College Crossdressing Slut

By Kara Brown

Published on Mar 19, 2007

College

I woke up on Sunday morning a little late. I got up thinking about the last night. Steve was a nice guy, but not really what I was looking for. I hoped he was just in it for the sex like the other guys I'd dated. "Shit." I thought. I hope I didn't lead him on to thinking it was more than sex by not letting him fuck me the first night. Maybe he thought I wasn't letting him fuck me because I liked him a lot? I told myself there was no use worrying about that now; he was probably just in it for the sex too. My thoughts then started to drift to Robert. "He's such a jerk" I thought to myself. He hasn't even returned my phone calls. He's probably going to call me in the next day or two at the last minute and want me to be ready to suck his cock. "Fuck him" I thought, even though I was starting to get aroused at the thought of his cock between my lips. I resolved myself the next time he called I wasn't going to let him come over. Just the thought of him got me horny so I decided to go online and check out if anyone had sent me any messages from my profile on the singles sex site. I actually had three messages. One was from a 35 year old black guy and the other two were from a silver haired guy in his mid forties and one overweight guy in his early 50's. All of the guys asked for pictures. That seemed like a lot of fun and only fair since at least I had seen pictures of them. I decided to go out and buy a digital camera.

I showered and went to Best Buy and bought a camera and hurried home. I immediately started getting dressed up in different outfits. I did my makeup real nice and put on my blonde wig. I really wish I had a few different wigs to try out, but they are expensive. I kept my head out of most of the shots, since I knew I would be sending them to random guys. I did take a few pictures of my face though. No use in putting on makeup if I wasn't going to show my face. I took a lot of pictures of my ass, my shaved legs, and my whole body. I loved the pictures of me flipping up my skirts to show off different thongs or pulling my thong down a little or to the back of my knees. I even added a few of me bending over and pulling my ass cheeks apart so some horny guy could jerk off looking at my boypussy. I must have taken almost a hundred pictures when I went to my computer and uploaded some of the best on my profile. I only put five pictures on there and decided to kill time by writing back to the guys that had written to me and sending them some pictures.

Getting dressed in all those different outfits had really gotten me horny. I really wished I had a dildo or something to play with. I was trying to think of something to use when I noticed I had another message on my computer. It was the silver haired guy in his mid 40's. He wrote that he saw I was online and to instant message him at that site. I followed his directions and IM'd him and we chatted for awhile. I found out his name was Gary and he was divorced. He had gotten divorced when he realized he was more into TV's and CD's than real women. He had dated a few before and had actually just broken up with one that he had dated for six months and had met on this site. He owned his own business and he seemed pretty successful. I really enjoyed talking to him. He asked me if I would ever want to meet him and I said "of course, just not yet." It had always been a fantasy of mine to be with an older guy and call him daddy as he fucked me. I chatted with him for awhile. He was pretty sexy and part of me wanted to tell him to come over and fuck me but I resisted the urge since I had no idea who he was. After about half an hour, he said he had to go and he left.

After chatting with him I went online and started looking for a dildo or a vibrator. I couldn't believe they had so many to choose from! I couldn't even make up my mind. Suddenly a message popped up on my screen. I had forgotten to turn off the instant messaging from the sex partner site I had been checking out. The message was from another crossdresser that wanted to chat. I checked out her pictures and she was pretty cute. She had the guts to show her face online and she was pretty passable. I started chatting with her. She was a little older but only 25, Asian, and her name was Aline. She was fairly close to me too, only about 50 miles away. She was so much fun to talk to. I told her I was online looking for a dildo and she told me a good one to get that she had bought before. She gave me the model number and a website that had discreet billing so I went online and ordered it. It was 6", a flesh type, suction cup base, and would squirt when you pushed a bulb so it was like a guy cumming in your ass. She even told me how to make "realistic cum" to put in there. Realistic cum spurting in my ass whenever I wanted sounded too good to pass up and I really wanted to order it. She assured me that stuff from that website came in discrete brown boxes. We chatted for awhile and she was just great to talk to. I told her how I had talked to a guy that seemed cool but she told me to be careful. She had met 3 guys on the website but the last guy practically raped her and hit her so she only met other crossdresser online after that. We chatted for awhile and I found out she had actually gone to the same college as me before she graduated. She told me how she hated to chat online and asked if she could call me. "Why not?" I thought and gave her my number. We seemed to have a lot in common and exchanged some sex stories. I told her about my first time with Robert and getting fucked in the bathroom in my cheerleader outfit. She told me about meeting a getting fucked outside a club and getting in a threesome with another cd and a guy.

"Ooohhh, that sounds like so much fun." I told her "I would love to go out dressed up sometime and it would be super fun to share a guy with another gurl."

"Maybe we should do it sometime." She replied. "I go to a club out here a couple times a month. You should come with me sometime."

"I'd love to! Will they let me in since I'm just 18?" I asked hopefully.

"Don't worry, I'll get you in." She told me. "I'll get you an I.D. for the club and you can find us a guy for a threesome."

I thought of Robert for a second and giggled. "Actually, I probably know one now."

"Not that jerk that fucked you in the bathroom." Aline said with a laugh.

"He may be a jerk, but he's hot and amazing in bed." I replied.

"Well, let's meet at the club sometime and then maybe visit your friend if you can get him to wear a condom." She replied. I told her I wasn't sure about going out dressed up but she reminded me it was about 50 miles from where I lived and besides, everyone there was gay. She had to go but we agreed to keep in touch. I ordered the dildo she recommended and a real cute outfit. I was going to have to slow down on this internet ordering. I then put on a tank top and thong and got ready for bed. I noticed I had a text message from Robert saying he wanted to come over and fuck me but I just ignored it. I played with my hard clittie and thought about Robert fucking me and Aline like a couple of sluts.

Next: Chapter 11


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