The Shemale Diaries

There is no question that during my first year of university, I was an oddity and since the disclosure that I was a shemale was fresh in everyone’s mind, I attracted a lot of sideways looks but strangely I did not have a problem. Perhaps it was the fact that I stood up to those red-necked bullies on the first day or perhaps, even thought they knew I was a boy underneath, I always looked like a girl. My sister Linda always made sure that I did not look tarty or anything and every morning when I went to school, I looked just like the other girls on campus and, they actually accepted me as one of their own. I grew close to a couple of them and we became great friends and often spent long hours just talking and hanging out as girls often do. It was great! One of the girls I knew was rather fascinated by my existence and one evening towards the end of school year, she asked if I would like to join her and her friend at a sleepover. Needless to say I was a little taken back and told her so. Did she know that I had a cock? She assured me that it was fine and that her and her girlfriend were fine with that especially since I had always made a point of saying that girls did not interest me. So I agreed! It was kind of cool hanging out with a couple of girls other than my sister. There were a lot of times through the year that Linda and I would curl up in bed together and I would just cuddle her or she would cuddle me so I knew that it was no big deal or at least that is what I thought. I arrived at Lisa’a apartment at 8 and her an her friend Cathy were both ready to party. We spent the evening watching a couple of romance movies like Ghost and drank wine and ate a homemade pizza I prepared for my two girlfriends. After we ate the pizza the girls decided it was time to get out of their clothes and put on their sleepie’s to get comfy and invited me to do the same. I had brought along a cute little baby doll that I had just bought and we all went into the bedroom and changed. The girls’ eyes did not leave me as I took off my clothes and slipped on my cute little baby doll. They tried to muffle their giggle at the site of my cock disappearing behind the baby doll panty but I heard it and knew what they were thinking. Both of them got naked really slowly to see my reaction and were visibly disappointed when their was none. Cathy even lay down on the bed with her legs spread apart and pulling at her pussy thinking it would make me hard and that did not work although I will admit that I really wanted to suck on those gorgeous big tits of hers. Anyway, they decided I was not going to attack them and they put on some slinky sexy stuff to sleep in and then we all went back to drinking and watching movies and collectively laughed and played around like girls do.

We went to bed late and the girls sandwiched me in and all I did was cuddle them. When I awoke in the morning though, I felt this tugging on my cock and my tits. The girls had decided that they wanted to fuck me and I jumped out of bed asking them what the fuck they were doing? “I thought we were friends?” I protested loudly. “We are,” Lisa said, “That doesn’t mean we can”t be friends with benefits. Listen I often suck on Cathy’s tits and sometimes her pussy. It is just the way we are and we thought it would be cool if you could be part of our friendly interests.”

I will not fuck either of you in the pussy,” I said standing by the bed with a hard cock that Cathy’s sucking had created. “No, I can’t do it!” I then said. “Maybe if you told me up front I could have gotten my head around it but I don’t like sexual surprises.” I dressed quickly said good bye and I left and apart from the casual “hi” in hallways, never got together with them again in spite of their apologies.

As I had in high school, I was asked to tutor some guys in various sciences and maths who need to keep their grades up either to move on to the next year or to stay in sports. My schedule became hectic with tutoring 3 guys and a girl but got even more intense when one of the guys decided that, while we were studying in his dining room that he wanted to feel my tits. I did the usual shemale reaction and thought he was out of line and certainly did not know that I had something else for him. I also thought this guy was as straight as they come but he persisted. Soon his hand traveled down my flat tummy and reached my crotch where he found my cock and started smiling. “I want that,” he whispered. “Do you?” I asked flatly not sure what to make of him. He was a local boy so lived at home and he was home alone. Without a word, he stood up, stripped naked and said, “Suck me baby!” Before long I was gobbling down his hard cock and caressing his big balls trying to coax his thick cum up and out into my mouth. All the while, he was rubbing my tits so hard that my shemale dick began to grow even harder until I had to stop sucking his cock, stand up, and get out of my clothes too. He had his hand wrapped around my cock in a second. Before long, this guy I was tutoring had me bent over the dining room table offering to fuck my sweet shemale ass and I was not about to object.

If you love watching real hot shemales getting fucked in the ass by guys who are caught off guard, then you should check out Tranny Seducers It is one of those extreme Shemale Porn sites that is simply the best at showing off hot and horny shemales.

All my love
Colleen