Dildo Punishment Stories

61,860 results
Orientation
Length
Source
Infinite Scroll

Spin the Dildo!

by ZombieToph on Apr 9, 2012
Fetish

You share a nervous glance with your best friend, Jake, as you sit down on the floor, forming a circle around a large, purple dildo in the center, the girls giggling madly at you. "Well, you did say you'd do anything to get with me, James," said Erika, smirking at you from across the circle. "Here's your chance!" "I don't particularl...

Open in Reader

If You Want Something Done Right

by koala011860091 on Sep 25, 2017
BDSM

Erin felt the drip of sweat trickle down behind her ear and under her collar. God, this was humiliating! What if one of the patients from the waiting room looked up at her? Would they notice that she was sweating? Her furrowed brow? Would they be able to tell just from looking how much agony she was in? Would they guess who was punishing her, or why? She loo...

The Prisoner Pt. 10

by Jamie77917 on Sep 14, 2020
BDSM

Martin has just undergone a very humbling and humiliating experience. Each Officer had taken it in turn to have him bend over their knee while they spank him, naked, in front of the other officers and Warden. Now, Martin has been strapped, very securely, hands, feet, body and head into a large chair for more punishment. Martin felt his level of nervous inc...

Petsitting Ch. 03: Friday

by ChelseaShore on Jan 8, 2019
BDSM

High school, while certainly better than junior high, had been four years of turbulence for Hannah. Puberty hit with a vengeance. Teenage friendships and relationships alike were fraught with melodrama. And, to the detriment of her GPA, she had discovered that she was absolutely no good at English whatsoever. Like many, Hannah had found herself somewhat adr...

The Desk Ch. 04

by fishophile on Sep 16, 2017
BDSM

[Thanks to A for editing] 1] The ironing board in the kitchen was exactly the wrong height - or the right height depending on how one looked at it. Chloe tried to ignore it, but it meant she had to stretch her arms out further to press Mrs Petrescu's clothes; a task she usually performed with relish, eager to earn her Headmistress, manager and Ma'am's appr...

A Mistress's Blackmailed Slave

by emily13 on Sep 16, 2017
BDSM

Emily was a 21 year old blonde girl. She has 34 breast, 26 waist and 36 hip which give her a hot and sexy figure. She was 5.4 inches tall and 53 in weight. It was Saturday's night and she was in bra and panties she always sleeps like this. It was around 10:30 pm she gets up from her bed and opens her drawer and picks her vibrator and a purple colored dildo....

Larry's Birthday Ch. 5

by Blue Rose on Sep 14, 2017
Loving Wives

When Larry finally got up the energy to leave the pool, he escorted Linda as far as the living room, and then remembered that it was time to meet Gina and Toby in his bedroom for their lesson in pain and pain tolerance. He was surprised to find that Gina was already there, and had done a little preparation work. She had tied straps to the bed, and found a ha...

Boss's Rules

by missybb on Jan 8, 2018
BDSM

*****This is my first try at writing erotica. I would love constructive criticism and anything else I should change or improve. Also, let me know if you would like a continuation of the story. I think Anna and Brian haven't had a full scene yet. Thanks! And enjoy! ***** ***** "ANNA!!" barked the harsh voice from the door. Anna jerked away from where she w...

DUYA 02

by Horhay_J on Sep 13, 2017
Fetish

By noon the next day Rachael had finished reading the rules and had moved on to a list and description of various reward and punishment methods. The latter was on a laptop that had been provided in her living space. It was a long and thorough document. It had over 300 ideas each for rewards and punishments. Every method was described in detail and many had p...

I'm No Man, I'm Her Asian Bitchboy Ch. 02

by Veryrespectable on Feb 25, 2019
Fetish

The story so far: Anne is a beautiful and charismatic white woman living with her short, weak and submissive Asian boyfriend. Anne treats him as her "her cute Asian bimbo fucktoy." After he cums without properly asking for Anne's permission, Anne decides corrective measures are needed to remind him that he is no real man and that his role in life is to get...