Sissy Lingerie Stories

30,229 results
Orientation
Length
Source
Infinite Scroll

The Stranger & the Strange Game Ch. 02

by Shazbot6 on Sep 14, 2017
BDSM

Not so long ago I had an encounter with a mysterious stranger that piqued my interest in bondage and gave me the "real life" home invasion experience I had always wanted. He bound me and gagged me without mercy, and made sure that he took full advantage of my helpless state with various humiliations and tortures. In the end he gave me a challenge that would...

The Panty Perils of Me 04

by HarleyFatboy1 on Sep 14, 2017
Illustrated

When I arrived at work this morning I had a message to call Mr. Randolf ASAP. I knew this was going to happen and I was absolutely dreading it. It seems that I can't do anything without it turning into another anxiety filled event. OK, OK, I really did enjoy the fraternity party and if Mr. Randolf (Benjamin) hadn't been there, it would have provided me wi...

Ladies Who Lunch

by captivate on Sep 16, 2017
Erotic Couplings

Annie and Lucy went to lunch weekly. It was guaranteed. Nothing disrupted it; no appointment, no date, no crisis was enough to postpone this lunch. Today was the day. They were meeting at a local pizza place, known for its great salad bar and quick service. They both worked and had busy lives, they just wanted to connect regularly. They met Freshman year in...

Simple Selfie Ch. 01

by GemimaCav on Sep 17, 2017
Loving Wives

"What did you just say?" "You heard. This connection isn't that bad." "No, please. Repeat it." "Okay. I said send me a naked selfie." There was silence on the line. "Look," I continued, "I'm on this trip for two weeks. I thought it would be fun." "For you." There was a hint of a chuckle in her voice. Some snarkiness, some sarcasm. "Well, for you too,...

A Butterfly Emerges

by DashAmpersand on Sep 13, 2017
Transsexuals & Crossdressers

It wasn’t my fault that my parents were small people and passed their genes on to me. However, it was a curse that I was forced to live with during my formative years. Sports like basketball, football and baseball were out of the question and I felt alienated from other children my age. My parents did pass on to me a desire to succeed and I sought recognit...

A Torrid Tale

by Torridous on Sep 16, 2017
Loving Wives

From the beginning of all of this I have read everything my husband has written here. Part of me was revolted to see how much of a slut he saw me as in his fantasies. Still to know that these were the thoughts he had when he was alone, and I was in them, and he saw me as attractive and desirable, I started to come around. Soon I began to harbor my own fantas...

Silk Stockings

by eroticawriter313 on Sep 12, 2017
Fetish

This story is posted on the Literotica website. Do not repost anywhere else without the author's consent. This story reflects some of the inner machinations of a mind that refuses to rest. This story, as the website implies, includes sex of a graphic nature. How important are a lady's stockings? In this story you will find they are very important. So buckle...

Stacey the Lover Ch. 3

by X-Factor on Sep 19, 2017
Erotic Couplings

Danny and Stacey drove to the video store from the restaurant. He pulled in and parked. "Well," she said with a smile, "I suppose I should put these on!" He laughed as he watched her slide her panties up her sexy, smooth legs until, finally, it covered her wonderful treasure. She pulled her pants on as well and slipped on her shoes. Inside the video stor...

Ghost House

by Balaak on Aug 31, 2017
Erotic Horror

I received the life insurance payments last year. My wife had died, struck down by a drunk driver. I'm not sure how I was able to continue living those nine months, but I know that the struggle was on breathing and moving and trying to avoid the crushing grief that welled up in pitiful sobs that made the struggle to breathe even more difficult. We had main...

Drawing a Line

by cosik on Aug 31, 2017
Erotic Couplings

She was lovely, but that wasn't enough. By the time I was done with her she'd be more than just a young and beautiful girl with a lion in her closet. I'm going to draw a straight line from your mouth to your pussy, I said. She was sprawled out on the couch. My words didn't make sense. You'll understand later, I said. I gave her a little piece of lingerie...