Crossdressing Punishment Stories

32,309 results
Orientation
Length
Source
Infinite Scroll

The Laurels

by Julie20 on Sep 15, 2017
BDSM

Dear Julie, This is the first time I have been able to write to you since all this began. We are not allowed contact with the outside world but I am smuggling this letter out by Roger, the garden boy, who is going to post it in the village. He is an absolute weasel who mentally strips a girl every time he looks at her and I only got him to take this sealed...

Summer Captive

by Julie20 on Sep 12, 2017
BDSM

It is worrying how much people can find out about you on the internet. All the time I had been having my email relationship with "Uncle Andy" I had thought he was safely tucked away in Brighton doing his studies but now I know he had been working practically full time on Project Julie. He had found my address and he had dossiers on my family. He knew my phon...

Comfort Zone

by My English rose on Sep 12, 2017
BDSM

Comfort Zone - Prolog The use of the capitalized pronoun with reference to myself as "I" in this story instead of the usual respectful small case letter "i" and any other personal references that are not in small case are in no way meant to disrespect my Master or any other Masters or Mistresses in the BDSM Lifestyle. I write for my Master with the knowle...

Chastity is Seductive

by AlinaX on Sep 12, 2017
Fetish

Mrs Darcy was an imposing woman, beautiful and elegant, but strict and unsmiling. Dark hair and dark eyes. A hint of Irish in her accent at times. I had never met her before, but I recognised her from the TV. She had a recurring role as the vengeful ex-wife of the hero of a long-running period drama. She never smiled there either. She was standing behind me...

Katie, Class President Ch. 07

by Zechs195 on Sep 14, 2017
Exhibitionist & Voyeur

Katie remained in the dog house freezing from the cold and how she was still wet from her "shower". She was quite worried about the two boys coming over to see her naked but as of now she was alone. She wanted to be warm and have clothes, she didn't want to go to school naked, and she wanted to take her leash off but most of all she wanted Sam. While she tho...

The Girl with No Name Ch. 10

by caligula97236 on Sep 14, 2017
Novels and Novellas

Chapter Ten – The Messenger Danka felt very restless and ill-at-ease after Káloyankt departed Dagurúckt-Tók with his new wife. It was strange to consider how different the girl's life would be from that of Danka...almost completely opposite. Her parents were keen on marrying her off as soon as her hair was braided, and her very first suitor became her husba...

Island Discipline Ch. 08

by Cyberdiva68 on Sep 14, 2017
BDSM

Eventually she heard the sound of a key turning in the lock and the door swung open. David strode into the room and re-locked the door behind him. "Assume Position 1!" he commanded and Kristy sank to her knees, wincing as the motion set the weights attached to her nipples swinging. David bent down and with practised ease flicked the clasp of her bra open...

Sharing Lily with Louis

by damooseg on Sep 13, 2017
Group Sex

I had been dating my girlfriend for almost 3 years when we came to a turning point: our first threesome. My girlfriend's about 5'5" and had a beautiful body. Nice big, perky tits and the most amazingly sexy smile. She took me by the hand and pulled me through the door into the bedroom. Behind us, Louis came in and shut the door, making sure to lock it. He t...

Tribal Fantasies

by Lion24655 on Sep 13, 2017
Group Sex

Tribal Honour - a way-out fantasy! It had been a terrible four months. Until four months ago everything had been fine where I lived, but then the neighbours moved away, the house was sold, bought by a private landlord, and new neighbours - tenants of his - arrived. There was nothing wrong with the new neighbours. They were really nice, gentle people and a...

The Showgirl and the Engineer Pt. 04

by Oupa99 on Dec 2, 2019
Romance

This is basically an erotic love story and of course all characters are over 21. It will definitely start out as a love story and continue to build with fiery passion. Please vote often (fives are most welcome) and of course please leave constructive comments. I love hearing from you and love your ideas for the continuation of this story or ides for new stor...