Chatroom Stories

364 results
Orientation
Length
Source
Infinite Scroll

How to Cyber: Step 01

by goddessinjapan on Sep 12, 2017
How To

Well, I already wrote about how to I stumbled into the wonderful world of cybersex...for those out there who want the benefit of my trial-and-error learning, I offer the following, for what it's worth! I've included a few personal anecdotes, but everyone's identity has been disguised. First things first- How do you meet someone? If you're female looking fo...

An Alien Love Bk. 02 Ch. 21

by Read_Moore on Oct 19, 2020
Sci-Fi & Fantasy

Hello, my friends! I am moved into my new house, but there is so much work to be done! Ugh! I am writing now even though I should be cleaning and painting. There is a mouse in my walls and whenever I hear him I think "He's so industrious! I should be working as hard as that little guy." And then I open up my computer and write something. (I will admit I am k...

David to Dee Ch. 03

by kinkymaid on Sep 25, 2017
Transsexuals & Crossdressers

Dee slept for nearly twelve hours following her adventure at the adult book store. While she slept, Gina contacted the nurse that she'd spoken to in the chatrooms by phone, speaking quietly so as not to rouse her exhausted lover. Dee, however, was awake, listening in on Gina's surreptitious plans. She pretended to remain asleep, staying absolutely still wh...

Steve Meets A Cougar Ch. 01

by squarejohn on Oct 12, 2017
First Time

Feel free to make comments and criticism. I finished work, and drove home, as usual. I stopped at the Mall to pick up a birthday present for my mom. I gave a lot of thought about what to get her. She was forty-five and had just about everything she needed and most of what she wanted. But since dad died in a car wreck two years before, mom just kind of fad...

Disabled Love

by RyanInOttawa on Sep 13, 2017
Romance

It was the spring of 2003 as I sat in a chatroom on IRC. Out of nowhere, a girl named Brandy logged on. We seemed to hit it off right away and we traded self pics. When I first saw her pic, I sat there frozen because before my very eyes was a very attractive girl and I knew in my heart that I had to get to know her. A few minutes later, she told me that she...

Juli and Steve

by Gillia on Sep 2, 2017
Erotic Couplings

Juli stood there waiting in the terminal of the airport. She glanced at her watch, and of course, Delta was running late. She had followed Steve's instrustions to the letter, wearing the outfit he had asked of her. They had been dating online for well over a year. She was looking forward to their first meeting. It had been a casual meeting in a chatroom that...

James Explores Ch. 02: Daddy's Girl

by ShyBiSub on Sep 24, 2019
Transgender & Crossdressers

All Characters are over 18. The first part got wayy more views than I ever imagined so I decided to continue ;) Thank you *.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*. Memories from Part 1 "Good girl. See you again next week, same time" He squeezed James' bottom in his hand. "Yes Daddy" The Crush James couldn't stop thinking of what happened that d...

An Obsession

by Marcus_Cicero on Jul 30, 2019
Transgender & Crossdressers

It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla. Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...

My First Cheat

by wanitamok on Mar 6, 2018
Loving Wives

I am not really a writer but here to vent the secrets that I kept to myself all this while. I am a chubby wife and in my late 30s. This is my second marriage. I have no children from either. I am plump with a 42E assets and big but not huge ass. Since the previous marriage, I am the horny type. I was usually the one who started the little things prior to h...

Chatting with Carol Ch. 02

by FamFunandSun on Mar 6, 2018
Erotic Couplings

This is the second chapter of a story which began after meeting Carol in a Literotica Chat room. Thanks to LB for editing and suggestions about what happens in changing rooms at Victoria's Secrets! I never knew! ***** I met Carol online chatting in a Literotica Chatroom. During the chat we realized we lived fairly close to each other. After a few weeks of...