Sissy Potty Training Punishment Stories Stories

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Master and Four Subs

by totk6432 on Apr 17, 2018
Fetish

This is a fantasy written by myself for fun. It contains spanking, humiliation and fetish; if this bothers you please seek other authors. All characters are 25 years old or older. ======= The rule is simple: I ring the doorbell and let myself into Master Daddy's house. Susan, my 25 year old personal assistant, is with me. She is in charge of me at work. Sh...

Dinner Date with Mommy Pt. 01

by SissyStoryTime on Nov 20, 2018
Transgender & Crossdressers

This is Part 1 of an update on the sissy Sophie and her cruel but loving Mommy, Amanda from the story Meeting Mommy (https://www.literotica.com/s/meeting-mommy) It contains numerous perverse and offensive themes that I'm sure you'll all eat right up. This story includes the following: Femdom, strap-on, implied forced-bi and cucking, enemas, butt plugs and...

Humiliated Stable Sissy

by SissyTwinkleToes on Oct 5, 2020
Transgender & Crossdressers

After a long week at work, I was looking forward to a quiet weekend of relaxing in front of the TV with a beer, but my fairy godmother had other ideas. "Good morning sissy," came her stern voice as soon as I woke up Saturday morning. I whimpered, immediately knowing I was in for a humiliating weekend. She frowned, not pleased with my whimpering. She's an ol...

The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

Story to My Cuck

by Miss_Delila on Sep 17, 2017
BDSM

This is a story I've started writing to my submissive about you would exactly happen if he came for a visit in real life. It started out as a fun project and I keep enjoying it more and more. Once you make your way to the baggage claim area you will see me waving at you. I walk toward you and take both of your hands in mine and kiss both of your cheeks....

Using Toilet Restriction to Punish

by lesliejones on Sep 25, 2017
How To

[This guide discusses bodily functions in a tasteful manner but those offended by them should read no further.] For Jen and Megs, who do understand Many dominants do not employ toilet restriction as a disciplinary tool but those who do recognize its effectiveness in changing behavior of submissives for the better. In some circles it may even be derided as...

AliExpress and Sissy Downfall Pt. 05

by His_fag_wife on Feb 6, 2018
Transsexuals & Crossdressers

Charlie was deep in it now, being assessed by Miss Bell the beautician before she started work on removing all of Charlies hair below her soon to be plucked eye line. Candice the young pretty petite receptionist was also looking on to deepen Charlies humiliation. "Miss Bell, I'm really tight, but even my little pussy couldn't be satisfied by that little cli...

Training Day at the Ladies Club

by lesliejones on Sep 17, 2017
BDSM

[Reading my story, "Toilet Training Elizabeth", will provide some useful background for this story. Those who do not wish to read about bodily functions should read no further. All the characters are over 18 years of age.] After her presentation to the Ladies Club on How to Toilet Train Your 25-Year-Old, during which Kendall humiliated her 25-year-old ba...

Nancy and Her Boss Ch. 03

by MidniteSpanker on Sep 19, 2017
BDSM

Part 3 – The Weekend. The initial stories in this series Nancy Remembers Chap. 1 Nancy Remembers Chap. 2 Nancy Remembers Chap. 3 Other stories continuing in this series Nancy and her Boss Part 1 Nancy and her Boss Part 2 Nancy and her Boss Part 3 - The Weekend Nancy and her Boss Part 4 - More Weekend Then the following are separate but related stories...

Claire Gets Punished Ch. 04

by secretsubmissive22 on Sep 19, 2017
Fetish

Mark opened the bedroom door to find his baby wife disobeying his order. He told himself to remain calm and turned off the TV. "This is not timeout," he scolded. "I am an adult, I do not go to timeout," she scoffed. He sighed and left the room, he came back a few minutes later with a large leather strap, Claire had only been punished with it once and let's...