Lollipop Stories

3,751 results
Orientation
Length
Source
Infinite Scroll

Teaching Professor Mahoney Ch. 01

by JubeCube on Sep 13, 2017
Erotic Couplings

"Professor Mahoney." I looked up from my desk. Lara, one of my students had her hand raised high into the air. She was a smart girl. And very pretty too. I knew all the boys were always after her. I had even heard rumors about some of the girls wanting her. I was twenty-six and being only six to eight years older than all of my students, I had heard about mo...

The Neighbor's Boy Ch. 05

by lauratmd on Sep 19, 2017
Transsexuals & Crossdressers

Welcome to Chapter 5. Thank you all for the wonderful feedback. Laura's story with Matt continues. This is the day after a wonderful night together. Again, I would appreciate your reviews/comments/suggestions. ***** I woke to being held tight by those strong arms, and feeling Matt's large cock rubbing against my back. From the position that I was lying in...

The Necromantrix

by Aurens on Sep 2, 2017
Erotic Horror

Necromantrix.cum I smiled at that ISP, or smirked, as we WWWs (Web Willy Wobblers) are wont do. Voyeurcam is a splendid way of having sex with lots of ladies without the bother of meeting them. My right hand is STD free. A credit card the wife doesn't know about and a box of tissues is all I need. Just type in requests and away she goes. A slow striptease...

All Grown Up

by delectable30 on Apr 3, 2019
Celebrities & Fan Fiction

"You need to settle down," she scolded the rambunctious seven year old swooping him up off the ground and carting him to his bedroom. The young boy's eyes lit up at the sight of his older brother quietly following them down the hall to the bedroom. She placed the child down into his race car shaped bed and tucked him in as Justin watched through the cracked...

Valentines for Adam

by JasonClearwater on Mar 7, 2018
Anal

This story carries on the Will and Jesse series, and intersects with electricblue66's 'Floating World' series, where Jesse and his character, Adam, meet for the first time in 'The Floating World Part 04'. At this point in the timeline Jesse is twenty-eight, and has just been picked up by another goth at a concert; this time, a girl. Thanks to electricblue...

What I Did Ch. 03

by HardTimmy on Sep 11, 2017
First Time

Sorry it has been so long since the first 2 chapters. Please read those to understand the background. I was confused after that Sunday in the park with Courtney. It was incredible and was the most intense sex I had ever had. Did I feel guilty? Yes. Was that going to stop me? Probably not. I don't think Courtney would have let me even if I wanted to stop....

Life With "Daddy"

by daddyslittlegirl18 on Sep 19, 2017
BDSM

I was emancipated from my parents at 16. My father was never really in the picture and my mother seemed relieved to see me gone. My mother had just met her new man and was already pregnant. I don't mean to sound conceited, but I'm attractive to men. I'm 5'9" and thin, with pert, 32D breasts, long wavy golden-brown hair, and blue eyes. My mother is a beautifu...

Erika: A Young Woman: Lessons Ch. 03

by PhilMc on Aug 30, 2017
Erotic Couplings

Note: To really appreciate this story, you should really read the first episode, called simply "Erika...Part 1" and preferably also Erika .. Part 2. * Next week was Erika's period, so we had to wait for the following weekend. We messaged each other frequently. With my encouragement, I noted that Erika's messages had got more and more raunchy, from (I'm tra...

The Costume Party

by Electra042 on Sep 17, 2017
Loving Wives

Tying the second pink ribbon into a big bow on my pigtail, I have to smile at my reflection. Not one for parties, I couldn’t resist this Halloween one after you suggested our costumes. My sweetheart pink dress is cut very short, as is the starched white apron that criss-crosses in the back, barely covering the frothy lace of my crinoline. When I move, the dr...

Afternoon with Lisa

by Gabbytv on Jul 15, 2020
Transgender & Crossdressers

So I was sitting online chatting the other day when my friend Lisa sent me a message that she was home alone and bored. So without a pause to think about it I slipped out the door and drove over. We chitchatted over a glass of wine and a cigarette before she gave me a tour of her just reorganized closet. Seeing all of those sexy wigs and shoes made me hot (y...