Part of this is true. I did have a college roommate that was drop dead gorgeous, and I did suck him twice when we were drunk. And I was wearing lingerie. But he got angry after the 2nd time saying: “I’m not gay and we can’t do this anymore”. But he used to still pinch my bottom when no one was looking

I had a roommate on college. He was this really tall well built guy who always had these perfect girlfriends coming around the house. I was the small frail nerdy guy, who was only 5’7 and 138 pounds. I was a secret crossdresser that Doug didn’t know about. When he was with some girl in his room, I would go into my room, lock the door and get all dolled up and pretend I was the girl with Doug. While they would beat against the walls, I was use my dildo on myself and fantasize about Doug fucking me. But that is as far as that went.

Doug, who was more of a Fabio kind of guy, was getting all kinds of attention during the school. When the first summer came around and many of the girls went home, Doug was depressed, hanging about the house in the evenings, watching TV, complaining about no chicks around. He was very sad. One evening he said he was going out and wouldn’t be back until tomorrow to hand out with some friends. I took the evening to play dress up while I had the little house we rented to myself.

I took a bath, shave all over, and then got out and put on this white bra, garter, teddie with a snap, stockings, and white heels, some makeup, and jewelry and pranced around in front of this mirror that was by the front door. I looked ever like a sexy sissy. Satisfied of how I looked, I then went and got a beer and a fashion magazine and went to the living room, put on a record, and curled up on the couch to look at all the dresses the women were wearing in the magazine. I imagined I was one of them, boldly walking downtown, or in the mall dressed so feminine. I sat down again and this time went through my Teen Beat magazine, and it had pictures of all these sexy boys and I was feeling very horny. I loved boys, sexy boys but I had never acted on my impulses. By now I was on my 3rd beer, and I decided to go and get this lavender dress that I owned and put it on and modeled in front of the mirror by the front door again. I was just wiggling my but in the mirror and admiring myself with I heard the keys in the door and in walks Doug!

He was surprised as I was, and he looked at me, paused, smiled, and said “hum, and I thought I wasn’t going to be lucky tonight”. I was lost for words, and Doug said “I suspected this about you, and I was never sure I should ask. I found panties and bras hanging in your bathroom before and I first thought there were from the girls I had over, but I soon realized they were yours”. I said “I can explain,” feebly and I felt like such a weakling. He took my hand and walked me over to the couch, looked at the magazine I was reading. I had womens day and teen beat. He laughed and said: “You’re a sissy, and you like boys.” I looked down, feeling so ashamed and embarrassed at being caught with my secret. Doug then said “your secret will be kept with me, but there will be a catch. Since most of the girls have gone home for the summer, you will be my girl when I can’t find one. And to be my girl, I require constant servicing. My cock needs to be drained at least twice a day, and I hate masturbating. What I really like is wet sloppy blow jobs. So…” I looked at him, because I had never done this before and said: “I, I…. I have never done that before”