Gay Lingerie Stories

45,061 results
Orientation
Length
Source
Infinite Scroll

It's A Wrap Ch. 02

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 2 – Dressed to impress 'Too right,' says Ben, 'treat the little whore, keep her in a skirt, show her a good time just like a lady.' He smiles 'I'm delighted with the both of you. In fact take my Mercedes.' He tosses his car keys to Jack who catches them in stunned disbelief. I didn't know what to do, my mind a whirl of mixed emotions. I needn't have...

Lucy's Revenge Ch. 05

by Cynthia_D on Sep 18, 2017
Transsexuals & Crossdressers

The techies had fun at my expense for the rest of the week and for the most part I was enjoying it. Everyday I was ordered to wear a different set of lingerie under my male clothes to work. Then at some point each day I was ordered to remove my male clothes and give them to my Admin Gayle who would lock them up in her desk till the techies sent her an IM tel...

College Surprise

by webbyhose on Sep 16, 2017
Transsexuals & Crossdressers

I was in my 2nd year at college and was sharing a house with 4 other students. It was summer and for 8 weeks I was getting the house to myself. My parents had gone away for summer and I had decided to stay. Ever since I had been 11 I had been a cross dresser and panty sniffer. The house had one girl called Ruth and had sniffed and jerked off with her panti...

Panties, Bras, and High Heel Shoes

by SusanJillParker on Dec 11, 2018
Fetish

All characters in this story are over the age of 18-years-old. There are no underage characters in this story. Panties, Bras, and High Heel Shoes A straight man has an abnormal attachment, a bizarre affection, an erotic affinity, and a real sexual fetish for women's panties, bras, and high heel shoes. "Psst. Hey buddy, come closer to the monitor. I don't...

The Making of an Angel Pt. 01

by AngelLawrence on Jul 29, 2019
Transgender & Crossdressers

This is part biography and part reminiscing. I've changed names to protect people's identities and skewed some of the locations to make it difficult for people to be identified. All persons are over the age of 18 at the time of what happened. I wish I was still 18... I would have had my surgery much earlier! ***** My name is Angel Lawrence and I'm a 48 ye...

Anna's Panties

by salonroseuk on Sep 13, 2017
Transsexuals & Crossdressers

I am a 32 year old guy living in the UK and married to Anna (25) for two years. I have never had sex with another guy but recently I have been thinking about it more and more and the thought is really driving me wild. My recent experiences have taught me that I am definitely ready to explore my bisexual side with the right guy. I have always been attracted...

Getting Help Ch. 01

by azkelkel on Sep 16, 2017
Transsexuals & Crossdressers

I nervously sat in the waiting room for my 1:00 p.m. appointment with the therapist/psychologist. I found her through online searches, as I guess we do all things nowadays, where her credentials and location were most important to me. She received her various degrees from decent universities and chose to open up her practice in an area just far enough away f...

Stevie's Journey

by gbr2004 on Oct 7, 2019
Fetish

I remember being so excited landing a position as a legal assistant at such a good law firm. My boss Mike Maddox seemed to be a great guy and I was looking forward to learning from him. I never imagined what it would be that I would learn from him. This job has changed so much and I can't even decide if I regret what has happened or if it was where my life w...

Wife Finds Husband's Lace Panty Stash

by Judge60 on Oct 6, 2020
Fetish

Note to the Reader - This story explores a man's need to wear lingerie, specifically, lace panties, while masturbating. This is the normal beginning of a feminization process. The story also has strong overtones of female dominance and control or better known as, "Femdom". Bisexuality is also on display in this story as well as possible MMF and CFNM experien...

Bizarre Roommates Ch. 05

by RockmeHard1234 on Sep 15, 2017
Sci-Fi & Fantasy

The afternoon sun's light beamed across Haven, shining throughout the city as the bustling sounds of its denizens trotted to their place of work or gathering. Standing in the eastern part of town was the Haven City Shopping Plaza that towered about 20 meters in height while casting a shadow that engulfed half of the area. The building's exterior was beige in...