Latex Sissy Stories

15,049 results
Orientation
Length
Source
Infinite Scroll

The New Playmate

by MaxSebastian on Oct 8, 2019
Erotic Couplings

1 When his father got engaged, it was a bit of a relief for Jonathan. Dad had been miserable for years after Jonathan’s mother had died three weeks before his thirteenth birthday. Now he seemed to be back to a vague semblance of his former self. Jonathan was glad - his Dad had been through a lot. Jonathan had, of course, met Dad's fiancée a few times when...

Bad M.I.L.F Vol. 04 - The New Batch Ch. 01

by mondotoken on Apr 8, 2019
Exhibitionist & Voyeur

"I don't need this." I tossed the photo back on the desk and she picked it up studying it for a few seconds. "Oh yeah, looked her up on the net and found this headshot. You know, if you print a picture on good enough paper, it almost passes for the real thing. I only use the best glossy paper for my inkjet; what about you?" Ms. Frakkes smiled sweetly foldin...

If It Ain't One Thing Ch. 01

by magmaman on Jan 16, 2019
Loving Wives

{I haven't been writing much, and this is written over several long and sometimes miserable months. So, it's partly what is going on, partly what went on, almost like taking notes. I did manage to finish one short tale from a long time ago the other day, but it's not easy considering the upsets. What upsets, you might ask? Lots of stuff, so this is just...

Applying the Lesson Pt. 03

by ribnitin on Sep 10, 2018
Romance

I'm gay. Actually I'm not, but I want people to think I am, for my own protection. You see, my good looks have made me into an irresistible chick magnet. I'm tall, athletic, with curly blond hair. My green piercing eyes are set into a symmetrical face with a strong chin. I'm gorgeous, so to speak, and I have the same problem as gorgeous women: people of the...

Box of Candy

by astroboysandeep on May 15, 2019
BDSM

Author's Note: This story is based on, and dedicated to, one of my favourite voice artists on an online forum. If you're a regular on the sub like I am, you might have no trouble figuring out who she is. My longest story yet, it took me a long while to finish and edit. It is also a bit of a departure from the themes of my earlier work. I've made extrapolatio...

A Wife Transformed Pt. 01

by adler666 on Aug 6, 2019
Erotic Couplings

A Wife Transformed: from Innocent Young Bride to Kinky Ravenous Slut in only Nine Months ************* A multi-part story of how a wife in just nine months comes out of her cocoon to be become a sexual dynamo. The number of chapters and how wild she gets is a bit up to the community ********* Origins It had been a long nine months apart. I had been on a...

Under the Hood

by Boondocker42 on Jul 6, 2020
Fetish

As instructed, I loosely knotted my hair atop my head. Looking down as I did so, my breasts seemed very close. The thought made me smile a little. The half-cup bustier was certainly doing a fine job, the black lace and scarlet satin vivid against my lightly bronzed skin. For the moment, the bustier was the only thing I wore. I'd offered to put on a full cor...

The Newest Generation Pt. 02

by Averagejoe1992 on Jul 13, 2020
Sci-Fi & Fantasy

Following Jane out of the car, we entered a familiar lingerie store. Olive's, it wasn't the first time Jane and I had been here. They specialised in luxury bras and thongs, and part of that was fitting. So we'd both been fitted here a few times over the years. A well fit bra was the difference between sexy and a back ache. "Hey ladies, what can I do for yo...

A Couple Brought Together Act 04

by realvelvetglove on Sep 17, 2017
BDSM

'CRISIS' DAY FIFTEEN 'dEr Steph, SBTA not 2 hav texted U soonR. Bad signal whr we R living nw. Chris & I hav Bin so BY since we muvD. bt we R havN a gr8 tym jst az we hOpD so don't wori bout us. Hs nu job iz goin rly weL. I'm writiN DIS n a real rush. GIV my luv 2 d gang. I'll txt agen s%n. luv Jane xoxo' Jane looked up at her Master for permission. He n...

In the Examination Room Ch. 02

by TotalKnockout on Sep 26, 2017
Fetish

This is Chapter 2 in this series. For Chapter one, please visit: http://www.literotica.com/s/in-the-examination-room-ch-01 ----------------------------------------- "Ah, excellent, I see Dr. Rowan has started your enema," Dr. Slater states, studying my prone form. I'm only about two minutes into my first enema, but already my bowels feel distended and ful...