Sissy Maid Bbc Stories

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Infinite Scroll

Letter from the Rocky Mountains

by justincbenedict on Oct 8, 2019
BDSM

Dear Shoeblossom Men call me a tease. I guess I come by it naturally. I love getting guys in trouble. I remember when I was about nineteen or twenty, getting to know my new stepbrother. Mom had married a fire-and-brimstone preacher type, he was rich, and I think later she got sick of him monitoring her TV time and then she took him for a lot of cash. But...

Auntie's Panties

by anonymouspeggy on Jan 27, 2020
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** I was supposed to be home alone that day. At least that was the plan. It was the break between college semesters and I was staying near the beach with my uncle and his girlfriend, Pam. The plan had originally been to come down with a pal and spend the week blowing off steam befo...

Discussing Terms and Labels

by XplrgMDCpl94 on Apr 14, 2020
Reviews & Essays

The author of "Fifty Shades of Gray" did an excellent job of playing on the words, her main character's name and the concept expressed by "fifty shades." There are so many variations expressed, most especially when it comes to sexuality, that fifty is probably too small of a number. That said, I was thinking about various terms in common use and how they cou...

The Towel Boy's Ordeal (CFNM/ENM)

by geilerjunge on Jul 17, 2019
Exhibitionist & Voyeur

For several decades in the 20th century, young men in the U.S. swam in YMCA pools, at countryside swimming holes, in high school and college phys. ed. courses, and even at well-attended swim team meets, totally, bollocks naked. Yes, that's right: fully bare. No skimpy speedos, swim trunks, or even underwear; and usually no hair caps or swim goggles. The pre...

Taking the Lad out of Alladin Ch. 03

by CaseyHeart on Sep 23, 2019
Transgender & Crossdressers

I was standing in the shower, crying, watching shaving cream and loose hair circle and slowly go down the train. Water ran down my gigantic boobs onto my stomach, around my cock, and down my legs. I was shaved completely bald below the neck. The tits were because a genii had twisted my wording on a wish, my new found extra nude nudity courtesy of a stripper...

Bringing out his Inner Sissy

by jessikab on Sep 24, 2019
Transgender & Crossdressers

I can vividly remember the first time I decided I would feminise my husband. We had been going out for about 18 months and had celebrated living together for exactly three months by going down to the pub beside the laundrette for a drink or two while we waited for our clothes wash. I had noticed pretty early on how Steve seemed entranced by my underwear and...

Sissy Powers Ch. 06

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

I woke to the sound of Clara moaning, in obvious and sublime sexual pleasure. Opening my eyes, I was quickly reminded that I was once more a beautiful woman, seeing my prominent tits thrust towards the ceiling. Second, I saw what was causing the moans: Clara had her entire right hand inside of her pussy, and was moving it in and out! She saw me watching and...

Sissy Powers Ch. 02

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

We had had a quick lunch at the mall, so I was feeling refreshed and energetic. "So... are you saying...?" I trailed off hopefully. "I didn't want Heather playing with your pussy today, but that's only because I wanted to be the first one to do that," explained Clara, looking at me with excitement in her eyes. I moaned and felt my pussy start to drip with...

Jennifer's Big Night Out Ch. 04

by JenniferTaylorTV on Sep 14, 2020
Transgender & Crossdressers

The girls ambled back to the bar. Jennifer felt incredibly sexy. She was wearing a satin bridal dress which she loved, glamourous high heels and had just given her first lap dance. She knew the boys were looking at her, not least because Tanya was holding her hand. You could tell what they were thinking. Jennifer knew what they were thinking. If she'd been D...

Jesse Must Pay

by insolituswriter on Sep 28, 2020
Transgender & Crossdressers

Jesse looked at herself in the mirror of her bathroom. Her pouty lips shimmered with pink lip gloss, and her curved lashes made her deep brown eyes seem darker. She'd decided on a pair of knee-high velvet heels, and a pair of lingerie suspenders that peeked from under the bottom of the baggy, bright-red hoody that she was using as dress. She'd decided on no...