Story Caboose Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

Carrie's Caboose

by Maquinna on Sep 13, 2017
Anal

There it was, shamelessly hanging out for the whole world to see. Like a big, denim-clad moon, just waiting for some enterprising astronaut to rocket aboard. Carrie bent fully over, kneeling in the vinyl seat and leaning out the passenger car window. Her ass swayed in counterbalance to her waving arm as she shouted goodbyes to her friends on the train platfo...

Going For The Goalie

by wild_jay on Sep 17, 2017
Celebrities & Fan Fiction

This story is written for Literotica author Chanson Bleu. It is in payment for a friendly bet we had on the outcome of this year's Stanley Cup Playoffs, won by her beloved Colorado Avalanche. CB provided the synopsis for the story, an erotic fantasy of hers, as per the bet. Additionally, she helped me with information on Denver, the French language, and help...

The Sleepwalking Detective

by regularguy13 on Sep 18, 2017
Group Sex

This story is entered in the 2016 Nude Day contest. This is a longish tale with anal, incest, first time, group, lesbian, non-consent and regular sex. Our group of amateur detectives must bare it all to catch a killer. * January 1978 "Uh . . . Uh . . . Uh," Tony grunted as he thrust. He rhythmically shoved his cock into the hairy hole of his coitus partn...

Crystal Clear Ch. 25

by Romantic1 on Sep 11, 2017
Group Sex

This story is part of a continuation of my Road Trip series (see the end of 'Road Trip – California' for a list of the chapters of that series, in order to be read). You need not read that series to enjoy this series. Although real places and celebrity names are used for realism, this story is fiction. Please 'read, enjoy, vote, and comment.' Synopsis of Th...

Sex, Cheating and Romance Ch. 01

by DG Hear on Sep 15, 2017
Loving Wives

This story has six short chapters. I will submit a chapter for posting each day for those who want the story all at once. A big 'Thank You' to Estragon for editing my story and making it a much better read. Please don't pre-judge the story. There are quite a few twists and turns. It could go in a number of different categories. DG Hear Chapter 1: I'm Ra...

Classmates in a Caboose

by aubreyjudge on Sep 12, 2017
First Time

They were classmates, Robert and the two women whose names were Lenore and Christie. They sat together, in the back of the room, while Professor Hilroy went on and on about sociology. The lectures were a little dry but he's get excited when students would raise their hands to make points in class so it wasn't all bad. This was summer school at Indiana Univer...

Two Wives, Two Lives

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

This story is based on real people and true events in my life. There is a strong fantasy component which I trust will be obvious to the reader, to whom I leave the task of sorting what's fact from what's fiction. There is very little explicit sex in this story. It's a story of love found and lost, and found again in a different time. And for the record: Ba...

UCLA to Big D Ch. 07

by FifthEstate on May 8, 2018
Interracial Love

This story is posted on the Literotica website and the author does not give permission for it to be reposted or reprinted anywhere else without consent. There are 18 chapters to this saga and I strongly encourage you to read them continuously (at least the first time around). I think you will find it fun and funny at times, but don't be misled; this is not a...

Taking the Ride

by anonymous3 on Jul 4, 2018
Fetish

This story is entirely a work of fiction. ***** I walked into the Close Encounters Astrolounge for the third night that week. I wandered over to the bar, about twenty feet or so from the front door. The lounge was a good-sized room, probably 25 or so feet square. To the rear of the bar, in the left-hand wall, was a set of heavy wooden doors, which led to...

The Railroader and the Bank Teller

by SXDispatcher on Mar 2, 2020
Loving Wives

The story you are about to read is part fact, part fiction. The names have been changed to protect the not-so-innocent. "It was a long time ago, and as they say, the wench is dead." I recently saw the obituary of my first lover from 36 years ago. It brought back a lot of memories, things that pleasantly haunted me. After several sleepless nights, I had to p...