Wearing Lingerie Stories

180,424 results
Orientation
Length
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Infinite Scroll

Comforting Scott

by wordwriter on Sep 17, 2017
Fetish

My best friend Scott had recently broken up with his girlfriend and was feeling a bit depressed about the whole thing. He had pretty much been house bound since the break up and his mum was getting worried. His mum Anne was in her early fortys, she was drop dead gorgeous and was slim with small breasts. She had light brown hair in a bob, beautiful green eye...

Modelling

by HeatherMaureen on Oct 15, 2017
Transsexuals & Crossdressers

Barely legal age I entered the adult store, The clerk checking my ID leered at me, asking if I wanted to buy tokens to go into the peeps at the back. Too nervous to say yes I blushed, pocketed my ID and walked over to the magazine rack. I sidled along the magazine section slowly zeroing in on the CD/ TV/SHEMALE ones hoping no one was watching me. I glanced...

A Reply to Aunt Jane

by peterpeck on Oct 15, 2017
Erotic Couplings

Sweet Aunt Jane, My fantasising never ceases. At any time of the day my mind is liable to drift in to that wishful mode whereby you and I indulge in the most outrageous sexual acts imaginable. Take this morning in bed. There I was, my stiff cock pushing between Margaret's bum cheeks through the thin sensual material of her nightdress, when my mind wandere...

My Wife helped Me Become a Girl

by TammyPanty on Apr 18, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** It's embarrassing to admit, but I was 25 years old the first time I had male/female sexual intercourse. My virginity was lost on my wedding night to my wife. My wife is almost ten years older than I am. She really liked the fact that I had a history of wearing lingerie and that...

A Special Occasion

by emclost on Aug 18, 2017
Fetish

When Gloria came home from work, she was surprised to find the front door unlocked. After all, it was barely past eight, and Trevor's shift would not end until eleven. It was a chilly winter evening, and she slipped inside quickly. The lights were not on, and the house was quiet. As she threw her purse on the table, it occurred to her that there might be an...

Wrong Room!

by marriedpervs on Sep 12, 2017
Loving Wives

I was a virgin when we married, and Mike was a wonderful, caring lover. He taught me how to make love, and we had been married for a year. He told me he want to do something special for our first wedding anniversary, and so I opened the envelope excitedly as I sat at my office desk. It read. Darling Helen, You are my world, and I love you more than anythi...

No Choice

by AZgirlMichelle on Sep 16, 2017
Transsexuals & Crossdressers

You act as if this is news to you. I'm surprised that you would even question the fact. This isn't a bedroom game. It never was. I have a plan and you WILL follow it. Choice? What choice? Whatever gave you the idea you had a choice? I told you that things would change if you wanted to live with me. I told you it was my way or the highway. And what did you s...

A New Day Dawning

by Gratefilled1 on Oct 6, 2020
Transgender & Crossdressers

When I heard that Jeff was going to spend the summer at home this year I was thrilled. It had been a few years since my son and I had been able to spend this much time together. He was finishing his third year of college on the west coast and we hadn't really had the money for a lot of visits to see each other, and when we did they were brief and busy. To be...

Woman's Guide to Male Panty Fetish

by ProfessorPanty on Sep 25, 2017
How To

My friend Randy and I have 50 years of combined first hand experience with the ever popular fetish for panties. Randy and I have had numerous discussions about women's underwear and the thread that connect this simple, yet complicated, garment to male sexual arousal. We came to the undeniable understanding that most women don't realize the power they possess...

The Maid and the Pizza Guy

by hollandguy on Sep 13, 2017
Transsexuals & Crossdressers

My name is Ryan I am 33 years old. I am 6'1 #200 with auburn hair and brown eyes. I am not in the best shape anymore but I wouldn't call myself fat either. I have been cross-dressing since the age of eleven. It started with just panties but has evolved to full dress over the years. I work as an electrician and take on side jobs when I can. With the recent...