Aunt Kate Upton Stories

17,335 results
Orientation
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Infinite Scroll

Universes Where You're Banging Kate

by Zev95 on Sep 26, 2017
Celebrities & Fan Fiction

Kate managed to steel herself all the next day, that night, and the morning of yet another day. She had married an older man, not for love and certainly not for sexual desire, but for financial security. It was a good arrangement, very good. He barely even wanted sex so much as the prestige of having Kate Upton as his wife. After all, he could do the same th...

Becoming Cassie Ch. 04

by TGJamie on Sep 25, 2017
Transsexuals & Crossdressers

The next week was hard for me to concentrate on my school work and sports. I was loving being Cassie, even if only for a few hours. I had those amazing memories of what I looked like as Cassie replaying over and over again in my head. I could not get over what like to be a girl. I was really beginning to enjoy this. The whole world was beginning to look di...

Francine and Her New Neighbors

by Lrt83 on Apr 10, 2018
Mature

When Kevin was 18 years old he had the greatest summer of his life, thanks to a new next-door neighbor. She had moved in a few months ago and Kevin didn't see her much of her at all. He lived next to her with his Aunt Kate, separated by a row of bushes and trees. Working out and continuing to run five miles a day as he did for his high school cross count...

Scott Becomes a Sex Slave

by TimT1972 on Sep 14, 2017
BDSM

Scott looked across the Court room and blew a kiss to his mother. This was the third time he had attended Court, each time his mother had been tried for possession of cocaine. In the past she had got off with a fine or community service, in part because she claimed that that as a single mother there was no one else who could take care of her son. Two final w...

A Happy Ending

by luk77 on Oct 21, 2019
Transgender & Crossdressers

I had gotten into trouble with a school bully; a mean cuss who had beaten me and nearly raped me during my last day at high school. This bully, Jake, and his friends had made my last year of school miserable, always taunting me and calling me names like 'fag', 'sissy' and worse. That last day at school I was in the restroom when he came in with a buddy of hi...

Mrs. Anderson and the Boy Next Door Ch. 04

by DeliciousD45 on Dec 24, 2017
First Time

"Kate are you sure this is a good idea?" "Darling don't worry, everything is fine." Kate smiled and tightened her grip on the steering wheel. She wore her white summer dress with no hose and a pair of sandals on her feet. Her blond hair was down around her shoulders and her blue eyes hidden behind vintage sunglasses. She was still a very attractive woman f...

The Mist of Time Ch. 18-19

by Kezza67 on Sep 14, 2017
Non-Erotic

CHAPTER 18 It was late when we got down. Tina and Aleksy were sitting at the table, empty plates before them and the scent of Eggs and Bacon still hanging in the air. "Wondered when you two would get down." Tina remarked. She looked up at Bella. "I see you found the clothes I sneaked into Daniel's room." "Yes. Thank you, Tina." Emma came in, having sensed...

Freaky Funland Resort

by DickThePimp on Apr 9, 2019
Celebrities & Fan Fiction

WARNING : TWISTED DEPRAVED PERVERTED HORNY ASS SLEAZY FREAKY AS FUCK SEX PARODY... IT AIN'T REAL... BUT IT SURE AS HELL IS DIRTY AS SHIT THIS IS MY HORNIEST... FREAKIEST... AND MOST PERVERTED FUCK FILLED FUCKFEST STORY YET... THERE ARE A BUNCH OF CELEBS IN THIS... IT'S ABOUT FREAKY FUNLAND RESORT... ME AND MY FUCKED UP HORNY ASS FAMILY AND CREW OPEN UP THE...

Becoming Cassie Ch. 08

by TGJamie on Sep 25, 2017
Transsexuals & Crossdressers

Papers, presentations, and a couple quizzes, and the Warrens. What a week! But, I was so glad it was now Thanksgiving Day. I could now focus my thoughts on helping out and home, enjoying Thanksgiving, and then the next couple of days with Kate and her friends. Kate called me on Thanksgiving Day, we passed the phone around and she said to me, "Can't wait to...

Becoming Cassie Ch. 11

by TGJamie on Sep 25, 2017
Transsexuals & Crossdressers

On New Year's Day, I slept late, real late. I was still trying to process the month of December. It was clearly a month I would not forget. I did a lot of daydreaming that day and watched TV with the family. I was pretty zoned out. New Year's Day simply came and went. My cell phone rang early the next day and I was asked to price out 2 different painting j...