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Tranny Stories

November 27, 2014 4:47 pm
I had just moved to San Antonio for a new job. I only knew a few people from work and asked them where I should go for some night life. They told me to go downtown and gave me the names of a few bars. I was 27 at the time, athletic, a little over 6'0" and about 175." I have a good body and dress casually. I went to the first bar on the list they had told me to check out. I walked in wearing faded bluejeans and a tight gray t-shirt. The bar was about half full of men and women and everyone seemed laid back and cool. I sat in the corner booth and ordered a beer. A few drinks in I noticed a stunn... [read more]
Added by: shemale lover | Views: 5 | Read full Story
November 25, 2014 4:47 pm
Recently I've been chatting with a very feminine and beautiful shemale named Lisa. We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to concoct and excuse as to why I had to go to (city name withheld) and my wife didn't see any reason not to bnelieve me. My wife knows that I love porn, but I've never expressed to her that cock also turns me on - especially shemale cock. Somethings are better left secret. I arrived at the hotel that L... [read more]
Added by: shemale lover | Views: 696 | Read full Story
November 23, 2014 4:47 pm
This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few stools away from me at the bar, and I couldn't take my eyes off of her. She was a raving beauty, with... [read more]
Added by: shemale lover | Views: 1663 | Read full Story
November 21, 2014 4:47 pm
I was just a young boy then, senior in high school, horny as hell and dreaming of my first gay experience since sitting in my new red lace thong and white lacy bra and discovering the one porno in the house everyone kept hiding from me. I guess they thought my s****rs panty drawer held no interest for me......they were wrong. It had been a great afternoon jacking off in my new bra and panties and watching my first porno when it happened, I saw the most beautiful thing ever, Peter north titty fucking a hot blonde and cuming all over her face. I was besides myself I could not believe how hot ... [read more]
Added by: shemale lover | Views: 1668 | Read full Story
November 19, 2014 4:47 pm
I recently met up with someone to be a sissy slut for them and wanted to share what happened on my first meet. This is the genuine true story. I use the username indoblu on websites, but my sissy name is Holly so I'll refer to myself from now on as such. I'll mention my history as a sissy before talking about the meet up, skip the first few paragraphs to get to that bit. I have always known I love girls clothes, lingerie, miniskirts, colourful sheer blouses , anything satin or lace, since a very young age. When I was 18, I finally had a credit card, and bought my own lingerie. I bought clot... [read more]
Added by: shemale lover | Views: 1157 | Read full Story
November 17, 2014 4:47 pm
Finally, I had everything I needed to dress up for a little fantasy today. Ever since I was a little boy, I had always thought my neighbor Steven was extremely handsome and sexy. At 6 feet 3 inches, Steven is exactly what is described as tall, dark, hard tone and muscular. Tonight, I would finally have my chance to fulfill a fantasy to show him just how much I wanted him. When I was growing up, I always heard he was a ladies man with many women lusting and chasing after him. So I always lusted every time I saw him with a woman or in passing, but not as boy, but a passionate woman thinking Stev... [read more]
Added by: shemale lover | Views: 1413 | Read full Story
November 16, 2014 10:27 pm
I led Chasity into the apartment. She was looking for a one bedroom, furnished place and had called about my ad in the newspaper. I hoped to rent this place quickly, then I would be full and could devote my time to some maintenance and repairs rather than showing places. I looked at the rental application she had filled out just a minute earlier. From the date listed as her birth date, she was 27 years old, three years younger than I. I watched her, explaining about the living room area and kitchen, as she moved about the place. Chasity's skin was about the darkest I ha... [read more]
Added by: Timsky | Views: 2285 | Read full Story
November 15, 2014 4:47 pm
After my first encounter with John’s dick, I couldn’t get it out of my mind. Two weeks later we met at a friend’s party and we talked about it. He was worried his girl friend might find out. I told him he had noting to worry about as I had as much to lose as he had. But I also said it was the best sex I ever had & wanted a repeat performance. He agreed it was fun but felt to do it again would be risky. I said all we needed was an excuse to go away for the weekend. I told him to leave it to me. I happen to mention to his girlfriend later that John & I were thinking ... [read more]
Added by: shemale lover | Views: 2123 | Read full Story
November 13, 2014 4:47 pm
