Southern Most Point Key West Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

The Key West Vacation

by WifeANympho on Jan 29, 2020
Group Sex

Jim and Carol had been married for ten years and had not been able to take a vacation for the past five. Jim ran a successful contracting business in their New Jersey home town, while Carol was a stay-at-home mom, but also ran her own yoga gym part time. They met in college and wed just after graduation. Their two children came along four and six years later...

It Has to be Fate Pt. 03

by Grey Eagle 286 on Sep 14, 2017
Loving Wives

This is a story about a young Marine Corps pilot during the era between the Korean War and the Viet Nam War. Reading the previous parts will lead to a better understanding of the plot and the characters.. Mica watched as his wife, Melissa, entered the bar at the Officer's Club. She paused and scanned the room looking for him. Young officers from all over th...

What Was I Thinking?

by BillandKate on Sep 12, 2017
Loving Wives

OK folks – this is fiction, nothing in the following story is based on actual facts, so please don't comment on how I'm going to jail for the things written below. If you've read some of my previous stories and commented on how I'm a wimp or any of the other derogatory comments – STOP reading now. If you've hated my previous stories you'll hate this one, so...

WBDP - Brianna Delivers Pt. 17

by Thors_Fist on Dec 10, 2018
BDSM

The second to last chapter of World's Best Diet Plan. Dawn undergoes more training. Similar to the other chapters in content, it consists of descriptions of oral, anal, lesbian, and interracial sex. There is bondage and discipline and more exhibitionism than normal including an act of public sex. I am going to miss the characters in this story, they seem to...

Doc and the Porn Star Ch. 06-10

by SteveWallace on Jun 4, 2019
Group Sex

Chapter 6 Jake Hill and Alan Marshall were nice guys. Jake was an intern doing rotations at the hospital. Jasmine admitted to flirting with him because he constantly walked past her workstation. He was about six foot, serious about medicine, and somehow surviving his first year as an intern. He'd been on crew in his undergrad, an activity that made him what...

Bikini And A Badge Ch. 14

by Sweetcheekss on Sep 14, 2017
Erotic Couplings

Back onboard the houseboat, Brittany and Evelyn helped Kimmie get her clothes and gear stowed away. Kimmie's airsickness had passed, leaving her in a much brighter mood. Sitting out in the shade on the front deck of the houseboat, the trio sipped iced tea, chatting about the upcoming assignment. "I read in your dossier, you speak several languages." Brittan...

Mrs. Hart's Ache Ch. 09

by orencool on Sep 14, 2017
Novels and Novellas

This is the eighteenth installment of Mrs. Hart's Ache Chapter IX "…Hail! Hail! The Gangs All Here…!" ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Author's note: see the Index of Terms for the definition of any word with which you are not familiar. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ This is a simple tale of retribution, wherein the young hero teaches the mother of...

Fourth Vector Ch. 15

by CJMcCormick on Aug 24, 2020
Sci-Fi & Fantasy

Chapter 15: Showdown Author's Note: There's a lack of sex in this chapter as it just didn't quite fit in with any of the scenes. I'll make it up to you in the next chapter. Enjoy. ***** Jack took aim at one of the Swabian warriors now rushing his position only about thirty yards away. The man had just cranked the bolt back to eject his round before slidin...

Bikini And A Badge Ch. 15

by Sweetcheekss on Sep 14, 2017
Erotic Couplings

With Key West less than thirty miles ahead, Brittany cut through the keys, passing beneath the Overseas Highway. Checking her watch, she noticed she’d estimated her time pretty close. Rob should be waiting at the marina for her. The late afternoon sun sparkled off the water surrounding the Keys as she continued on, slowing her speed as she incurred more boat...

Dancing at the Garden

by databurst on Oct 15, 2017
Exhibitionist & Voyeur

In the southernmost part of the Florida Keys, Key West, there's a bar on Duval Street called The Bull, located in an old three-story building. They have very good live music most afternoons and every evening, and big open windows at street level that allow passers-by to look in from the street and listen. One flight up from The Bull is another bar called The...