Chatroom Stories

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The Lady Awaits

by slowhand60 on Sep 13, 2017
Erotic Couplings

And now she waits in the quiet of the room. How was she to know that only a few short years past, she would run into Him in a casual chatroom. And within those few intervening years they would fall in love and make a life together. At first he did not seem to be part of the conversation. Yet she noticed certain traits and patterns that he had. How he hovered...

Learning to Beg

by olivia_lovegood on Sep 14, 2017
BDSM

It was an accident. You never intentionally decided to end up here. It started out as a mild curiosity. A small voice of questioning that you decided to explore. And it ended with countless nights with your hand on your cock muttering nonsensical pleas into the space of your bedroom. You were embarrassed. Even when you learned this was a secret desire for ma...

Chatroom Sex

by KneeLing on Sep 12, 2017
Letters & Transcripts

He and She meet in a chat room on the net.... H: Do you want me to give you an orgasm? S: Ha, you give me an orgasm? here and now? how? H: Well, let me show you! S: Ok, you can try! H: How are you dressed just now? S: Only in a top and undies H: See-through top? S: Yes H: What material? S: Silk H: What colour? S: Black H: Feels good on your body...

Alice's Wonderland Ch. 04

by Ragnaroking on Aug 16, 2017
Fetish

Alice booted up her computer, plugged in her new webcam, and directed her web browser to a site that she had researched extensively the night before. She had a portable HDD filled with amateur pregnancy videos (along with many other more professional videos) but it had always been a secret wish of hers to one day contribute her own pregnant form to the commu...

Football Widow's Fantasy

by Lyndsi on Sep 16, 2017
Mature

It's gonna be a long fall season. Even my bf is cuddling the tube. And they have just started. Football is not my thing, but my house tends to be the center of it so I try to behave. This year looks to be worse than last, so here is my diary from last year. My Football-Saturday "uniform" My house will be over run by SEC football fans today, so I have to no...

The Cabin Pt. 01

by therealcutiepie on Sep 16, 2017
Romance

I was greeted by the most amazing smile I'd seen in a long time. Although his smiles were not for me at the time, I still found pleasure in watching his cam. I had a feeling I knew who he was chatting with. I was watching both of their cams. I left chat for a while and then came back in to see who was around. The guy with the smiles was still hanging around...

Sweet Nicolas

by jacinta on Sep 17, 2017
Non-Erotic

Paula289. "Hiya, Rouge." Rouge545. "Hugggs, Paula, how's things?" Satyr659. "Hello, Rouge, welcome back." Concerta723. "Hey Rouge, kisses Satyr, huggs Paula, hello room." Paula289. "Good thanks, Rouge." Lethargicrhythms931. "Hello, Concerta, come sit on my lap, ." Concerta723. "Hahahaha, no thanks Rhythms, you're wearing the lips icon today. You're up...

I Am Cuck Ch. 02

by westcoastjohn on Sep 13, 2017
Loving Wives

This story is about cuckolding. I have looked at all of the categories and Loving Wives appears to be the one where a great deal of cuckolding stories are submitted and so I have used this category. ~~~~~~~~~~ Chapter 1 - Exactly How do you Start Cuckolding? In the aftermath of my birthday our sex life improved significantly for a short time. We spent mos...

Sissy Whore Ch. 02

by DebbieDublin on Mar 7, 2018
Transsexuals & Crossdressers

I wrestled with my emotions for the rest of the afternoon, sitting on the sofa trying to distract myself from the mysterious web chat. I'd been at this a long time now and I was used to conversations that went nowhere. Most of the guys that contacted me followed up with a dick pic and were not really capable of continuing the fantasy beyond the scant descrip...

Adventures of R.M. Roxinger Ch. 05

by R M Roxinger on Sep 16, 2017
Novels and Novellas

Chapter 5. A Weekend of Vanilla, Chocolate, Milk & Honey Another noteworthy gal I met while chatting used the nickname "RavenBeauty." At first sight of the alias, I surmised she was black...or at least her hair was. I met her online just 3 nights after my day in Louisville, but in a different chatroom than the one where I'd met Kate. RavenBeauty was 29 yea...