Lolipop App Stories

4,041 results
Orientation
Length
Source
Infinite Scroll

Nicki in Bangalore

by oldindianpervert on Dec 10, 2019
Transgender & Crossdressers

Disclaimer: All characters are over eighteen years of age. ------------------------------------------------------------------- I was looking at the small white and yellow blinking lights on the far edge of the tarmac waiting for my flight to Bangalore in a dimly lit lounge bar. "Hello Young lady! Are we on the same flight to Bangalore?" Old guy in suit as...

Sex At The Candy Shop

by Destiny6969 on Sep 13, 2017
Erotic Couplings

Danielle had just come home from work, and ran to the candy shop to buy some chocolate body paint for her and Daniel. {considering he was up for the week} She turned the corner of this huge candy store, and saw Daniel looking at the body paint. she snuck up behind him, and hugged him from behind, and he quickly turned around to see who it was. "OH jesus! i...

I Never Knew She Did

by deedpol on Sep 16, 2017
Loving Wives

It just goes to show. You think you know someone and then, bang! All your ideas go out of the window. What am I talking about? You may well ask. My wife and I have been married for 30 years. The kids are grown up and gone. We are in steady careers and earning well. No worries and no ties. So, you may think, we would have time to relax and have fun. No such l...

Dominant Ass Eating

by JackTheRimmer on Sep 26, 2017
Fetish

Paige is a girl I've known for a while - a friend of a friend, that I used to see at social gatherings but never really exchanged more than a few words with her. I have always been extremely attracted to her, as she does happen to be a pretty, blue-eyed brunette that also always has a very cool vibe around her. The kind of girl that responds to (literally) c...

Serving the Masters Ch. 03

by AngiesSiren on Sep 14, 2017
BDSM

The pain was incredible. She wanted to run from it almost as badly as she wanted to run towards it. Almost, but not quite. She needed it. Her entire world shrank until it became that one thought, and that one thought only. Then, somewhere outside of it, she heard a woman saying something. Before she could even really register what had been said, the whip cam...

Unspoken Introduction

by saphelia on Sep 13, 2017
First Time

I walk into the room and observe a beautiful young woman lying on an obsequiously pretentious canopy bed. Oddly enough, besides the bed, the room is quite bare, with bland white fresco walls, and furnishings of only the bed, a small end table, and a thick fur rug which is curiously dyed bright yellow. The young woman smiles gently and beckons me towards the...

Daddy Dick!

by Rallynoangels on May 4, 2020
Fetish

All characters are 18 or older. There is incest role play and voyeurism, but no actual incest. ***** Was dad really cheating on mom? Helen had to know. Especially if it was with one of her friends! She was already stressed about going to college, and now she finds used condoms in her own room, and her own clothes in the laundry after she didn't wear them!...

The Alteration App (Remake)

by awesomeness98778 on Apr 22, 2025

Your name is John Doe. You're an 18 years old male who lives in a small, peaceful fictional town called Wingston. Wingston's population consists of around 7,500 people. The closest nearby town is about 25 miles away. Wingston barely gets any visitors, and only a few people who live in the town have ever left. All the food the people eat in Wingston comes fro...

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It's Only Your Hand

by Steve Orshon on Sep 25, 2017
Loving Wives

Sometimes my wife will really surprise me. We were walking around the neighborhood, chatting. I don't even remember how the topic came up, but we were talking around the edges of threesomes. When I say around the edges, we weren't talking exactly about it, just hinting and what-if and such. I almost fell down when she said, "Maybe if I was really drunk." I p...

The app

by Valentine on Apr 22, 2025

The app. That’s all it is ever called. A magical mystical amazing app, a life-ruiner, a game-changer, a gambler’s wet dream, a gambling addict's worst nightmare. The app could be installed on any phone and, when opened displayed a single large button in the center of the screen. Pressing the button would come up with the prompt “Are you sure?” with the choic...

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