Amature Chastity Stories Stories

63,699 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Ruby Red Pt. 01

by MissSandFighter on Jan 9, 2019
BDSM

This one sadly wasn't on camera, thankfully though my eager, horny, 18 year old self kept various diaries. My best friend, and partial friend with benefits, Savannah had a fantasy that she asked me to help her fulfill. This is only a part of the story as lots happened on this wild and adventurous night. This part ends where my young self had stopped for the...

Roughing It

by lianello on Sep 16, 2017
First Time

The vacation was all planned weeks ago but my boyfriend had to spoil it all by bailing on me two days before we were to leave. I had already purchased the nonrefundable tickets and was ready to really get away from it all. Two weeks at a very remote campground totally surrounded by Colorado wilderness. City life had been taking its toll on both of us and sin...

Cuckold Fantasies

by LogNTR on May 29, 2020
Cheating Spouses

Hello Readers, Just wanted to say that this 'introduction' chapter will be used as a guideline for random cuckold stories. You, as the reader, can always give me suggestions for ideas, new paths, and I'll try to implement them. My wild hotwife: Claire catches John masturbating cuckold porn, what happens next remains to be seen, or rather, to be read. Short s...

Open in Reader

Chastity of a Cheating Man

by crazythoughts on Sep 17, 2017
BDSM

He didn't know it quite yet but she had found his hidden messages on skype, email, facebook and even had seen his deleted messages on his phone. She then started to check phone records and saw that he had been talking to numerous women while they were dating and even as soon as the last week. She started to count up the time and noticed that it equaled many...

Everything Has a Price Ch. 12

by MALIBUMAN666 on Sep 16, 2017
BDSM

Author's note - don't forgot new stories from me will soon be posted under 'Robert_Anthony' - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - The 'soft' option... I .................................... (hereafter referred to as 'slave'), agree this day ....../ ...... / ............... to be bound...

Erotic Games Ch. 03

by jealouscuck on Jul 17, 2018
Fetish

MEREDITH'S STORY When Brad and I got married, I was intending to leave my wild side behind. I was a nurse and really enjoyed it. I had made it up to the position of a personal nurse to a very nice doctor. Brad called on my doctor and that is how we got to know each other. I had been in several relationships, but I was not ready to settle down just yet. I am...

The Promotion

by Max Savage on Sep 12, 2017
Loving Wives

I'm a struggling 32-year-old junior executive for a major financial management firm. My wife Susan and I have been happily married for four years. Susan is 29 years old, tall, with long sexy legs and long curly blond hair. A real looker as my fellow co-workers refers to her. We enjoy an active sex life, however, we have chosen to hold off having a family unt...

Enslaved by Myself Ch. 04

by Lausunaht on Sep 14, 2020
BDSM

I was getting used to my new life. My clone, who was now my master turned me into his obedient slave, into his maid and his toy. I'd cook us meals, do the dishes and all other tasks a housewife would usually do. My master took over the rest of my life, he went to my job, took over my business, my social life and made everything his. He started working out mo...

The Devil's Mystery Box

by bbcummings on Jan 30, 2019
Fantasy

Author's note: My idea is for the stories to mostly be 3rd person. However, this section basically has to be second person, so bear with me. *** The box you found was peculiar. Usually, a box didn't come with strange markings. It wasn't made out of exotic materials that seemed to defy normal physical behavior. Boxes were usually cardboard or wood. They held...

Open in Reader

Blowjob from a 69 Year Old

by HRDBNR69 on Oct 16, 2018
Mature

I travel a lot for work, and spend a good chunk of the year at hotels. I've had quite a few memorable encounters, but this is always one i think back upon. For background, i was at the time of the story 25 years old, i'm brown haired, with a short beard, 6'0 and 200 pounds. Work out a little bit, so was fairly fit, but no chiseled hunk either. One night i...