Sissy Maid Stories

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Infinite Scroll

An Ever Changing Story

by Helenthemaid on Sep 16, 2017
Transsexuals & Crossdressers

Caught Out and Permanently Punished I was wearing a ultra short black leather mini skirt, a tight leopard print low cut top, which revealed my cleavage entrapped by my pink lacy bra (with matching panties). The straps of my 6 inch leopard stiletto heels were securely padlocked around my ankles. Recently I had been often going to the local park dressed in...

A Match for the el Maiens Ch. 07

by NaokoSmith on Sep 14, 2017
Novels and Novellas

Please leave comments for me. Thank you! (Diolch.) ***** The seabirds cried above, Vadya sniffed the salt tang of the air and felt a stiff breeze in his hair. It was a cloudy day with occasional sudden shafts of sunlight making the choppy waves in the estuary sparkle. There were flags hanging out on Vadya's caravel and the sailors raised a huzza! as his...

Fun at St. Andrews with Two Pt. 02

by Annatartywife on Sep 19, 2017
Group Sex

Once back inside the room I moved towards the high backed chair that was in the corner. "Come and sit on the bed and watch me boys," I said in my sluttiest tone. "I'm gonna put a wee show on for you to get you both so near fucking spunking. Then I'm gonna stop and you two are gonna shag the fucking shit out of me." Connor smiled and as he slid along the b...

At the Edge of Dawn

by sirhugs on Aug 29, 2017
Exhibitionist & Voyeur

"I think everybody is passed out sleeping." "Shhh...you know they aren't. I can hear Harry bellowing about his latest stock market conquest. He can't be more than twenty feet away." I lifted slightly in the hot tub and swivelled, seeing our neighbour on a lounge chair just as my wife had guessed. Some blonde I could not recognize was sprawled on the lounge...

A Friend in Need

by Edge23 on Sep 16, 2017
Non-Erotic

To: Mr. Kelvin Peterman 4922 Preston View Road Macon, Colorado 8---- Dear Mr. Peterman, I hope this letter finds you and yours well and hale, and enjoying our fine Colorado summer, such as it is. This weather is odd, even for us, at this time of year. Certainly the coming fall will be more to the standards to which Colorado has become accustomed. I must a...

Book Learning

by Captain Ahab on Sep 13, 2017
BDSM

I first saw her at the local Borders. She slipped a book out of the erotica section, hid it behind the magazine she was carrying, then took it back to the philosophy area and read it for some time, twitching a little in the armchair hidden between the stacks. I watched her furtively, first from fiction, then from travel. When she left, she slid the small vol...

Michael, My Sweet Whore! Ch. 06

by cnba on Sep 17, 2017
BDSM

It was past seven in the morning when Michael woke up. The sun was up and the room glowed with the light from outside. The sheets around him had slipped away in the night and he saw that he was sleeping with Diane. He felt Diane's arm around him and her soft form pressed to his back keeping them both warm. He turned around his head and raised himself to look...

Called to her Mistress

by FrankHarris1 on Sep 14, 2017
BDSM

The slave Aspasia complained peevishly as she was taken through the shadowy hallway by her stern companion, who gripped her upper arm firmly as he strode down the passage with her in tow. "The Master's son will be asking for me; he'll not want me punished." Certainly, some of the other slave women had confided to Aspasia that her slim, shapely figure, so...

Red Callum, Sweet Cate

by Bramblethorn on Sep 17, 2017
Text With Audio

This is my entry for the 2014 Halloween contest. Consider it an Erotic Horror piece, with all that implies. Thanks to my guest reader KingsWoman for donating her sexy tones to this piece—do go check out her stories! * * * * * Click Here to listen: .mp3 format or .ogg format. (10.5 min/mp3) * * * * * "Don't go into the crypt," folk said, "For it's home...

Poolside

by TallBlue25 on Sep 12, 2017
Exhibitionist & Voyeur

Rick and his girlfriend Penny were excited to take advantage of all the opportunities Sin City presented. The couple quickly found while Las Vegas offers an array of nightlife activity, the options during the day were essentially limited to gambling and going to the pool. After a morning of varying success at the five-dollar blackjack tables and penny slots,...