Over Knee Boots Stories

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Infinite Scroll

Jerry becomes Jill Pt. 03: It Gets Serious

by gasissynora on Mar 2, 2020
Transgender & Crossdressers

This is the third part of my story about how I became Jill. My relation with Rikki takes a serious turn and I learn more about what life with her will be like. Each day Rikki gives me an article about a female led relationship. The article on Monday is about a couple in their thirties who are dating. The woman makes most of the decisions when they are in pu...

Honey Suckle Heather

by JulianDelacourt on Jul 3, 2019
Fetish

This is an entry for 2019 Nude Day Contest. Naked or clothed, please vote! Thanks! I have a confession to make. I'm perving on this woman at work and I don't know how to stop. Let me explain. I'm a guy who works for a major insurance company. Exciting, I know. I manage a commercial sales department of twelve. I'm thirty one, have a cozy office, am paid we...

Miss Chianti's Troy-Boy

by justincbenedict on Feb 26, 2019
BDSM

Chianti finished brushing her hair and gave it a cursory look, and the doorbell rang. Chianti put her brush down, and pulled the scoop neck of her pretty pink sundress down a little, just so the jugs poked out a bit more. The bell rang again. "I'm coming!" What a beautiful dress, sleeveless and so short. Purchased by Ingersoll, a sad little man who needed...

Doing the Dishes

by evilernie on Sep 16, 2017
Loving Wives

“I hope, after this is over, Claire appreciates what we have done for her.” I told my wife. My wife’s name is Miriam (Mimi). We worked in the same company. It is a huge conglomerate. So we rarely see each other at work. And Claire is one of my wife’s five best friends. They hang out more than we do. They all work in the same area in the company. Although I d...

First time cheating

by wanderingeye67 on Sep 23, 2019
Erotic Couplings

We’d been married a while. Well, 26 years is a while, I guess. Like every other couple out there we were on fire at first, then the sex life started to wind down a bit as we settled into our lives. Karen’s older than I am, by about 10 years. It was never a problem until she was in her 50’s. Then she became less and less interested in sex. By the time I was...

The Best-Laid Plan

by LadySherotica on Sep 17, 2017
Celebrities & Fan Fiction

Karen dressed carefully in preparation for the concert that night, examining her appearance in the mirror from every angle. Low-riding jeans hung just right on her hips, baring her taut belly and the jewel she had recently had placed in her belly button. A pale blue baby Tee clung low enough on her breasts to tease, emphasizing her curved waist, stopping jus...

Santa's Special Package for Me

by Sabine_Strong on Dec 3, 2019
Erotic Couplings

Twelve. That's how many cousins packed into my grandmother's tiny apartment every Christmas. We were usually the first to arrive since we were the oldest and could help dig out the song books, set the table, and take every folding chair or comfy cushion we could find and strategically place them around the tree. Aunts, uncles, and cousins ranging in age from...

Wolf Breed

by Dshannon on Sep 12, 2017
NonHuman

(Author's note: I've written this, a sequel to Wolf at the Door, in response to the wonderful positive comments I've received – thank you all for taking the time to express your opinions. I don't think it'd be necessary to read the first story to follow this one, but if you wanna, and leave some more comments, feel free!) Samantha Brennan was dabbing a few...

Alizarin Passions Ch. 02

by cultofstrawberry on Aug 20, 2018
Erotic Couplings

Her twentieth birthday was today, but it was nothing special to her. Leah had gotten a few calls and texts this morning, but she was now working an afternoon shift. Robert was also picking up extra shifts at work to pay down his part of the debt he shared with his brothers and friend, so she'd simply packed him lunch and sent him off to work with a kiss on h...

Submitting To Stuart Ch. 07

by Sweet_P on Sep 17, 2017
BDSM

Stuart wandered over to the red leather sofa and flung himself down upon it. His leather pants squeaked as they connected with the cushions and his still sweaty skin slipped as his leaned against the arm. "Lydia," Stuart said. "Come sit by me." Stuart patted the seat next to him. Lydia left Thomas, her husband and slave, draped over the ottoman, his arse s...