Cock Whipping Stories

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Orientation
Length
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Infinite Scroll

Fucking & Punishing A Slut Ch. 03

by Abeja on Sep 12, 2017
BDSM

I soon caught wind of Shelly having an affair. How far they went I didn't know, but I had my suspicions. She claimed that they were just friends, but from her mannerisms, I knew that there was more. Evidently the spanking that I gave her some time ago was not sufficient; I told her this one night when we were alone in the house and that I should have punishe...

Trainingware Pt. 04

by diriger on Sep 13, 2017
BDSM

Fourth of nine parts. Copyright 2009 by F. Diriger -7- David After Judy dropped me out of O-Mode and went home, Diane told me to eat the dinner she gave me and go to my room. When I got there, it was still only 6:00 PM, so I calculated I had seventeen hours of anticipating what it was going to be like to be whipped and sexually controlled by Judy the nex...

Watching Ch. 03

by Longe on Sep 26, 2017
BDSM

Bound as she was, Lexi was still reassuring Craig that it was fine that he asked for the weight. She was busy telling him that she knew he was in more pain than she would be in when I whipped her. She had no idea how wrong she was. Approaching her from behind with my leather riding crop in hand, I brought the crop down on Lexi's inner thigh. The blow wasn't...

A Severe Paddling

by keptsissy on Sep 16, 2017
BDSM

"You know this isn't about you displeasing me, right? I mean I was displeased, very much so. When I saw that your toenails were not painted pink, after I fucking told you to paint them pink, I was displeased, oh yeah. But this is more because I like to do it. I should say I love to do it. But don't think that you didn't disappoint me, little bitch. And you k...

The Slave and the Sissy Ch. 02

by Sputnik57 on Sep 12, 2017
Transsexuals & Crossdressers

Ella took the chain from their collars when they reported to her, together for the first time, in the morning. Pepper's eyes were exceptionally bright this morning, and slave looked full of vigour and ready to carry out any command that befell him without the slightest hesitation. Pepper gripped his hand tightly, lest she should suddenly wake from this beaut...

Mistress J's Stepmother!

by Bi_Siamese on Sep 17, 2017
BDSM

(I met Judi when she was twenty five years old and I was twenty. Judi of at the time was a hot 5ft. 4in. tall blue eyed curvaceous blonde with 36C breasts with suckable nipples. Getting her sex education traveling back and forth to New York City on weekends I knew there was a lot that she could teach me sexually and also there were things she really didn't w...

A Well Groomed Sissy Boy

by keptsissy on May 15, 2018
Transsexuals & Crossdressers

"If I receive any complaints I'll diaper you and put you in your dog cage for 48 yours, no exceptions. Do you understand?" He looks down at me. I feel his dominance over me. I see the look on his face. I start to cry hard. "Please, Daddy, no. Don't do that to me, please...I'll be good...please..." I stammer through sincere tears. "Well then, all you have...

Trainingware Pt. 06

by diriger on Sep 13, 2017
BDSM

Sixth of nine parts. Copyright 2009 by F. Diriger -11- David Walking home from Judy's house I could feel my sore behind radiating heat into the cool air. The whipping Judy gave me wasn't as hard as the one I got from Ms Fechtenbaum, but it lasted longer so I ended up just as sore. Despite this, I was beginning to feel less intimidated about my situation...

Mother Enslaves Future Son In-law!

by Bi_Siamese on Sep 12, 2017
BDSM

(This is a fictional story about a young man's experiences enslaved by a middle age woman. It is a tickler for men not to overlook middle aged women who are not only sexually experienced having grown up in the liberated 70's but are not afraid of taking over as well! Having personally experienced women from their young adulthood in college to women in their...

Trainingware Pt. 08

by diriger on Sep 13, 2017
BDSM

Eighth of nine parts. Copyright 2009 by F. Diriger -15- David Gwynn was talking enthusiastically to Diane when I came into the kitchen for dinner on Tuesday. She gave me a significant glance as she finished recounting her triumph with Charlie O'Hara, who'd just asked her to his house for a study date. Diane seemed happy, reminiscing that it seemed Gwynn...