Sailing Stories

4,437 results
Orientation
Length
Source
Infinite Scroll

A Whale of a Sail

by 1mbibry on Sep 1, 2017
Group Sex

"I'd love to take you sailing" I said in my last email. I never really thought anything would come of it though... So here I am, months later, talking to a couple on the dock about sailing. We talk about my boat and we talk about where they're from. I introduce myself and they tell me they're names are Dan & Jill. He's about 50 or so and she's appears t...

Suddenly Sarah

by grizzley123 on Sep 14, 2020
Loving Wives

This is a story is a fantasy grounded in some truth. It is different than my usual stories, but like all of my stories, it was inspired by some recent events. I hope you enjoy. ***************************************************************** I hadn't kissed another woman in almost 30 years. It was weird at first but became electric. It was a long time com...

Pirate Adventure Source Ch. 02

by R. Richard on Aug 30, 2017
How To

Pirate haven: A pirate ship had to have a base, a place where supplies could be bought, a ship could be repaired, booty could be sold, information could be gathered and the crew could rest and relax between missions. Many coastal towns and many islands have been havens for pirates. The inhabitants might or might not engage in piracy themselves, but pirates...

Sailing With Friends Ch. 02

by Mandyxxx42 on Aug 31, 2017
Exhibitionist & Voyeur

Synopsis, John and Susie start a sailing holiday and ask another couple to join them after hearing about their misfortunes. I looked at my watch it was still quite early but already we were waiting in the hotel lounge for Caroline and James. I took a sip of my coffee hot and sweet I needed it my head reminding me of how much I had drunk the night before...

Pirate Adventure Source Ch. 03

by R. Richard on Aug 30, 2017
How To

Weapons: The favorite weapon of pirates was the cutlass. The cutlass was a short bladed, curved sword, sharpened on only one edge. A cutlass was shorter than a sword and worked well in the close quarters combat of pirate era fights. Also, a cutlass cold be carried in the teeth as a pirate climbed or swung into a prey ship. In fact, the pirate cutlass was so...

Given

by Sven the Elder on Sep 13, 2017
Romance

He sat alone. His table was on the patio where he could see the cars as they pulled into the restaurant parking lot. He waited for her and wondered what to expect. Patio? Well that was stretching it a bit -- actually it was a floating pontoon, a pier really, but the end opened out into a large area and he could sit comfortably there in the early evening suns...

A Sailor's Rescue

by The Helmsman on Sep 15, 2017
Group Sex

I recently had an experience that changed my way of looking at the world… My current work allows me a great deal of free time. I spend as much of it as possible sailing in and around the San Francisco Bay on a 40 foot sailboat. I enjoy the freedom of sailing and have made many good friends where ever I go. One evening last month, I was coming back in through...

Jost Van Dyke

by Jim Dogget on Sep 17, 2017
Loving Wives

A Jim and Mary Story July is a dumb time of year to charter a sailboat on the Florida Gulf Coast. When there’s wind it’s fine, but when the wind drops it’s as muggy as a steam bath. But at least it’s cooler when you are sailing, and that’s what we were doing, making the best of the morning wind. We had got fed up with dodging the trains of barges, and the M...

Sea State Six

by dirtyjoe69 on Sep 13, 2017
Non-Erotic

If there are any sailors out there they will know what I am talking about when I say sea state six. It isn't the worst state to be sailing in but it is not picnic either. I remember it as if it was yesterday and the moment still brings fear in my heart. I am a radar operator on a warship, which I love doing. Most people can't handle the overly cold dark roo...

Cool Cruising

by EgmontGrigor2011 on Sep 19, 2017
Romance

CHAPTER 1 Cliff Cross was preparing to sail up the coast of the French South Pacific territory of New Caledonia and was in port in the capital of Noumea topping up with diesel and water. He'd been ten weeks sailing up the Australian northeast coast visiting places and then crossing the Coral Sea attempting to find adventure and caught the attention of a n...