Lollipop Stories

3,751 results
Orientation
Length
Source
Infinite Scroll

Lollipop Under The Christmas Tree

by Hannibal Ravencraft on Sep 25, 2017
First Time

Lollipop was a bubbly teen girl who had just celebrated her eighteenth birthday in early December and the best present her high school could give her was Christmas break. She couldn't wait for the two week vacation since school wasn't going very well for her. She wasn't too smart and was all ready held back twice so that she was still a junior. Her lack of a...

The Bachelorette Parties

by Catytheghost on Sep 16, 2017
Transsexuals & Crossdressers

Copyright © 2007 Brad The guys are using my cabin for Kate's bachelorette party. Yes, sounds strange, but she is more girl than guy now. Mark said they were having dancers and Freya was providing the mead. It should be a fun time. Kate's cousins have always kept an eye out for her, and since it's just them, it shouldn't get to out of hand. ---------------...

Lollipop

by Dr_Vril on Sep 25, 2017
Erotic Horror

She impressed the man at the agency. Although she was nearing her mid-twenties she'd pass for less than sixteen at a push, if the lighting was tasteful. Perfect for the Loving Lolita series, she was obviously legal; nevertheless she possessed sufficient charm to satiate the sweetest of appetites, and she didn't have the risibility factor of the blowsy old ta...

Now Eat It

by Livelycouple on Sep 19, 2017
Fetish

A while ago my Husband Bob made the mistake of telling me that he loved to be forced to eat his own cum. At first I thought it would be gross but I went along with it and after having sex I would have him lick his cum off of various body parts of mine. I actually really enjoyed this. Then one day I caught him jacking off and instead of stopping when he sa...

The Lollipop

by SpoiledRedhead on Sep 12, 2017
Erotic Couplings

I awaken with a start and realize I have fallen asleep watching a chick flick, long since over. It is after 2:00AM and I can still hear you tapping away at the keys of your computer. You have been working on your pc since 8:00PM, telling me you will be just a few more minutes. I have waited patiently as the minutes have turned into hours, but now I am fed up...

Honeymoon Manor Ch. 00

by GigglingGoblin on Jan 14, 2018
Sci-Fi & Fantasy

"Silly boy!" sang one fairy, giving it a long lick. "Oughtn't stray!" cooed another, running over it with a feather that was, for her, enormous. "Delightful toy!" hissed a third, actively humping his dick for all she was worth. "Such fun to play!" they chorused at once, leaping into the air to zoom around his head. Aaron whimpered and giggled, struggling...

Bus Ride

by Algonquin Twit on Sep 14, 2017
Erotic Couplings

Ed and Sylvia stood at the bus stop in the costumes they wore to the Halloween Party. Ed's costume was quite simple, all he wore was a raincoat. He wanted his costume to be authentic even if it did mean he had to spend much of the party standing outside trying to cool down. He certainly couldn't take off his coat like most of the other costumed guests, not a...

Dangerous Situation

by PhilFantasy on Sep 17, 2017
BDSM

It was a dangerous situation to be in... She had me tied to a chair. My hands were bound by my sides with a rope wrapped right around me, my ankles strapped tightly to the legs of the chair. Then she took off my blindfold. My eyes were dazzled in the bright light, before they adjusted to it. She held a handgun loosely in one hand, a lollipop in the other....

Back on the Chain Gang

by Decayed Angel on Sep 1, 2017
Humor & Satire

Did you ever get hit in the middle of something important, or at least something very intense, and you just have to hum a song? I mean you get this melody from seemingly out of nowhere and it gets in your head so completely that you sway to the rhythm, you nod your head and finally you just begin humming out loud. Sadly you can't choose the song that invade...

Juliet Starling Inspired Tease

by owensweet on Aug 30, 2017
Group Sex

This was my sophomore year at a reasonably well known East Coast College an institution known just as much for its academics as its sports. I got in as a legacy seeing as may dad went here but would have stood just as much chance on my own having solid grades and a exemplary high school sports career. I was good enough that they gave me my shot at college fo...