“Blue-eyed boys always get me in trouble,” she said in a sultry tone with an equally sultry smile. I smiled as I looked into those warm brown Latina eyes, so soft yet full of mischief. “I’ll be back in a sec guys,” said Tracy as she got up from the table and headed towards the lady’s room. “Jack,” said Mike, the cook I was relieving, “you need to be careful with Tracy, “her name used to be Tommy.” “I know Mike,” I replied, “we met last night.” Yes, that was when I met Tracy. I had worked the ... [read more]
Added by: shemale lover | Views: 1709 | Read full Story
November 11, 2014 4:47 pm
Every one is programed by society to play a certian role in life,that they are taught is reality,how ever, the truth is reality is what ever you want to make it! this is what magic is all about,making your own reality. I played the manly role in life for fourty-four years until I realized this,and became free of society's brain washing!. Sometimes I would take a porno magazine and look at the pictures of the women in it and fantasize I was the one fucking the beautiful women in it and masterbate,and one day I noticed a small ad of a man dressed in drag and realized, yes a person could reverse ... [read more]
Added by: shemale lover | Views: 1329 | Read full Story
November 9, 2014 4:47 pm
This a true story about me and two very hot TS friends. I was down in Ft. Lauderdale and had hooked up with Lori and Heather. Two friends from my NYC days. They had relocated to Florida and told me to stop and see them when I came through. I met up with them at their apartment and we opened a bottle of wine and started catching up with each other. Heather was doing regular photo shoots for websites and had just done a movie. Lori had just finished her first photo shoot and brought out the proofs for me to look at. That was all it took, seeing her in different poses with her 35c breasts and har... [read more]
Added by: shemale lover | Views: 3033 | Read full Story
November 7, 2014 9:13 pm
I always has a fascination for transsexuals. I remember my freshman year of college, I don't remember how I stumbled upon it, but I was the most aroused I have ever been as I watched the beautiful Mia Isabella stroke her hard cock. Something about a feminine being, with large breast, voluptuous ass, and a beautiful cock. From this day on, I was infatuated with shemales, to the point that I wanted to have my first experience. I always dabbled on Craigslist, backpage, even on this chat for my first encounter. I had talked to several cross dressers and shemales, but was always nervous... [read more]
Added by: Drewbee | Views: 3964 | Read full Story
November 7, 2014 4:47 pm
I always love to crossdress when Im horny I love the feeling of being a woman and seducing a man. Older men have always attracted me here is my fantasy. I dress up one day with a red thong red bra black nylons short skirt and blouse and get online. I find a man who likes me and is ready to play. I come over to his house we start kissing touching and getting hot and heavy suddenly the wife pulls in I hide downstairs in a room only he can get into but little do I know his older guy friend is there watching the game.He asks me who I am I introduce myself and sit down. Hes a bit drunk he first put... [read more]
Added by: shemale lover | Views: 1510 | Read full Story
November 5, 2014 4:47 pm
I'd been Will's little CD slut every time that I'd overnighted in his city for about a year. That was one night every other week. He was always very good to me, bringing wine to my room and spoiling me with his gentleness as he had his way with me. He loved to have me lie still while he teased me all over with his tongue and feathers, sometimes fur gloves. He made me crazy with desire for a good hour before finally fucking me or having me suck his beautiful cock. One night he told me that he was being transferred and our time together was about to come to an end. He asked if I'd indulge him in... [read more]
Added by: shemale lover | Views: 1779 | Read full Story
November 3, 2014 4:47 pm
On the way back from Sidcup one evening last Summer I was busting for a piss. Getting near Croydon, I was looking for either a toilet or a wooded area. They seem to be closing all the toilets down nowadays. Just as I was near the stage of wetting myself, I noticed a sort of drive-in between bushes so made for that. That drive-in opened up to a small car park. I hurriedly parked my car in the corner, got out, noticed another three cars parked there, rushed over the bank, got my cock out and, whew, what a relief. As I was getting to the final jet stream I heard moans and squeals. I hastily tu... [read more]
Added by: shemale lover | Views: 2704 | Read full Story
November 1, 2014 4:47 pm
Due to my job, I had the opportunity to travel a lot. Once I had to travel to Barcelona and the complexity of the meetings required that I had to stay there for about 2 weeks for consultations with customers. After long working hours, normally we went for a nice dinner (nothing better than begin the evening with tapas and wine or sidra, concluding with a excellent dinner and a nice Rioja wine (or a white Albarino, one of the best kept secrets from Spain) After I was left in the hotel I searched the newspapers or the web to find some action, and boy, you could find a lot! One day I found ... [read more]
Added by: shemale lover | Views: 5263 | Read full Story
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