Males Wearing Lingerie Stories

186,273 results
Orientation
Length
Source
Infinite Scroll

My Obsession

by HeatherMaureen on Sep 15, 2017
Transsexuals & Crossdressers

I was babysitting for my sister the night my life changed forever. I was simply looking for something to read when I went into their bedroom. She'd left her lingerie drawer open and suddenly all my attention was focused on the lacy white corset on top. Nothing else mattered, nothing else existed, nothing could have torn my attention away from it. I just HAD...

Afro Stress Relief Ch. 01

by llts1970 on Apr 10, 2018
Transsexuals & Crossdressers

My first initiation into the liberal culture of improving the Afro-american male integration into society through stress relief programmes such as AMIRAP and the strident feminist-driven attitudes of advancing minorities within society at the expense of the mainstream culture was in early 2000s. I was in my early-20s living in Oklahoma City, let's just say...

Asian Girl blacked

by author_powers on Sep 14, 2020
Interracial Love

Below is an interview I had with beautiful Chinese lady who I had no idea was a slut for black men. She doesn't want to talk about it publicly as she lives in a conservative Asian society in South East Asia. For the sake of the story I shall call her Vanessa (this is not her real name). Some aspects of the story have been embellished while remaining true to...

The Spirit of Lady Macbeth Pt. 01

by alyssawinters on Oct 6, 2020
Transgender & Crossdressers

For 6 years running the philosophy class at the university had gained a reputation as part of the 3rd wave of feminism. Oddly enough Lady Lizbeth's last name of Duncan was the same as that of the murdered King in the famous Shakespearean play of which her course 'The Spirit of Lady Macbeth' was taken from. Listed under its title was the declaration 'Syst...

Will I Please? Ch. 02

by MistressMysticSubWhore on Sep 17, 2017
BDSM

I had been surprised when my phone rang that late summer afternoon. He was calling me back. He had been satisfied with my performance, weeks ago. There was a skip in my heartbeat as he gave me a set of directions that I was to follow directly. I was nervous, especially since this would only be the second time I had done anything like this. Racing out of the...

Fear, Reluctance, Accept, Submit

by Jiggajank on Sep 13, 2017
Interracial Love

FEAR. Of the unknown. Of your Insecurities. Your shortcomings. Your inadequacies. Your wife in bed; naked ivory princess. She pleads while you make love: "Deeper! Harder!" Grit your teeth and pound with all your might. Pound! Pound! Pound! Still, she pleads. Desperation in her eyes. "DEEPER! HARDER!" You're as deep and hard as you can get. Just dirty talk...

Mistress Chantel, Tranny Dominatrix Ch. 06

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Six: Kerri joins the Business And Then A Sunday Morning and Afternoon with Kerri. Saturday late afternoon and Kerri and I have seen the lawyer's papers creating our partnership. We are both on the same page with the details. For now Kerri will work Friday late afternoon/evenings from 4:00pm to 7:00pm and all day Saturdays, but as her part of the bus...

Office Foot Fetish with a Twist

by Stephanie_logan on Jul 3, 2019
Transgender & Crossdressers

I immigrated to the Green Bay area after I graduated College with a BA in Finance. A discipline that keeps you to yourself and you spend your day crunching numbers and write reports. I'm a very feminine woman, I love wearing lingerie and nylons, any type of nylons (pantyhose, thigh high, etc.) After a few years, I was given bigger projects and it got me to i...

My Flatmate is a Panty Pervert

by kinkyjill on Sep 16, 2017
Fetish

I was sharing an apartment with a quiet, reserved guy in his early 30s, John. It was a luxury one, a little above my budget, but had a spa, sauna and pool in the complex. It was a Friday night and I was getting dressed to join my girlfriend at a party and was looking for my sexy black thong panties which would go well with my little slinky black mini-dress....

Cutting Ms. Betty's Lawn

by goodsonformom on May 15, 2019
Transgender & Crossdressers

My mother had suggested I might consider cutting Ms Betty's lawn as none of the other boys in the neighborhood would. All the other mothers hated Ms Betty and wouldn't allow their sons to associate with her. She was one of my mom's friends and I thought nothing of it, so I agreed to do it every week. It seemed Saturday mornings would be best, so I put her in...