Cuckold Crossdressing Stories

8,100 results
Orientation
Length
Source
Infinite Scroll

Sissy Boi

by DrLuverotica on Sep 12, 2017
Transsexuals & Crossdressers

COFFEE "Thanks for me, Raquel, I'm at the end of my tether and I don't know what to do with Dan anymore." I was meeting Raquel, one of my colleagues for coffee. She knew I was struggling with my husband, but didn't know the problem was in the bedroom. "That's alright, Jo. My pleasure." "Look what I've got to share with you is deeply embarrassing, so I beg...

Loving Wives

by NemosFolly on Sep 14, 2017
Reviews & Essays

First of all, it must be noted that I am not a writer of erotica. I find it much more fun, and erotic, reading stories where I'm not sure exactly what's going to happen (even if it's pretty clear from the direction of the story so far) than writing ones where I have such absolute control. But I am an avid reader, and I have read many stories in each of the c...

Poppets

by surrealmod on Oct 19, 2017
Fantasy

The Players Introduced The house, such as it remains, is now quite far from the reach of any but the most determined. Those who made it their home are now dispersed throughout the world. Should you meet them, in bars or restaurants, or even walking down the streets of their new suburban climes, they will invariably deny the events I am about to relate. You m...

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Dreams

by DrLuverotica on Sep 25, 2017
Transsexuals & Crossdressers

"Hey! Hey! Wake up, wake up!" "What? Jo, what is it? What's going on?" "I think you should be telling me that!" "I don't understand." I was slowly coming round now, But I was still mystified as to why my wife had woken me at 2 a.m on a Saturday morning. "Erm your cock is as hard as nails and you were waving your ass in the air," Jo said, starting to laug...

Love Your Readers: Categories

by Tx Tall Tales on Dec 9, 2019
How To

============================ Help Your Readers. Categorized Your Story Correctly. In Love Your Readers, I wrote about things you do to improve the reading experience for your readers. In Love Your Readers: Categories, I'd like to share my ideas on making it easier for the readers to decide to give your stories a read, by placing it in the right category....

My Cuckold Fantasy Pt. 04

by love_tights89 on Jul 24, 2018
Fetish

Quite what she was planning would clearly have to wait, she wasn't going to tell me now. I watched as Chris came out of the shower with just a towel draped round his lower half, Charlotte walked over to him and kissed him deeply. Her hand resting on his chest. He gave her bum a firm pat and squeeze as she walked past him into the bathroom. All through the ni...

Pink Panties

by DrLuverotica on Mar 27, 2019
Transgender & Crossdressers

It all started with a pair of pink panties. It was sometime after midnight when Jo arrived home from being on-call at the local hospital. She'd received a phone call several hours earlier about a bleeder and had to rush in. Recently her workload had become almost unbearable, but we needed the money so she was working her sexy curvaceous ass off. By the ti...

Shooting The Moon Ch. 04

by SEVERUSMAX on Nov 8, 2017
BDSM

"So, that's it. The new contract for Robert and me in our new life of bondage to you. I rather like it, in fact. It's making me wet, just thinking of how much we're both your sluts now. My hubby and I. We belong to you for life, by our own agreement. We will gladly serve you, as this contract stipulates, Master," Lindsay assured me, her silky hands caressing...

Cruising for a Bruisin' Ch. 01

by komrad1156 on Sep 16, 2017
Transsexuals & Crossdressers

*Note to readers: After writing The Agreement, I had several people email me and ask why I don't go full time. The answer is very simple: I like being a guy. I only want to be a girl part-time. I've never had any interest in being a woman, and any thoughts along that line were completely dispelled after going on a cruise with a former boyfriend. Whenever I...

Forced Crossdressing Stories

by Dayeandknight on Feb 1, 2018
Transsexual

All of these stories share a central theme of Crossdressing. Rather than add yet another story for one of my ideas, new ones will now go here. I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't yo...

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