Dildo Punishment Stories

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Naughty Schoolgirl Diana Pt. 02

by h3donist_prime on Aug 29, 2017
Erotic Couplings

Diana had to restrain the urge to run to the principal's office after school. Principal Broadstreet had opened her eyes to the joys of sex and now she just couldn't get enough. It had been about a week since she was first called in and she had visited his office every school day after she was done with classes. It still wasn't enough. She spent all day think...

Punishment

by pain slave on Sep 14, 2017
BDSM

Hello Sir, A story for you: I found the key right where you said it would be. I let myself into the hotel room, and put the key back. I hurried so that I could be ready as you specified. I undressed, folding my clothes carefully. I put on a black leather collar, two black leather bracelets, and black leather anklets, all with rings on them. I tightened t...

Experiments in the Doctor's Lair Ch. 01

by dr_dave on Sep 12, 2017
BDSM

This story is written form the view point of one of my slaves; I am walking down the street with my girlfriend, gently I reached over and gave a ass a little squeeze, "I love you," I whispered in her ear, but then suddenly I feel a sharp stab in my neck as I turn round to see I collapse to the floor Laura next to me. When we recover I notice we are in a d...

2 Weeks Off

by contera11 on Sep 13, 2017
BDSM

I finally had 2 weeks off from work and was able to head to my cottage in the mountains. I loved this place, it was quiet, the people friendly and there were no work related distractions, not even a phone or TV. Once I arrived I could feel the tension of work start to melt away and I fell into a relaxed routine of getting up and going for a work out on my bi...

Dirty Slut Caught By Her Master

by ToyAmy on Sep 14, 2017
BDSM

i know i should've asked for permission to play but You were busy with work and You usually call before You show up so i figured i wouldn't get caught for sneaking one little playtime in. So i start looking at some pictures on Literotica, i'm trying to find a girl for my Master and i to play with. There are a few that start to get me horny and i start playin...

Mr. Hunter's Second Chance Academy Ch. 03

by Vulpesvulpes on Sep 17, 2017
BDSM

Chapter 3: Damned if You Do, Damned if You Don't. I've enjoyed S&M sex since my earliest recollection. My very first memory of being aroused involved an old Piggy Hamhock cartoon (Pigs is Pigs, Merrie Melodies, 1937) where he was strapped into a chair and force-fed by an evil scientist. My reaction to those images was very strong and I instinctively knew th...

Society 1.3: Modernus Castigatio

by TitianaPrisca on Sep 16, 2017
Anal

"This will be your room. You will share it with Erik, and whomever I chose to offer you to. It is fully wired for video and sound, so feel free to open your holes to anyone or anything that is shoved inside. I expect you to be ready for double penetration within six months. That is a very very generous timetable, so of course I would be pleased if you were t...

His Dirty Little Secret

by CheriSM on Sep 18, 2017
Transsexuals & Crossdressers

Julia was doing some spring cleaning in the house. She had scrubbed everything, cleaned the oven, scrubbed the floors and was in the process of cleaning out the closets. Stuffed in the back of a closet was a bin. She didn't know what was in it. The sight that greeted her caused a jumble of emotions in her. The bin was full of women's clothing. It was all sil...

Another Afternoon

by Sonny Boy Jacobsen on Sep 17, 2017
BDSM

Today was to be like any other with Mistress Mona except that when I arrived at Her dungeon home, I saw a beautiful tall blonde woman there. Soon I learned that this was Mistress's new friend and a new Domme. New to the art of Domination that is! Mistress informed me that I was to address this new woman as Lady Denise until She had sufficient training, than...

Chronicles of Being a House Slave Day 03

by sexualdesires69 on Jul 29, 2019
BDSM

A few minutes later, Diane returned to the room in the exact same outfit as she wore this morning. A set of lingerie with holes cut out for her nipples and crotch, with her nipples still clamped and linked by a chain. She walked up to Holly and patted her pussy. "Alright slut, ready to meet your fellow slaves for lunch?" she asked. "Yes, Mistress." Holly r...