass. I fucked him like fucking a woman. She squirmed and moaned just like a female and I was really aroused. I mashed his skinny body unto the bed and told him to poke his butt out and when he did, I literally lost my mind and grudge fucked the hell outta that pussyass. I was so deep and had a good rhythm going, the CD fag begged me to stop but I couldn't. He kept saying he wanted to enjoy the dick, but I wanted to cum and I finally got some faggot pussy, so I wasn't stopping. The bitch who was moaning like a female when my dick slid inside her, started to sound like a Man as I relentlessly pounded her naked asshole mercerlessly. He fidgeted and moved all around the bed until we were damn near on the floor. I was not stopping. I was respectful, but I was not stopping or even slowing down. I finally told him that I was about to cum and pulled out. The bitch turned around and snatched the condom off and put his entire mouth on this brown cock, as I exploded in his mouth. He looked me in my eyes as my sperm shot down his throat. My dick disappeared. It was no longer a blowjob. It was him swallowing my sperm until no more came out. I was drained beyond compare, as that was the first time ever in my life I ever had anyone, male or female swallow my cum. 

We never reconnected again, but that sexy litte White Faggot Crossdresser kick started my journey onward to securing even more White faggot Crossdressers.