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Tranny Stories

August 9, 2013 2:49 pm
I'm a 17 year old sissy now but i started crossdressing 4 years ago when i was 13 :).This is the story. One day my parents went to our lake house for the weekend with my s****r but i was feeling sick so they left me with my grandparents. They were taking care of me for a day or two and i got better so they left and i was home alone.I had 5 more days until my parents were back.One day i was feeling very bored so i opened my s****rs closet and looked at her stuff. I noticed thongs,i never knew she wore them (she was 17 back then). I wondered how they would feel so i put them on. I never felt sex... [read more]
Added by: shemale lover | Views: 10342 | Read full Story
August 9, 2013 2:49 pm
It was a regular Friday night no different from others I'd experienced before. I was lonely having broken up with my girlfriend earlier that week. What a bitch! I needed to find me a sweet woman capable of matching my libido. My last lady was all about the lights off, missionary position sex, come to think about it I don't think I ever got a good look at her naked. Those are six months I guess I will never get back. As I sat alone in my bachelor apartment, clean for a guy, but still not the greatest place to bring a chick home to, I started feeling sorry for myself. I had a feeling it was goin... [read more]
Added by: shemale lover | Views: 13923 | Read full Story
August 9, 2013 2:49 pm
The story of the successul aiteration of a good looking youn man into a stunning, talented, ultra feminine boy/girl John was about to learn obedience in the strietbatt sense of the word. his whole life style was about to be changed, The rather alightly built, pretty boy of 17 was to become Julie, a boy/girl, changed mentally and physically to perform as a girl, It all started when he was approached one day by a rather captivating young lady who having Introduced herself quickly won him over to her confidence. They subsequently had several dates and wasn\'t he falling in love with Carol? ... [read more]
Added by: shemale lover | Views: 4274 | Read full Story
August 9, 2013 2:49 pm
From when I was as young as 9, smooth and long blonde hair, I was always dressing in my older sister's panties and bra, panty hose. My breasts were kinda girlish and i had long nipples that would get hard when I played with them. I was older now, but still only had a small 4 inch cock when it was hard. At least I could cum when I played with myself like this. We lived on a lake in the country in Texas and one day, I was playing with myself in the bathroom, in her pantyhose and bra one day when I thought no one was home and Linda, my mother's college roomate, who was visiting, walked in on me. ... [read more]
Added by: shemale lover | Views: 6799 | Read full Story
August 9, 2013 2:49 pm
I was working in Bangkok a couple of years ago. As was the normal practice all the guys would finish work on a Friday afternoon and head to the local bar for a couple of beers. This particular Friday we were in the usual place chatting and having a nice relaxing time. When she walked in. Taller than most Thai girls. But stunningly beautiful. Long jet black silky hair. Halfway down her back, big eyes. Small mouth. Full lips. Wow what a beauty. I was watching her walking in. When she looked over at me. And smiled. I thought. ”Kelly. Don’t let this one escape”. So i follow... [read more]
Added by: shemale lover | Views: 5957 | Read full Story
August 9, 2013 2:49 pm
My aunt and uncle lived two doors down from me when I was growing up. They had a son one year younger than me. We played together all the time and I was at his house or him at mine all during the summer months. My aunt was a big woman, she was 6ft. tall and weighed around 165. She was even taller in her 3 inch heels. She had long auburn hair with beautiful waves in it. She wore a 9 1/2 shoe. Her hands and feet were large, but so sexy looking with nail polish on. Her blue eyes would melt you. She had a great mirrored vanity she would sit at for hours and try different combinations of makeup. Sh... [read more]
Added by: shemale lover | Views: 6331 | Read full Story
August 9, 2013 2:49 pm
It all happened 3and a half years ago.I started secretly crossdressing about an half a year before.One day my parents went out and told me that they will be late,and my b*****r was staying at his friends house (he was 17 back there and i was 14).As soon as they left the house i ran down to my mom's closet and starting picking some thing sexy from her varedrobe and i was putting it on. In that time i had my own thongs that i secretly bought,i put them on,my mom's push up bra,and her sexy red dress that has a big cleavage,and i put on her tights too.I was looking like a real whore.I went to the ... [read more]
Added by: shemale lover | Views: 4131 | Read full Story
August 9, 2013 2:49 pm
We decided to meet at your place, I enter quickly and immediately go into the bathroom to get ready for our spicy evening. I'm already shaved and wearing stockings, leopard print panties matching bra. In the rush I'm doing makeup, I get dressed in little black dress, barely covering my bum! I put a 15 cm high heel and at the end I put the blonde wig! One last look in the mirror and I open the door and doing the first step forward. I see you sitting on the couch already naked. I feel your eyes all over my body, you're telling me to turn around a few times and then come on all fours to you. I'm ... [read more]
