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LilBostonBianca

Date: 07.09.2007

Keywords: LilBostonBianca,

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In high school I had spent a lot of time on the internet, and even though I considered myself completely straight and had a serious girlfriend my entire senior year, I knew that deep down I found the images of transvestites wearing slutty clothing on the internet incredibly erotic and that I wanted to try it sometime.

As a result I had finagled my way into a single bedroom off campus apartment outside of Boston for my freshman year of college. Less than a week went by before I had started ordering items from the internet in a frenzy. Some panties here, a wig there, and before you know it I had racked up $800 worth of expenses on a credit card I had received days earlier outside the student union. I had never spent like that before and I quickly got scared that my college days were all going to be spent eating ramen alone in my apartment. I put the card at the bottom of my drawer and promised myself that I would stop.

That didn't diminish my excitement when the boxes began arriving though. Day after day I unloaded heels, boots, makeup, skirts, blouses jackets and purses. I was still 18, and the fashionable styles of the girls in my classes drove me wild so I tried to emulate them in every way. During my spree I also discovered that I had a fondness for fetishwear, and picked up a couple trashy little outfits.

Last but not least I had ordered a carton of cigarettes. I had smoked camels in high school, but was always intrigued by the Virginia Slims Menthol 120s my girlfriend's mother had smoked. Whenever my girlfriend would run out of Newport Light 100s she would steal one from her mother, and watching her smoke them turned me on quite a bit. I ordered an entire carton of the VS Menthol 120s from an Indian reservation for myself.

By now it was late September and the Boston autumn was rolling in. As a result sweatshirts and long pants were the norm on campus, and I felt comfortable trying something I had never dared before: shaving my entire body.

I lay in the hot bath and lit up one of the VS 120s, which made me feel extra feminine and sexy. I soaped up my body very well and started to shave up from my feet. I was amazed at how much hair each stroke of the razor removed. I ended up changing the blade twice to keep it from dulling, and in just a few minutes I looked down at my hairless legs. I took a drag from my cigarette and thought about how nice they looked shaved. I then went to work on my pubic area, very gently removing all of the hair around my cock and scrotum and then laying on my stomach to shave the wisp of hair in the crack of my ass. After finishing up my chest and armpits I climbed out of the shower and looked at my hairless naked body in the mirror. It turned me on so much I ended up jerking off into the sink while rubbing my smooth chest and ass with one hand.

The next day was Friday and I had decided to wear a pair of pink silky boyshorts under my clothes to school. Walking back through Boston Common after class I could feel the fabric against my naked cock and couldn't wait to get home and get all dressed up.

I quickly threw my books on the couch and ran into my bedroom to figure out what to wear. I had so many new outfits and really no idea which one to pick. I ended up living the cliché and decided to dress like a schoolgirl. I had an amazing plaid miniskirt and wore a white blouse and really hot pair of white patent knee boots. I spent an hour in the mirror slathering on all sorts of wonderful new makeup. Hot pink lip-lacquers and jet black liquid eyeliner all conspired together to create a very pink, very slutty, very overly made up young lady. I decided that blondes have more fun and tore open the bag to a blonde wig, putting pink barrettes in it to give it pigtails. I ended up jerking off again into the sink looking into the mirror at the image I created.

After finishing in the sink I looked down at the pearly white cum and dipped my finger in it. Bringing the finger to my lips I tasted my own spunk. The salty gooeyness mixed with the waxy lipstick tasted delicious and I wiped up another big gob to taste on my way to my bedroom.

At this point I realized that I was all dressed up with nowhere to go. I was far too scared to leave my apartment and after jerking off couldn't really figure out what to do with myself. I ended up lighting a cigarette and sitting in front of the computer.

I had an AOL account since high school but didn't really use it and decided to change the name to something more feminine. There was a girl in my high school named Bianca who was a total snobby stuck up bitch. She was also amazingly attractive and always wore the best clothes. I named myself LilBostonBianca and logged online.

I quickly realized that being a "girl" on the internet is different than being a boy. Even though my profile clearly labeled me as a crossdresser, I was instantly inundated with IMs from horny guys wanting to talk. I had joined a TV chatroom and was trying to talk to other TVs about how wonderful I felt being dressed for the first time but it seemed I was mainly swatting away IMs from random guys who all wanted to show me a pic of their cock. I still considered myself very straight, and as much as I loved dressing, and really wanted to be with another tgrrl for the first time, the last thing in the universe I found attractive was someone's hairy cock and balls or pasty white pockmarked ass.

