Archive for November, 2008

My Parents Meet Colleen

Saturday, November 15th, 2008

Throughout my first year of university, I had done everything I could to avoid my parents. With Linda’s help I happened to be studying at Christmas and could not come home. At Easter, the same thing. In order to keep them placated, Linda would go down more frequently than she wanted to and bring alonng my love which seemed to work just fine. Unfortunately, there would be no excuse at the end of the school year when exams were finished. Now, for most, it wouldn’t matter but it was my father’s wealth that was putting me through school and keeping Linda and I in a pretty nice apartment without having to worry about cost. We both got a fairly substantial monthly allowance so we could concentrate on our studies, so if I went home and my old man went bonkers over this, I was one really fucked shemale.
When I was a guy I was a pretty conservative dresser and, most of the time I was the same way when I was Colleen but this shemale loves to get all dressed up for parties and balls and theater so it was on those times that I literally let my hair down. By the end of the school year, I had virtually no facial hair left and thanks to some black market hormones, my boobs were beginning to look fuller all of which Linda praised. The time had come when I had no alternative than to introduce my father and his wife to their daughter and so, after worrying all night long, your shemale friend got out of bed, put on her makeup and clothes and left the apartment hand in hand with my step sister. The drive home felt as though it took a week and it could have taken longer because my nerves were completely shot. Linda and I had no idea how we were going to approach this. I figured they would recognize me straight off and the war would start in earnest with my old man telling me he had cut me off and to never “darken his doorstep again”. As Linda pulled into the driveway, my father and stepmother came out to greet us. The look on their faces was not recognition of their quirky son but disappointment that their son was not there. “Where’s David?” my dad asked. Of all the questions I had prepared for, strangely, that was not in the pile and rather than deal with it on the street, Linda introduced me as Colleen, her dearest friend, and immediately led the way into the house. Once inside, my parents said it was nice to meet me and we sat down. Once again my father asked, “Where’s David Linda? I thought he was coming home this time. What is it with that boy?”

There was no turning back now and it was time to face the music. “I’m here dad,” I said quietly losing my shemale voice. In all the years I had spent with my old man, I can honestly say I had never heard him swear in front of me except for that moment. “What the fuck!” he choked, “is this some kind of a sick joke?” he yelled leaping to his feet. “No dad,” I answered. “I am a shemale. All my life I have been this way.” The silence in that living room was absolutely deafening as the only audible sound was my father pacing back and forth on the thick carpet. “Bullshit! I don’t believe it. You don’t even look like my son.” He came up and put his nose to my face and studied me and said, “you aren’t David.”

When I was a kid, I had gashed my side pretty badly and needed 30 stitches to close the sucker up so I stood up, lifted my snugly fitted “t” and showed him the scar. “Do you remember this?” I asked as calmly as possible. His face went ashen white as the blood drained to his feet. He was speechless and dumbfounded and I so wished at that moment that I could have taken it all back. He sat down slowly as though he had just been defeated in a huge financial deal slowly shaking his head. One of the things he always taught me was that in any tense situation the first person to speak generally was the first to lose so I sat there quietly. “Son-of-a-bitch,” he sighed. “I always thought you might be gay but I never dreamt you would be this queer.” His words ricocheted in my brain as I attempted to control the anger he began to fuel. “This is who I am,” I said calmly and instantly decided that I was ready to leave his house and never return. It would be a struggle to live but I was determined to see this through. “So how do we introduce you to our friends then,” my stepmother asked softly as she reached over to hold my father’s hand. “Her name is Colleen,” Linda jumped in and suggested that they could refer to me as a close friend of the family.

“Never,” my father protested and he stood up to leave the room saying, “I think you should leave now!” So, I stood up and left leaving Linda there with my ex-parents, called a cab and went to the motel near the train station.