Added by: shemale lover | Views: 2746 | Read full Story
August 9, 2013 2:49 pm
I had been out with friends partying after a professional basketball game and reached my hotel around 12:00 I wasn't yet tired and not needed anywhere the next day I decided to call for a massage. I had an adult newspaper and really didn't read the add. I basically called the first number I came to. The operator asked what I wanted and I suggested a petite blonde. Her reply was she had the perfect girl though it would be about an hour due to the traffic from the busy night. I took a shower than poured a few more drinks and waited. After about 1.5 hours I decided she wasn't coming. I w... [read more]
Added by: shemale lover | Views: 8164 | Read full Story
July 23, 2013 12:29 pm
I went to a costume party dressed as a cheerleader quite some time ago,,It was the usuall drunkfest and I was the only guy dressed like a girl..To make a long story short,,I went on a beer run with a group of guys(5)and all was going fine untill stupid me did a cheer,,,2 bits 4 bits jump up and holler If you want a blow job IT'LL cost you a doller,,,Not the smartest thing to say,, they took a short cut to the store by way of a park,,We all got out of the car,,I was handed a five doller bill and told to get started.I thought they were jokeing,,,They were NOT.It took me a little over an hour to ... [read more]
Added by: sissyswallows | Views: 5703 | Read full Story
July 23, 2013 8:29 am
Hello MY Sweet Gorgeous Lover, I have been dreaming about you again last night, after looking at your pics and watching your vids... And OHHH...when in close-up I could almost TASTE your lovely salt-sweet milky white cum....MMMMMMMMMM...DELICIOUS!!!... To see your GORGEOUS "Love Tool" (is it 6" or 7"?...lol) and its "companions" whether resting inside your tights/pantyhose or bare (and either before or after action) or poised for action or in full swing, it's always a sheer DELIGHT... And giving me visions of me putting my tongue to the very rim of its "h... [read more]
Added by: Nylondlegs | Views: 1511 | Read full Story
July 23, 2013 4:29 am
(True story)I got in touch with an asian tranny online (as most people do lol). I've always had an attraction towards trannys, especially really sexy black ones which appear in porn but i've never fulfilled my fascination. I'm straight and have slept with the sexiest women going but have a curious side. Anyways back to the tranny, I was a bit in doubt whether it was a real tranny I was emailing so I gave her a call, the voice on the other side was a definite female tranny. I found her voice sexy and had an asian accent to it. We agreed to meet up in a few days and as everyday went by I bec... [read more]
Added by: BLKfreakUK | Views: 5038 | Read full Story
July 23, 2013 12:29 am
Как-то, несколько лет назад, я из любопытства заглянул в мамин шкаф. Там были такие необычные для мальчиков вещи, которые словно приоткрыли дверь в другой, девичий мир, который всегда вызывал интерес. Лифчики, трусики, колготки... все это было каким-то другим и непонятным. И мне просто хотелось понять, почему, что в них другого. Был... [read more]
Added by: an_nie | Views: 1752 | Read full Story
July 22, 2013 8:29 pm
Hy my name is Noemi and this is my story... I was nearly five years, my parents sleep and my sister stayed overnight at a girlfriend. I allways looked at her tights, skirts, dresses and shoes admiring (she is six years older)and i was jealous that she could wear such beautiful clothes. I liked to be a boy but i dont like my clothes they were so boring and feel uncomfortable. This morning i absolutely want to know how it feels to wear tights. I remember that my sis had a few colours (red, blue, black, skincoloured) i tried on the red one. This moment change my life completely, it felt soo ta... [read more]
Added by: Noemi27 | Views: 3594 | Read full Story
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July 22, 2013 4:29 pm
I was a student, I had a nice girl. I went out for a night on my own in Amsterdam. In a bar at de Nieuwmarkt I noticed a black woman on the bar and sat next to her. During the conversation I noticed there was something about her, and I knew what. Which set me on fire. I had sucked a friend's cock twice, liked it, but realized then there was something missing: the upper part was all hard and hairy. The woman next to me was really chatting me up drinking white wine. Dressed in een loose flowery shirt, short white skirt started stroking my leg. My hand went slowly undr her skirt and soon I felt... [read more]
Added by: thunderbomber | Views: 4402 | Read full Story
July 22, 2013 12:29 pm
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. I don't consider myself being gay, but I always had that ardent lust to be with a transsexual woman. I just couldn't get them out of my mind. This passion started a couple of years ago, while I was surfing on the Internet looking for hot stuff. Immediately I felt something. That first time, when ... [read more]
Added by: shemale lover | Views: 6963 | Read full Story
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