First Time Sex Stories

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The Butterfly Effect Pt. 03

by MrIllusion on Mar 6, 2018
Group Sex

Edited by: Pope1944. Thanks! Warning: there is anal in this story, so if you're not into that, please find another story! Note: the *** symbol denotes a switch in narrator. It should become obvious rather quickly, but there you go. ***** I sighed deeply, knowing that I would never be able to do any work today. Looking at the clock, I closed my eyes. It...

Training Kitty

by Couture on Sep 13, 2017
Illustrated

"Here's to me," Ashley raised her glass. "Yes, here's to you, Ashley." We clinked our glasses together in toast. Ashley had been recruited into a management position, while I was stuck at school finishing up my final two years of my law degree. "And I'll be joining you at the top before you know it." I finished off the rest of the glass of wine, and wince...

The Truth Will Set You Free

by Dinsmore on Sep 14, 2017
Loving Wives

A very nasty fuck story with redemption in the end; there are strong anal themes. The story begins with a "reluctant" role play. "I don't want your cunt, my pretty little bitch, I want your tight little ass. You won't suck my cock, don't want me to go down on you and just lie there when I fuck your sloppy pussy. I'm tired of this shit. Spread your cheeks fo...

Opening Pandora's Box Ch. 03

by MiandEv2007 on Sep 16, 2017
Loving Wives

The next morning both Cheryl and Scott were feeling the effects of their partying the night before. Scott finally pulled himself out of bed around eleven am and headed downstairs to put on coffee. The events of the night continued to run through his mind and he still could not believe how wild it got. Cheryl was perfect and it was everything he had imagined...

Caught Relaxing Pt. 03

by StephaniePlayland on Jul 6, 2020
Transgender & Crossdressers

While I have a few stories based loosely on the same theme. This time, going to continue the Stephanie and Sir story where the second one left off at. Just after their last encounter. As I lay here, relishing in the sensations of what transpired. I start to wonder, how did I get here? How did my life evolve into a place where I enjoy not just being dominat...

Black Book Diary Entry: Kathy

by PositiveThinker on Sep 13, 2017
Loving Wives

Black Book Diary Entry Kathy holds the distinction of having two first times. She was the first co-worker that I ever had an affair with. We had strict company rules. Any employees caught together in a romantic liaison were fired. Period. No warnings, no excuses, and no unemployment. With all the sexual harassment lawsuits suddenly prevalent, there was zer...

Cybersex Turns Into Sex

by jacobsdad on Aug 19, 2017
Erotic Couplings

I met her on one of those sites for married people looking for affairs. It started innocently enough as we joked about a sports team we both rooted for and realized we were in the same situation -- 40, married for over 15 years, parents, over of weight and not satisfied. Then the chat got a little more x-rated as we flirted sexual lines at each other. Our fl...

The Gathering

by Patrick-Donovan on Aug 31, 2017
Group Sex

:: for J & F :: I have to recount this particular fantasy as probably my most exciting. It was certainly the most arousing. * * * * * Kathryn's visit to town was, of course, a welcome event. It seemed like a year since I had gone to Hartford to visit her, though it had only been two months, now it was her turn to visit me. I had picked her up at the airpo...

Demonology: The Churchyard

by Alex756 on Sep 12, 2017
Erotic Horror

**Welcome to the world of Demonology. I hope you enjoy your time here and read more stories set here** * Mark had been driving for days. He was making his way from North Carolina to his small Texas hometown of Creek Crossing. Driving his pickup on the interstate was always risky; there was too much chance of State Patrol pulling him over when he was on the...

Difficult Choices Ch. 02

by RonCabo on Sep 25, 2017
Erotic Couplings

"Do we really want to let go of another opportunity?" Tim asked, following her. The magnetism he was exuding was becoming more than she thought she could resist. The problem was, she really did want to go with him. But did she dare? It was just dinner with an old friend. And it was Tim Lawrence. How many more times could she use that justification? Did she...