Three hours later, Linda called and said she was coming with me as dad had not reappeared from his office and her mother was all over her for keeping such a terrible secret. Half an hour later, she walked through the door of the motel and we sat on the bed and cried ourselves to sleep. The next morning, we packed up the car and returned to our apartment and I applied for a lab job at school to start paying for my education. Later, I found out that even though he cut me off, he continued to support Linda and that took a bit of strain off of us. We would survive and I, as a shemale, would definitely survive and not have to worry about my father again and, as it turned out, I would never have another word with him.

My life was now my own. I was my own woman … well at least my own shemale and I spent the rest of the summer working, dating and, dare I say it, I fucked a different guy just about every night including my hairdresser and all of his friends. I was on top of the world and even though many still saw me as an oddity, I was me and if they did not like it then tough shit. The most comforting part of this transition though was Linda. She stood beside me every step of the way and if it were not for her love and support, being a shemale would have been much harder. I will admit that even without her, I was destined to be a woman but she made it much easier even when we lay together in bed just holding each other. She once told me that I was her best girlfriend. We did all of the girl things and when we were out, we looked like two girls having a great time.

The hormones that I had been taking had a dramatic effect on my body. Just about all of my hair had disappeared from my face and my boobs were doing okay and every morning when I looked at my naked reflection I almost loved what I saw. The next thing I needed to do was to have my Adam’s apple shaved and then a boob job. I was planning on having these done during my second year at school but since my father cut me off, I had to do things differently. My neck would be flat before the end of the school year I vowed and the boobs would come the following year. Next time on The Shemale Diaries, I am going to tell you about my first lesbian and shemale sex party.

Do you want to play with me?

All my love
Colleen

Shemale School Daze

Friday, November 7th, 2008

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.

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All my love
Colleen

Live Shemale Sex Cams

Tuesday, November 4th, 2008

Shemale Porn sites are, without question, great! You get to watch all of those beautiful shemale sluts with their perky little tits and cleanly shaved cocks getting up close and personal with hot studs and having a fucking great shemale fuck party. There are some really great shemale porn sites out there for you to watch and drool over just like I do with them like Tranny Seducers and Taboo Trannys but if that is all you have been entertained by, then you are missing out on some of the best fun the internet can offer when it comes to shemale porn.

Of course, I am referring to live sex cams. Most guys are aware that girls are available on live sex cams and they take off their clothes, expose their tits and their lack of a nice meaty cock and do all sorts of nasty things to entertain the fellow who is glued to their monitor watching this slutty bitch. A lot of gay guys also know that they can find hot young gays do the same thing and they will entertain you with their hard cock and these guys love making you cum with them. A lot of guys however, do not know that shemale porn is also available in live sex cam. That’s right boys, you can watch stunning shemales, trannys and cross dressers as they seduce you and only you. You can sit back and watch as they slowly strip their tops off and show off their perky rack of man titties as they invite you to get naked with them. You will find it hard to resist getting naked when these gorgeous shemales invite you to strip and you might be a little sad that you cannot reach through your monitor and wrap your fingers around their shemale cock and rub it slowly while they do the same to you. These are the trannys that you can only hope to meet in person. These are the shemales that your lust is driven by and these hot shemale babes are going to drive you wild.

Listen I am a shemale and there are times when I want to share my hard cock and my implanted titties with another shemale who is as gorgeous as I am. I will turn on my cam and we will get together like a couple of school girls and compare notes. What we always end up doing though is blowing our load all over the place as we are squeezing our titties or dildoing our perky little ass holes so the other one can watch. It is so hot and you can join in as well. There have been times that I have been tempted to set up my own cam so I can play with my male admirers but since I am a mainstream girl with a mainstream job that would fire me in a heartbeat if I were found out, I don’t! Well, that isn’t true really. There are some hot guys who I have gotten to know after they have emailed me and every once in a while I will let them in on all of my body via cam and we have sex. I like it for real though so oftentimes, if I really like the guy and he really gets hard over my shemale body, I arrange to meet him and we have real live sex. Not all guys can do that though and shemale live sex cams are a great alternative. Why not take a look at some of the beautiful shemales that are ready to talk with you and strip for you right now. There is no better shemale porno than you watching Live Tranny Sex shows so take a peek. You will be very glad that you did!

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All my love

Colleen