Sailing Stories

4,437 results
Orientation
Length
Source
Infinite Scroll

A Transforming Trip Ch. 05

by happy_bloke on Sep 14, 2017
Exhibitionist & Voyeur

'So are you looking forward to the weekend trip?' Clare asked the next morning. She was sitting in bed, the crisp white sheets covered just up to her navel. She was reading a book on sailing, obviously looking forwards to the weekends yacht trip. The book mostly covered her breasts but I lay and admired her anyway. 'Sure, it will be fun, Pascal and Veroniqu...

It Started at Work

by JANAMARIE on Sep 14, 2017
Erotic Couplings

I had been working at this place for almost two years and had never seen one gal worth a second glance in the office until they hired this cute little thing as an apprentice. The word on the office grapevine was that she just had had her twenty-fourth birthday and this was her first full time job as an apprentice architect. She didn't have much of a body to...

Alicia Goes Gunk Holing

by morris40 on Sep 15, 2017
Group Sex

This is an erotic memoir with a happy ending. All of the people you will meet are sexually adventurous. All will be thoroughly aroused and then satisfied before the end of the story. But, even in the context of a story that would be rated xxx if filmed, a gunk hole is not what you think it is, unless you're a sailor. If you're a sailor, then you'll know that...

The Love of Sailing Ch. 01

by Thomas22John on Sep 12, 2017
Loving Wives

Waking up to a beautiful sunny morning it dawned on me - today we started three weeks holiday on our sailing yacht. Marie was already busy in the kitchen and the familiar smell of nearly burned toast signalled the necessity for action. A quick shower and I was more or less set for the day. "What lovely homey smells you make," I told her, giving her a big hu...

Cruising on the Jenny Green

by ronde on Sep 16, 2017
Mature

The sun was just peeking over the horizon when I slid back the hatch cover and climbed up the short stairs to the deck of the Jenny Green. I had new clients coming on board at ten, and wanted to make sure everything was in order. Brandy had already cleaned the cabins, changed the sheets on the beds, and stocked up the galley. All that remained was to check t...

My Transformation into a Shemale Ch. 01

by jamtby on May 29, 2018
Transsexuals & Crossdressers

Kyle asked me to meet him at a bar in Ybor for a drink. We had met during a meeting and found we had many business interests and sailing common. Kyle is married and like to make friends. During our conversation he shared with me that his wife, Maxine, has a strong personality and likes to take control of conversations and gatherings. I arrive early and sat...

The Shores of the Witching Hour

by KittenFcker on Sep 16, 2017
Sci-Fi & Fantasy

It was already midnight. The Witching Hour had arrived fast this evening, but now that it was here was assuredly in no hurry to be going anywhere as soon it had first came. Alexis was gasping for air, her mind racing, her lips quivering, her heart pounding, her spine shivering, legs shaking, vibrating, toes tingling, her pleasure pulsing and appendages conv...

If You Lead, I Will Follow

by AlexisD on Sep 13, 2017
Erotic Couplings

I nonchalantly try to check my hair in the reflection of the glass at the Arrivals gate. Anxiously I brush it behind my ears, argh, do my ears look too big? I shake the curls free and glance up at the monitor. You’ve been on the ground exactly 5 minutes but it feels more like 5 hours. I tug at the leg of my black jeans, maybe I should have worn a dress, what...

Journey to Another Life Ch. 08

by DrPope on Sep 15, 2017
Loving Wives

Authors note: Sorry this Chapter has taken a bit longer to get out but hopefully the next few chapters will be quicker. As always reasonable comments and feedback and welcome. Anything unreasonable or abusive will be deleted. * After she'd skipped off, small beach bag in hand, he felt that he, too, was at the beginning of a great adventure. The prospect of...

Come Alive Ch. 01

by Adrian Leverkuhn on Sep 28, 2020
Romance

(While working on 88 I started thinking about things, and this story began taking shape in my mind. Rather than put it off I started work on what you see here. I'll work on both stories this week, and I may revise some of the things you read here. Anyway, I hope you enjoy...A) Part 1 Henry Taggart wasn't exactly what you'd consider a sympathetic character,...