Chastity Vacation Stories

28,540 results
Orientation
Length
Source
Infinite Scroll

Xenodiagnosis of a Marriage

by moreandmore on Dec 23, 2019
Loving Wives

Xenodiagnosis: The detection of a parasite. Please read my profile for my stance on comments. Feel free to email suggestions or to start a conversation. Private messages work too. Harold Arlen; Johnny Mercer: "I should stay away but what can I do? I hear your name, and I'm aflame. Aflame with such a burning desire." + + + + Revenge. The concept is simp...

Slave takes Mistress to Hawaii

by CharlestonAce on Oct 29, 2018
BDSM

PRESENT DAY "If you don't mind my saying, the young woman you are with is stunning," the man said. "I saw the two of you together yesterday. Honeymooning?" "Thank you, I'm flattered. But no, she's not my wife, she's my Mistress," I replied. The man sat back from his breakfast, looked around the cafe, and blinked hard. His reaction made me smile. Mistress...

My Hotwife Journey Ch. 02

by OhioVixenWife on Jan 15, 2019
Loving Wives

Chapter 2 Our First Time Hopefully you've already read chapter one of my story and you understand how we arrived here and the significance of the small steps forward we took in anticipation of this happening. I've also realized that I didn't properly introduce us in chapter one. My name is Lynn and I'm 49 years old at the time of writing this, the events de...

Stray Cats Ch. 07 - Final Chapter

by Dreamweaver594 on Apr 9, 2019
Transgender & Crossdressers

This is the last chapter of a story that I first posted in 2015 on this site. It's still relevant, well most of it is. I hope you enjoy it. Oh, as a reminder, you might consider going back to read the opening chapters as much of who these characters are established there, But, as always, it's your choice. Please leave a comment when you've finished, feedba...

Julia, Ben and Lisa Ch. 08

by chloejacobs83 on Mar 2, 2020
Transgender & Crossdressers

Ch 08: Tuesday A few quick notes: 1. this is the eighth chapter of a longish story, a novel in many chapters 2. everyone is 18+ 3. there is no safe sex here - cause it's a fantasy, not an instruction manual 4. crossdressing and gender bending, not everyone's cuppa tea - be forewarned I'm sorry for sounding so stupid back there. For sounding like I'd never...

27 Pt. 07 - Kyle and Kelsey

by dfw_guy on Feb 3, 2020
Anal

This story is an act of fiction, all characters are over the age of 18. This is a multi-genre story, it contains cheating, group sex, lesbian themes, dominance and reluctance, cuckolding, girl on girl anal and guy on girl anal. Prologue: Jack, is simply not bound by conventional standards of decency of today. Jack has rugged good looks, is confident, c...

Era Erotica Ch. 17

by Slyguy1313 on Feb 12, 2019
Celebrities & Fan Fiction

Disclaimer: This a work of fiction. It did not/will not happen in real life and should not be mistaken as such. Chapter Seventeen: Out Of The Woods Starring Taylor Swift Codes: MF, Cons, Facial, Oral, Public ***** 2019 "Back to work tomorrow." Cole said sadly as the pair of them settled into their bed. "Yep. Vacation's over." Taylor replied in an...

Thirty Five Years Late Ch. 02

by Leenysman on Sep 11, 2018
Erotic Couplings

The next morning, when the alarm blared, I woke up with an erection pressed into the crevice of Jane's ass. She bolted right out of bed, and changed from nightdown into sweater and jeans. She looked back at me and the tent pole in my shorts and sighed. "I really wish I could stay and take advantage of that morning wood, but Amelia needs to get to school, the...

This is How to Vacation

by AmandaNight on Sep 10, 2018
Loving Wives

Marcy tugged down her tiny swimsuit bottom and aimed her phone camera just below her beltline, making sure to frame a tuft of pubic hair with the white fabric and the tops of her thighs. She took the picture, and sent it to her husband Jack with the message, "Only one more day!" "You finally found an acceptable bikini? I like it." Jack sent back. Marcy smi...

Sailing Away Ch. 26

by Jasmyn_White on Jul 20, 2020
Fetish

Chapter 26 1858 local time and messenger lines are getting tossed to bring us to the pier. We are tying up to Pier 69, and, as Brian said, it's industrial, not for pleasure ships. It's dusk, and we are mooring for the night. Interesting how this area seems so purpose built, rugged, and yet five star hotels and tourist traps are just several hundred yards...