Man And Woman Swap Outfits Stories

360,183 results
Orientation
Length
Source
Infinite Scroll

The Pearl Necklace

by sevenseassailor on Sep 13, 2017
Erotic Couplings

She was my friend, she was my confident and she was my occasional lover. Today however, she was a client. Here to have a photo-shoot done, something she claimed she had always wanted. This woman was a fan of the classics, so the photos were supposed to have a classic feel; 1940's. She arrived at my studio in a sundress, short heels and Sunglasses. A perfect...

Husband with Testing Device Ch. 03

by Floydman1 on Apr 22, 2019
Transgender & Crossdressers

Author's note: This is a continuation of my on-again, off-again series inspired by Razmagurk's "Girlfriend With Testing Device" series. ***** The hot water cascaded over my back as I looked down. Below my big breasts I saw my husband on his knees, working my hard dick in and out of his mouth. It was heavenly the way he was working his hand up and down my...

Maid to Order

by dreadknots on Jul 30, 2019
Transgender & Crossdressers

Hi! Another story! Yay! This one is a little softer, in the same vein as The Girl Inside. If you're looking for hard fuckin', this might not be for you. Definitely for folks who focus more on the crossdressing aspect and bois kissing bois. This is told in the 2nd Person too, and assumes you are a boy at the start. Just a heads up! Anyways, please enjoy a bri...

Girlfriend with Testing Device Ch. 18

by Razmagurk on Nov 26, 2019
Transgender & Crossdressers

Warning: This chapter features head swapping, shoe shopping, high-heel stomping, boob swapping, top dropping, melon making, revenge taking, hair cutting, sexy strutting, bikini wearing, boys staring, leg swiping, moral griping, tit jiggling, rampant giggling, ice creaming, villainous scheming, feminine wanting, promiscuous flaunting, mom wrangling, girl-dick...

Mission Impossible

by Wanabeinflatable on Apr 9, 2019
Sci-Fi & Fantasy

I was the last to enter the briefing room and stumbled upon Lamed's gaze. She is our coordinator, usually this woman is so optimistic and ever-ironic, but this time she was dead serious. I could read tension in her eyes. Yod had such an uneasy face expression. Samekh just looked grim like a cloud bearing thunderstorm, though that was nothing new - she just h...

Girlfriend with Testing Device Ch. 03

by Razmagurk on Jul 10, 2018
Transsexuals & Crossdressers

Author's Note: This is part three of my smutty little romantic comedy series. This chapter starts off the Mall Arc, which runs until chapter 6. One of the longer chapters, it's a little lighter on the smut, but a little heavier on the swaps, and I hope you'll find it no less sexy. Please leave a comment! I really do love hearing from readers! Even when I'm...

Body Traders

by Little Dreamerman on Sep 17, 2017
Loving Wives

I suppose I wouldn't qualify as a hall of famer when it boils down to some swinging action but I've been there .... done that. Back in the mid 70's the thoughts of the swinging lifestyle began to excite me and believe me there were a lot of swingers back in the 70's. The groups were more secretive and selective in those days but there were plenty of mate s...

Girlfriend with Testing Device Ch. 10

by Razmagurk on Jun 4, 2019
Transgender & Crossdressers

Author's Note: Okay, let's get back into this for reals this time. Warning: The following chapter is rated a sexy R and contains boobs, tits, forbidden fruit, lusty stares, venus envy, handsome ladies, sexy dudes, cheerleaders, stripping, job swaps, crossdressing, makeup, motivational speeches, body swaps, more boobs, jealous friends, amateur pole dancing,...

Meeting Another Couple with Anna

by dan09 on Sep 14, 2017
Loving Wives

Warning: this story contains wife swapping, wife watching and lesbian sex. * Anna and I had gone back to chatting on line with other couples since the Halloween party. Although we had plenty of offers we didn't feel the need to rush into anything. We both had settled on the fact that swinging was something we both wanted in our lives but we had put ourselv...

My Wicked Ways Ch. 18

by SEVERUSMAX on Sep 18, 2017
Group Sex

Ninve and Sandra were both as good (or bad, depending upon your point of view) as their word. They teased me relentlessly during my lunch, but at least I was able to rest my dick and recover by not touching it despite the constant stimulation. We had a nice, long leisurely lunch, even some dessert in the form of a great Key Lime pie, but it couldn't last for...