Man And Woman Swap Outfits Stories

369,692 results
Orientation
Length
Source
Infinite Scroll

Girlfriend with Testing Device Ch. 04

by Razmagurk on Jul 25, 2018
Transsexuals & Crossdressers

Author's Note: This is part four of my smutty romantic comedy series. This chapter continues the Mall Arc, which runs until chapter 6. Continuing on the themes introduced in the previous chapter, this one is also a little lighter on the smut but heavier on the swaps. Please leave a comment! I can't begin to express how much I love hearing from you guys. Ev...

Girlfriend with Testing Device Ch. 07

by Razmagurk on Sep 24, 2018
Transsexuals & Crossdressers

Author's Note: This is part seven of my ongoing epic. This is the start of the strip club arc! The strip club arc is where stuff really starts to take off. Expect lots of fun sexy hijinx ahead. Warning: this chapter is rated a lustier-than-normal R and includes, in part, boobs, easily distractible narrators, jiggling tits, lascivious bisexual besties, grea...

AI Editor Game

by NothingsHere on Apr 29, 2025

Joe couldn't explain it, but he created fully-sentient AI. It wasn't some weak (as in the literal terms weak/strong Artificial Intelligence) language model with a regulator to manage the inconsistency of character roleplay as he intended. What had gone from the dialogue generator for his pornographic sandbox-sim Sexy Stat Swap became a strong AGI that was de...

Open in Reader

Garnet: a Story of Submission Ch. 02

by frillypanty on Sep 16, 2017
Transsexuals & Crossdressers

2. Second Commission I thought long and hard how I was going to accomplish this. It wouldn't be the same as my first experience in buying girls clothes for myself; that time the exotic nature of the costume I'd been ordered to acquire necessitated a visit to an Anne Summers outlet, where the young woman who'd served me hadn't 'batted an eyelid' at the conce...

Wild Night

by drambuie2001uk on Sep 12, 2017
Loving Wives

This is a copy of an email sent to the people concerned names have been changed to protect the question for you all did the events mentioned actually take place or were they fiction. Well now where do I start it was such a night it's difficult to remember it all. Who would have thought a chance message in a chat room would have led to exchange of emails and...

Watching Her Let Go

by MISKODRAK on Sep 13, 2017
Group Sex

The following is a brief story of something that happened in Autumn 2015. After 20 years of marriage and two young kids our sex-life had pretty much been demoted to "functional" at best. My wife Sylvia, is a truly magical mother who's never ceased to amaze me with her untiring care and love for our two fabulous kids and while she's put her heart and soul in...

Amber on Display

by TopOfAmber on Sep 19, 2017
Loving Wives

It was a quiet Saturday afternoon in June. Amber and her husband Paul were deciding what to do that night. It was a typically warm day in south central Texas, and the warm day promised a predictably warm night. "We haven't seen Ken and Lacey in over a month. Why don't we call them and see if they want to meet us at Vibe?" Amber offered as an idea. "Good id...

The Show Must Go On Ch. 03

by DavePunter on Sep 12, 2017
Exhibitionist & Voyeur

Please Note: This is part three and you probably need to read the first two parts for this to make any sense! * It was the morning after Kate had given their friend Tom the pleasure of seeing her in her see-through bikini. Of course it was an accident but it was an accident she was glad had happened. That brief few seconds as Tom stared at her pussy and ti...

Tournament Time

by Riley196730309 on Sep 13, 2017
Loving Wives

My daughter is a high school senior and a very good softball player. When she first started playing travel ball, my wife and I would take turns taking her to out of town tournaments so the other could stay home and tend to our restaurant business and our two dogs. This is when our life took a very interesting turn. At the first tournament, I found myself ha...

Magic Dress - Yvette Pt. 01

by SlightlyRude on Mar 26, 2019
Transgender & Crossdressers

I put on the dress and my life changed. I cannot now remember exactly how it came about. Kathy had bought the dress second-hand, put it on, and asked me how she looked, so I said very nice. Then somehow she said I should put it on and I did. Perhaps it was a joke, I can't honestly say. It should have been ridiculous, a middle-aged man in a dress, but it wasn...