A Virgin Trans Girl's Mission free porn video

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On many levels, Eleanor was very proud of herself. She had just graduated high school, with a strong GPA and class ranking, a partial scholarship to a good university and several extracurriculars. She'd done this while figuring out her gender identity, figuring out coming out and hormones and all the other often embarrassing and difficult details that came with transitioning, and losing a few asshole friends as a result. She felt like she'd come into her own, a pretty young woman with cute little breasts and a round, feminine face - and even a growing talent with makeup and fashion!

But on another level, Eleanor was a bit ashamed. All this work had left her wildly busy throughout high school, and here she was in June, days after graduation, not just a virgin but never having dated anyone. In fact, the only person Eleanor had ever kissed was a friend that she suspected was pitying her.

So, sitting on her bed typing in her diary, Eleanor made a resolution. She had all summer free - no obligations, no big plans, no job if she didn't choose to - before college started to begin her adult life on the right foot. Eleanor swore to herself in writing that she would lose her virginity, to a man or a woman, before she left to move into her dorm.

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4 years ago
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Crossdresser to Trans Escort Part 3

This is a continuation of my Crossdresser to Trans Escort series.After my first fuck for money with the restaurant owner, things escalated. I arrived at work the next morning wearing a pair of black trousers, black blouse and flat ballet shoes. The owner called me into the back office before we opened up for the customers. He was sitting behind his desk wearing a tight black t-shirt which showed off his tanned skin and bulging muscles. 'I really enjoyed our transaction last night' he grinned,...

3 years ago
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trans threesome

It all started with Debbie. I'd met Debbie through work as she was our account manager. We slowly developed a friendship over our mutual love of music, movies and girls. We'd catch up after work over a drink and gossip about various things but Debbie would always bring up her charity work. She was constantly working for Lbgt charities and the latest project was raising money for a gay bar to stay open. I agreed to go to offer my support. The night came and I arrived with Debbie at the bar early...

2 years ago
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Hot Bi n Trans Stories 3 Workplace HarAss

Hot Bi and Trans Short StoriesThese short stories are kinky-hot tales that fit in with The Prelude Stories and the My TV Sex Adventures. They are from a variety of time periods beginning, like this one in my teens and extending to probably last week or so. Enjoy and comment, particularly if you’ve had similar experiences!!! 3. Workplace HarassmentAs a k** I had a paper route and mowed lawns. I developed a work ethic and enjoyed getting a job done. As a teen I knew I wanted to have a car and be...

1 year ago
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Hot Bi n Trans Stories 2 Fitting Room Fuc

Hot Bi and Trans Short Stories2. A Fitting(-room fuck) I will Never ForgetThese short stories are kinky-hot tales that fit in with The Prelude Stories and the My TV Sex Adventures. They are from a variety of time periods beginning, like this one in my teens and extending to ummm… probably last week or so. Enjoy and comment, particularly if you’ve had similar experiences!!! The first story really sets the scene for this part – I recommend enjoying it before this one. Comment!!!Twenty minutes...

4 years ago
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Troom First Time Hot Bi n Trans Stories

Hot Bi and Trans Short Stories1. T-Room First TimeThese short stories are kinky-hot tales that fit in with The Prelude Stories and the My TV Sex Adventures. They are from a variety of time periods beginning, like this one in my teens and extending to ummm… probably last week or so. Enjoy and comment, particularly if you’ve had similar experiences!!! What to do on a school holiday? I was a new proud holder of a driver’s license, employed as a dishwasher, and a happy-to-be-driving used-car owner....

2 years ago
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Angela the trans goddess of masturbation

This story begins one day in October. I left my job, it was night and I decided to go to dinner at a restaurant. I entered, I chose the table and I sat down. While reading the menu, I feel a fine voice, which asks me: What do you want to eat? I look up and see a woman with a beautiful, angelic face, very white skin, clear eyes and red hair. She wore a tight white shirt through which protruded the two nipples of small tits. I stayed a few seconds without answering, as if hypnotized. She smiled...

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