Chastity Milking Stories

28,642 results
Orientation
Length
Source
Infinite Scroll

Finding your place

by Nref on Nov 9, 2016
BDSM

Our story begins in the fall, just as the leafs begin to turn yellow. You are a young man recently enrolled at a university far away from your hometown. Luckily you have found a small apartment on campus and it is on this campus your life will take a new turn. You are in your apartment, it's pretty late and you are, well, you're looking at porn. Not very sex...

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Decadence in Buttermilk Falls

by justincbenedict on Sep 17, 2017
BDSM

That night, when Alf came home from work, Fanchon had a quizzical smile on her face. "Did you have a good day, dear?" she asked as he took off his jacket. She knew he was a little irritable because he had to take the bus home—Fanchon commandeered his car during the day... Ah but he wouldn't complain. Fanchon kissed Alfred deeply, running her tongue in a...

Reformatory Girls Ch. 13

by escalus on Sep 26, 2017
Fetish

It is with some relief that Miss McCloud steps out into Miss Lucy's Consulting Room. For an hour and a half she has been standing in the cramped confines of the lavatory cubicle. Through a pair of strategically-placed toiled rolls she has been peering out of the small window: nothing that has been said or done in the Consulting Room has escaped her. Yet sti...

The Bass God

by RoseGirl7667 on May 21, 2019
First Time

**The characters in the story are fully grown (over 30 and over 40) and are based on people I know: a friend of mine, and a bass player we've loved for decades. The all caps font in the note he writes her is based on how he actually wrote and sent emails to us for years! Hope everyone enjoys!** --Rosie She said no. He just couldn't believe it. He offered...

Miss A's New Play Thing Pt. 03

by Pornenthusiest on Dec 2, 2019
BDSM

Alex, the 23 year old virgin, had just left his first session with his new Mistress, Miss A. He left chastised, blackmailed and with a new obsession with feet. Chapter One: The Envelope Alex had gotten on the bus, it was his first time in public wearing his chastity cage and he was very self conscious about it. He thought he could hear the lock click agai...

The Mistress Ball Pt. 01

by mrbrightside88 on Sep 17, 2017
BDSM

I heard the crunching of gravel as the van stopped. My body swayed, I had to re position my knees on the hard floor of the van. I could hear voices as the van doors opened and closed, footsteps on the gravel. I felt so groggy, how long had I been out? How long had we driven? How far? My head hurt, my hands hurt. I was fixed to the side of the van somehow, my...

Teased and Denied Ch. 09

by bighouselover on Sep 25, 2017
BDSM

Days turned to weeks and weeks to months. Lori continually teased and tormented my poor cock and balls for hours at a time 3 or 4 times a week. I was milked weekly as usual. Ashley made appearances from time to time but as yet had not brought me another creampie to eat. I was hoping she had forgotten. After a couple of months Lori removed my ball stretcher a...

The Life and Tines of Slave N Ch. 01

by Discordianknot on Sep 13, 2017
BDSM

My name is Lauren. Though when I'm at home, I usually answer to "Mistress Lauren," or just "Ma'am." I am a 39-year old woman. I owned my own successful real estate business - so successful I was able to semi-retire by my mid-30s and do quite well day trading and investing. I own and take full advantage of a live-in slave. Her name is N. She used to have anot...

Indoctrination of Toy

by SkyeNightshade on Oct 8, 2019
Transgender & Crossdressers

toy waited patiently kneeling on the floor. She was wearing her short girly skirt, high heels, garters and stockings. Her nipples were bare, as instructed, and the cool air teased her nipples into a hardened aroused state. toy was wearing her favorite dark haired wig, light eyeliner, and bubblegum pink lipstick. As a standing order, she was also wearing her...

Mistress CC

by cocosboy on Oct 7, 2019
BDSM

I first saw Mistress in a magazine ad. She seemed the perfect marriage between my budding interest in female domination and my attraction to black women. For weeks she was the star in my jerk off fantasies. But I was in my early 20's; a broke student with college life taking up much of my time. I eventually forgot about her. Several years pass before I find...