Diaper Girlfriend Stories

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Orientation
Length
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Infinite Scroll

Jerry becomes Jill Pt. 02: Entrapment

by gasissynora on Dec 24, 2019
Transgender & Crossdressers

This is the second part of my story about how I became Jill. The holidays are over and I return to college and move into my friend Rikki's apartment. She had been a great support while dealing with the death of my parents. Her entrapment of me is stepped up. I get back to school mid-afternoon on Sunday and get settled into my room at Rikki's apartment. The...

My Wife and Her Boyfriend Pt. 02

by Anthony1965 on Jan 21, 2020
Loving Wives

This story is a continuation from my first story. How I sink further into humiliation and lose my wife even more, if that's possible. Now the continuation... I sat in the living room on the couch and couldn't believe what happened. Did I really lose my beautiful wife? Was this just a game on their part? I was snapped out of my thoughts with the sound of s...

The Homie's Girl Pt. 01

by Systematick on Apr 1, 2020
Erotic Couplings

I know it's bad to plot on another man's woman, especially when that woman happens to be your homie's girl, but if he was making it obvious he didn't want her, a real nigga had to step in. His reasons for not wanting her were petty: she was too tired, didn't give him enough attention, was hanging on to her pregnancy weight, didn't have fun with him anymore....

Jeff Explores His Fantasies Pt. 05

by majorpayne_1342 on Apr 28, 2020
Transgender & Crossdressers

That particular Friday was forged in my mind. The pleasures I felt that day could never be repeated. I thought I was dreaming. In just the morning of that day, I had enjoyed being with Raven and Mia. I never thought something like that would ever happen to me. I hoped I could experience such a moment with them again. Back then, I thought it was gonna be the...

Dora's Boyfriend's Naked Roommate Ch. 03

by TenuousMasculinity on Jul 6, 2020
Exhibitionist & Voyeur

"What's up Explora?" "Deja vu, that's what." Dora walked through the entrance to Allen and Grant's apartment. After their extraordinary weekend activities, Monday at work was the slog of all slogs. Dora spent the entire day trying not to think about what she might get to do if she beat Allen to his apartment. She also spent the day thinking about what sh...

The Summer of Chelsea Pt. 01

by reinemartell on Jun 9, 2020
BDSM

*All characters in this story are at least 21 years old at the time it takes place* * My name is Jordan Bishop, and I'm a scumbag. I am not proud to admit this, but I cannot deny it either. The ironic thing about me being a scumbag is that I really have no reason to be. I had a comfortable upper-middle class childhood, and my parents have always supported...

I'm So Proud of Her

by AveTriarius on Jul 27, 2020
Fetish

"No, keep going. Don't stop." She breathed. "I'm sorry..." is all I can get out as I begin to cum. I pull out, despite wearing a condom due to fear, and my insubstantial cock begins to spasm filling the rubber. Whilst she leans back and sighs in exasperation, I believe I hear a faint "fuck sake" but I struggle to make it out. Missionary is the only positio...

Quasimodo

by BJB69 on Oct 6, 2020
Group Sex

"Hey Kwaz, come over here." "OK Vince," I said. I walked over to Vince and a few of the guys and said, "What's up?" "What do you think of my girl Debbie?" He asked. "Wha-what do you mean Vince? Debbie's a nice girl and really pretty." "Come on Kwaz. Be honest now. Admit it, she's a fucking bitch. Tell me you wouldn't like to fuck her." "Well, uh . . . e...

Quasimodo Ch. 03

by BJB69 on Oct 6, 2020
Erotic Couplings

Debbie came home to visit her parents about six times a year. During the first two years of her marriage, her husband came with her half the time and she came alone the other half. We always managed to spend a few hours together fucking when she came a lone. The next two years of her marriage, she came alone every time. And a couple times, she came back and...

Rediscovering Diana Ch. 02

by DirtyOldM50 on Oct 6, 2020
Toys & Masturbation

This is the second part of a story based on conversations between two good friends. Voting on the first part was positive enough for me to feel that this should be continued and there are a few more ideas in the pipeline. Constructive criticism would be welcome. All characters involved in sexual acts are well over 18. --- As she walked the short distance...