Stockings Heels Stories

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Orientation
Length
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Infinite Scroll

Unexpected Cuckold Adventure

by Oscar99 on Dec 2, 2019
Loving Wives

Diane watched as the remaining bath water swirled down the plughole. Once the bath was fully emptied, she took a deep breath and wrapped a towel around her body before heading through to the bedroom to continue getting ready for her date. Her new fiancé, Rick had made an agreement that she could decide on her outfit for the date as long as he got to choose t...

Candy's Fashion House Ch. 02

by Cagivagurl on May 15, 2019
Transgender & Crossdressers

Thanks to Charlie for his amazing help. ***** So that was it, I was wearing her panties every day. Every morning without fail Lauren would be waiting for me with a big smile and the panties twirling on her finger, there was always a pink pair, but I wasn't giving her the pleasure of wearing the bloody pink ones. On Friday night after work I got all excite...

A Techies Wonderland Ch. 05

by m_storyman_x on Sep 19, 2017
Erotic Couplings

One day, just one quiet day was what I needed to really get this program started. There had been way too many interruptions in general, not counting the total lack of productivity the day before due to the football games. I was glad that Kansas City could only lose once a week. Don't get me wrong. I've had more sex in the last two weeks than in the last ten...

O Is for Olivia

by BethanyJ on Sep 16, 2017
Transsexuals & Crossdressers

"OK Oliver. Are you sure? REALLY sure?" I looked at Gina. The question, THE question. But I was sure, after two years of vaguely thinking about it and then six months of researching and consulting, and seeing my doctor and then the therapist he referred me to and then two other therapists - I was sure. Bite the bullet, do it now. It had to be done. "Yes. T...

Diavolo Ch. 12

by LevanaHyll on Sep 19, 2017
Romance

Finally. Thought I'd never finish this chapter, and I did at three in the morning. I'm dead tired so please excuse the errors. I know. inexcusable, but if i hold it to edit then it won't post Tuesday or Wednesday. I had Type O Negative's "Love You To Death" on a loop as I wrote this chapter. its a Gothic-y sexy ballad that kept me in the right mind frame for...

Mexican Adventure

by luk77 on Apr 10, 2019
Loving Wives

My latest girlfriend, Vicky, is a vivacious, buxom bombshell that loves life, not to mention outrageous flirting, sex in all forms and, on occasion, also tequila chasers. I am very happy to be the envy of my friends and family. Whilst I do enjoy a drink now and then and also have a good sense of humor, unlike my busty lady, I am skinny and taller by just an...

Making It Work Ch. 07

by xleglover on Sep 18, 2017
Loving Wives

The next week Jen opened her lingerie draw, getting ready for work. She saw her birth control pills. She kept them there to remind her to take them, as she opened that draw at least once every day. But the pink round dispenser had become hidden under some bras and panties. "Shit," she thought to herself, seeing she'd missed some days. She punched out one of...

Rebound

by toniukcd on Sep 13, 2017
Transsexuals & Crossdressers

My story is nothing new, like most girls who used to be boys I knew from an early age that I was different to all my school friends. My dad was a thug of a man, who enjoyed the physical battle of the rugby pitch as much as the post match booze up, but I took after the mother who died giving birth to me. Oh tried to be the sort of little boy my dad wanted, bu...

Pepper: Part, the First

by grylion on Sep 15, 2017
Group Sex

Copyright 2009 by grylion. All rights reserved, no copies of this work may be circulated without express permission of grylion or by means of the Literotica website and under Literotica's rules. * Pepper and I met at university back in the 70s; it was our sophomore year, if I remember correctly. We were both trying to get through our requirements and had s...

Evil Rides Tonight

by bqnk on Sep 15, 2017
Erotic Horror

"Sir Thomas Albrecht is still missing after disappearing four weeks ago from a St. Petersburg hotel." The camera cut to gritty black and white security footage. "The 42-year-old, Nobel Prize winning economist was seen returning from the evening of October 2nd and walking to the lobby elevator, but oddly, there is no footage of him leaving the hotel. He wa...