Still, all the attention was very flattering. I sat there dressed up smoking cigarettes and thinking of myself as the most popular girl in school, the one who can't help but be annoyed that every guy was trying to get with her. I really wished I had a cocktail to sip but being that I was both broke and only 18 I had yet to figure out exactly how to go about buying alcohol in my new town. I also realized that I really needed to take a picture of myself all dolled up. All of the hot tgrrls online had one and I figured what good was getting all dressed if I couldn't show them what I looked like.

I was looking through digital cameras on Amazon.com, knowing I really couldn't afford any of them when I absentmindedly replied to someone's request for a picture that I didn't have one because I couldn't afford a camera. He wrote back almost instantly.

Bigpoppa72: I'm a professional photographer, perhaps we could do a photoshoot LilBostonBianca: oh really... Bigpoppa72: Click on my profile, you can see some of my work

I clicked on the link in his profile and he actually did have a portfolio of work online. Among the pictures of landscapes and electronics was a folder of female models dressed in various fashion ensembles and lingerie. The models looked gorgeous, and I could just imagine how beautiful I could look if I had an experienced photographer take my picture.

LilBostonBianca: u realize im not a real girl right? Bigpoppa72: Yes I do. I like girls like you.

My mailbox dinged and I opened it to see that he had sent a picture of himself. He was a very tall, very muscular, very bald, very black man. In the photo he appeared to be in a nightclub wearing a suit with two young models kissing his cheeks. He winked at the camera.

LilBostonBianca: im straight, i don't hook up with guys, just girls like me Bigpoppa72: That's fine, I'm just looking for new models. It's not alot of work but a couple hundred extra bucks a week doesn't hurt.

The idea of being able to dress up and get paid for it was making my little head spin. I pictured myself as a demure college student by day and a jetsetting transvestite model at night.

LilBostonBianca: how would we do it? Bigpoppa72: Well first I would need to take test shots. Where do you live?

I was very nervous about telling anyone where I lived, but the idea of becoming a model was just too intoxicating and I told him the area of Boston I was in. It turned out he lived only a shot cab ride away.

LilBostonBianca: ive never met anyone dressed before. im not sure if i can do it Bigpoppa72: I'll bring over some champagne and my camera, with maybe a couple of lights. We'll take a few quick pictures and then I'll go. It's entirely up to you.

Butterflies were doing sexual cartwheels in my stomach as I sat there and looked at the screen. After a couple minutes I just couldn't take the tension anymore and sent him my address. I then sat back and tried to light a cigarette in my very shaky hands. I sat there thinking about all the things that could go wrong when we showed up. Maybe he would think I was ugly and laugh at me. Maybe it was an old friend playing a sadistic prank on me. Or maybe he was a serial killer who would kill me and rape my corpse. Out of all of those options the first seemed to be the worst.

By the time the doorbell rang I was ready to vomit with nervousness. I unlocked the deadbolt and opened the door by pulling it back, hiding my entire body from the view of the doorway. After a second I heard a booming voice:

"I guess that means come in!" And he stepped into my apartment.

He was wearing black slacks and a tight ribbed shirt that was tucked in under a big black belt with a silver buckle. He carried a large black gym bag in his enormous right hand. I quickly slammed the door shut behind him.

"Damn! You look beautiful." Blood rushed to my cheeks and any fears I had before he arrived melted away instantly. I stood there blushing feverishly and didn't know what to do. He stood at least 6'5" and was very muscular, dwarfing my tiny 5'8" 115 lbs frame. He put his gym bag down on the ground and unzipped it, revealing a bottle of champagne and two flutes. "Here, let me pour you a glass of champagne and you can sit and relax while I set up the lights." After he poured the glass I took it from his hand with shaky fingers and nervously sat down on the couch.

While took two small lights out of his gym bag and started to set them up while making small talk. I learned that his name was Kevin, and that he was thinking of starting up a website on the side of his business that would be more fetish and tranny related stuff.

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Keywords: LilBostonBianca,

© 2007