Caught Wearing Lingerie Stories

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Caught In Lingerie

by hicutlover on Sep 26, 2017
Transsexuals & Crossdressers

I was driving home from work and all day I had been extremely horny. I had unbuttoned my pants and was stroking my cock in my purple nylon thong. I loved this thong. I could see the outline of my cock and the shape of my cock head in these panties. It was making me harder. All day I had been fantasizing about taking a cock in my boypussy and couldn't wait to...

Panties & Lingerie Do Make the Man

by jennycnnn on Sep 13, 2017
Fetish

Another month passed since Steve got his promotion and we had any time away from the kids. That previous night alone was another memorable one in which I bought him a nice black pair of thigh highs and a black lacy garter belt that matched his black satin bikini panties. He was so aroused he came in his panties as I rubbed his crotch on the drive home from d...

I Became a Girl in College

by TammyPanty on Apr 4, 2018
Transsexuals & Crossdressers

I was almost 19 years old when I started my freshman year at college. I got into a very fine institution in the Mid-West that was two thousand miles away from my home on the West Coast. Having grown up an only child of a single mother I was much more used to feminine things than I was anything masculine. I absolutely loved wearing pretty lingerie much more...

A Birthday Surprise

by ENFRoberts on Sep 26, 2017
Miscellaneous

It was Billy’s birthday! So Melissa wanted to give him a nice little surprise. She had been dating Billy for close to a year now, and had been living with him for just about six months. He was ten years older than her, with her being 23, and him being 33 years old. He was the oldest she’s dated, which was a nice change for her. She was used to dating people...

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Erika's Story Ch. 02

by Quantarx on Jan 20, 2020
Transgender & Crossdressers

This is chapter 2 of Erika's Story my first story series, If you have not read the first part it might be a good idea to go back and check that one out first. Also I would love feedback and constructive criticism so I can get better. Finally, please rate it at the end so I can see how well it is being received. Enjoy! *** Three months had passed since the...

Christy's Fantasy Come True Ch. 04

by curious_cd on Sep 12, 2017
Transsexuals & Crossdressers

After everyone left the superbowl party Chris showered and cleaned up for Jim. He sat under the shower spray and soaped up his smooth body, paying special attention to his new breasts and his hardening cock. As he cleaned up, he thought of the last few months with Jim; seducing him, going out on dates, getting fake breasts to be more of a woman and now ton...

Royally Screwed

by Bartyboytoy on Sep 16, 2017
Celebrities & Fan Fiction

I've been a long time Literotica reader but I finally worked up the courage to write a story and post it. I'm sure I'll get some nasty comments about some dumb grammatical errors, but the truth is that it the odds of this story coming true are probably better than the chances of actually finding an editor! Any and all comments would be very much appreciated....

Neighbourhood Terror to Sissy Pt. 12

by Fibaro on Sep 9, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Chapter 14 On Monday morning Mark got woken up rather roughly. It was only 7:30 am, but his phone was going off loudly. Confused he picked it up to see who would call at this ungodly hour. Nerves instantly struck him when he saw his girlfriend's caller ID pop up. What ha...

Lucy's Revenge Ch. 04

by Cynthia_D on Sep 18, 2017
Transsexuals & Crossdressers

I should have called in sick the next day but thought by concentrating on work I could take my mind off the previous two days' events. My jaw was sore from keeping my mouth open most of yesterday afternoon giving blowjobs and my ass hurt so much from being fucked at the truck stop I could hardly sit. But that's what I had to do to pee since Lucy left my cock...

Maid to Order Ch. 01

by MicheleNylons on Oct 13, 2020
Transgender & Crossdressers

Michele Ascending My wife had left me a year ago. I'm surprised she waited as long as she did really. We were married when we were both eighteen when I was in the army. She had been my only girlfriend and I was scared she wouldn't wait for me because I was being deployed overseas. It was a whirlwind romance. I'd heard rumours that she'd been a bit loose be...