Chatroom Stories

364 results
Orientation
Length
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Infinite Scroll

How It Started Pt. 01

by Kristofe on Sep 15, 2017
BDSM

Do you ever sit and wonder "How did I get myself into this?" Well I now have. How did I get myself into being a Dom, well I'm still trying to figure that out. It all started in an adult chatroom. The topic in discussion at the time was BDSM. I was naïve in such a subject as I have never thought about ever getting into that. The pain, the humiliation, and fe...

Webcam Chat

by Lotus_Maiden on Sep 12, 2017
Toys & Masturbation

The DJ blared over radio, "The snow is at least five feet high. Businesses and roads are closed. So I hope you have plenty of cup o noodles and water. Well at least we have electricity and plumbin-." DING! Pa55i017ateKi55er: So, what type of men do you like? Sarah bit her cherry lips as her emerald eyes moved from the computer screen to the poster of a mo...

Exhibitionist's Dream

by acamstar on Sep 19, 2017
Exhibitionist & Voyeur

Well, this all started a few years ago when I got my webcam. I had been having fun with it for awhile, flashing people and playing with toys, late at night when only a few people were watching. I am an exhibitionist by nature, and I *love* showing off my body. My boyfriend at the time wasn't into the webcam thing at all, which disappointed me greatly. It was...

Anorgasmia

by Trysalandra on Jul 15, 2020
Erotic Couplings

An involuntary throb of tension pulsed through Brenna's pussy. "I'm so close," she rasped. Caleb's eyes were fixed on her pink, dripping center as the vibrator shuddered away. His mouth fell open a fraction more as another spasm moved through her. His cock jerked, dripping a line of precum onto the sheets. "Cum for me," he groaned. "Not—yet!" she gasped....

Aching for Completion Ch. 01

by Plusher on Sep 14, 2017
BDSM

John was conflicted, he came from a traditional background but had always felt like the odd one out, the black sheep if you like. He had spent his adult life trying to be 'normal' especially in relation to his drives and desires, people who thought like him were inclined to be labelled as perverts in the working class community he lived in so he tried repeat...

Chatroom Fun

by Nomean_feet on Sep 14, 2017
Erotic Couplings

Mike had just finished his second lecture of the day; there was now two hour's break before his next group and to pass away the time he decided to go to the University library and search the internet for a while. He swiped himself into the library with his student card and made his way up the stairs to the second floor where the computers were. The room had...

Queens of Love Ch. 01-02

by Sonreyes on Jan 29, 2019
Romance

The stage was dark. Two lines of five computers were the only glow on the stage. Then heavy rock music began and all the lights shown down and announcers starting calling out names of the two teams. First the team B.Justice Gaming was announced and five men in matching jerseys came out to raucous applause and sat down affixing noise canceling headsets on. Th...

Dating Game

by bawdybloke on Sep 17, 2017
BDSM

He was writhing, but not in a good way. Floundering was more accurate, desperately drowning in front of her as she gave a muted smile, looking away from him with pity laden in her sparkling blue eyes. "Ahh, yes," he mumbled for no reason as the waiter took their empty dinner plates from them, and he wiped his suit for the umpteenth time. They hummed in the...

Mandy's Sexcapade: A Story within a Story

by Syzoth on Aug 7, 2019
Erotic Couplings

This series is a non-sequential addendum to the "Sharing My Wife Amanda" storyline. This particular story is dedicated to TR, as well as to all the readers and chatroom denizens of Literotica who have taken an interest in my wife. ****************************************************************************** I quickly scanned the many tables of the crowd...

Walking Miss Daisy

by RickieRene on Sep 16, 2017
Transsexuals & Crossdressers

My wife works 1st shift. I work second. We don't see much of each other during the week. Our children are away at college. When I haven't been left with too long of a honeydo list for the morning I like to get online for a few minutes and look at a little porn. I like a lot of different things, but one of my favorite subjects crossdressers. Today I had a lit...