Hookup Stories

1,196 results
Orientation
Length
Source
Infinite Scroll

Cruising at College

by sugarsync on Sep 19, 2017
Transsexuals & Crossdressers

Its Friday and I am finishing up on schoolwork before the week long break. It's raining out and there are very few people on campus, so it's nice and quiet. Around the 7th hour of studying and writing I finish for the night, my eyes a little weary and more than a little restless from sitting so long. It occurs to me that this would be a perfect time to hav...

Tonight Was the Night

by xdejaendendu on Sep 26, 2017
BDSM

This is my first submission ever. I hope you all enjoy! ***** Tonight was the night. Sloane held her phone in her hand but her fingers were still. She was staring down at the glowing screen, at a conversation. "James (12:18 am): I want you tonight." Prior to this evening, Sloane had only whimsically considered an actual one-night hookup with some stra...

The Blowjob Girl Ch. 03

by rain57man on Sep 13, 2017
Erotic Couplings

*** The Final Chapter *** I finally had a chance to pause and take a few things in. I looked at my watch and realized we'd been going at it over an hour already, and each of us had had two great orgasms just from foreplay and oral sex. I'd kept the windows open a little bit to get some air, but we'd been so hot and into it the windows were steamed up comple...

Serena Williams Does Laila Ali

by Samuelx on Sep 12, 2017
Celebrities & Fan Fiction

Breathlessly, Serena Williams kissed her lover Laila Ali after a night of passionate lovemaking. Laila Ali looked into the eyes of Serena Williams, on top of whom she lay. Gently she caressed Serena's soft, firm breasts. Serena positively purred. Hot damn. This woman was seriously good in bed. What a pair they made. The world's number one female tennis playe...

Could It Happen Again?

by mumblegooseegg on Sep 17, 2017
Loving Wives

This story is dedicated to those readers who liked "It Has Only Happened Once," a previous story of mine, and especially those who documented their positive feedback: RyeandGingerAyle, bruce22, johnnyjay85, HappyWife85, Grayhair61 and Bill (via email). Thank you, all of you! Here is a happy sequel to the saddish ending to that story, with my wife Linda losin...

Roller Coaster Hookup

by mrbighead9 on Sep 13, 2017
Exhibitionist & Voyeur

This is my first submission to Literotica. Any comments are appreciated, and further chapters of this are planned, as well as several other stories I've been working on for a while. ____________________________ It was a hot, humid summer morning in early August when I decided to go to the local amusement park. Since all my friends were at work, I got in th...

Showing Myself to the Cable Guy

by deidra0228 on Sep 13, 2017
Loving Wives

This is a true description of a fantasy my husband begged me to act out in real life. A dear friend whom I have never met (Thanks Tim, wherever you are) convinced me to act it out, and the following is the description of events I sent him the following day. I finally showed this description to my husband tonight and he insisted that we mail it to the interne...

Zootopian Fantasy Hookup Pt. 01

by zoolicious on Mar 21, 2018
Exhibitionist & Voyeur

I have been working a couple of angles these past few months. I found a couple online that wanted to be controlled and exposed in public places of my choosing. I also found a complete submissive online from Pretoria, equally desirous of complete domination. Both asked me to write stories about them here. And then it occurred to me. Why not have them meet? W...

A Love/Hate Hookup

by Passionpen on Nov 6, 2018
Erotic Couplings

This story is true but happened to be a fantasy beforehand. Hope you enjoy! *** Around a decade ago, I held a job in the head office of a very successful company. I worked in the HR department and shared an office with three ladies. The first two women are of no consequence in this tale as they have no participation in the story I'm going to share. Th...

Fucking Sam on the Couch Pt. 01

by maxsmithdfw13 on Nov 19, 2018
Transgender & Crossdressers

This is the story of an incredible afternoon hookup with my hot FTM friend, Sam, told in two parts. I hope you enjoy! *** "Oh, fuck! Oh, fuck! Oh, fuck!" exploded from Sam as my dick pumped in and out of his eager wet pussy. He looked so sexy bent over doggystyle on the couch in the living room of his place, which he shared with a roommate who was convenie...