Dildo Riding Stories

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Orientation
Length
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Infinite Scroll

I Adore Crossdressers Pt. 02

by Ab9095 on Nov 26, 2018
Transgender & Crossdressers

Day One - Part Two I put on a video and I moved a big mirror so she could see herself and watch the TV at the same time. I sat back in the chair and watched. She was a little slow but as she watched those big dicks she got hot. She was playing with that nice cock, stroking it, spitting on her hand and stroking some more. She pulls her panties down and reall...

The Riding Lesson

by Marcoma on Jan 1, 2019
BDSM

The rider's legs were aching. He had been standing in the stirrups for nearly forty minutes. The owner would not stop the horse; he carried on guiding it in a figure of eight around the riding hall. The rider tried to lean back again. His hips and knees were strapped firmly in place. His wrists were lashed to the saddle horn. He could not avoid the dildo t...

Suck My Big Tits Pt. 03

by breastysadie on Sep 18, 2017
Erotic Couplings

This is a fictional story about two adults engaging in consensual "Daddy"/girl age roleplay. This is not an incest story; the characters are not related. Please note, at no point in this story is there any reference to sex with a minor. The woman in the story is in her twenties, and even during the age-play scenarios, she is intended to be 18+ and should be...

P.A. for a Day

by susanxdresser on Sep 13, 2017
Transsexuals & Crossdressers

The gates swung closed behind Charles as he slowly drove his car up the sweeping driveway. Even though he was looking forward to the erotic delights which were in store for him that day, the cares of the world seemed to weigh heavily on his shoulders. As he drove up to the garage he mused about the dullness of the life which seemed to stretch endlessly befo...

Amy's Double Dildo Delight

by Hudson on Sep 18, 2017
Toys & Masturbation

Wooldridge markets mystified Amy; her Mother used to take her there every weekend, now Amy visited a couple of times a year. When Amy was a child, visiting the markets was like an excursion to the circus, the stall holders all seemed descendants of Gypsies with scruffy hair, earrings of all shapes and sizes dangling from their ears and bright and wonderful c...

Arab Dominatrix For Black Men

by Samuelx on Sep 16, 2017
Fetish

Boko Adewale grimaced as Miss Abdul-Hamid thrust her strap-on dildo into his ass. The big and tall young Black man struggled in his bonds but to no avail. Laughing, the matronly Arab woman smacked his face real hard while pounding his ass with her strap-on dildo. That's what Black studs like Boko Adewale get for having such cute asses. The first of the month...

The Affair Episode 04

by tk5555 on Sep 26, 2017
Loving Wives

Thanks to my editor Cheer_smartie526, this story was a lot more work that I thought it would be. This series is intended to be like a TV series, you can start on any story and it should make sense, but is better if you start from the begining. That said, this one is closely tied to the one that follows it. Enjoy the story. Brad glanced around the hotel...

A Personal Moment to Share with You

by cruiser5050 on Sep 19, 2017
Toys & Masturbation

Oh! It will be nice to get know one another... Now I think you are wondering if a woman likes sex? Well I do like sex, alone doing my masturbation, or with a man or a women, or at swinger parties. I thought about my sexual pleasure for a long time, and I wanted to share those moments with you. I am Monica, who just turned about 40ish. I was married once in...

Lottery Price Pt. 05

by Worldandmore on Dec 1, 2017
Group Sex

Jane was with me in the back car seat and we were all over each other. Rosie observed us in a rearview mirror. I took off her panties and toy and start to lick her pussy. I knew that is what she was missing whole evening and moment later she was naked and her pussy on my lips. "Eat my pussy dear! I really need that!" "I'll lick you whole night if you let m...

Strap-on Fun with My Wife

by riancd on Jan 7, 2018
Transsexuals & Crossdressers

*** This story is mostly true. *** I walked in to my bedroom and closed the door. My wife, Sherri, appeared from one side of the room wearing a black night gown and stockings with her toe nails painted red. I immediately knew what she had in mind. I told her to that I'd be right back and went in to my walk-in closet to get out of my boy clothes. Even though...