Pantyhose Gay Stories

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Halloween Cross-Dressing Bash Ch. 04

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

"If I knew you a bit better, I'd tell you the other half of the story relating to the name of the shop and what my ex-husband tricked me to do, but it's a bit risqué and I'm embarrassed that I fell for it," she said with a sexy laugh. "I'm too trusting and it's only something that I would do. I should have known better," she said hanging his dress back on th...

Adventures In Hose Ch. 01

by jeffreysub on Sep 13, 2017
Transsexuals & Crossdressers

I gently rolled the pantyhose on my legs, marveling at the exhilarating feeling that they gave me. My imagination soared as I contemplated the humiliation of being caught wearing them in public and I felt my cock begin to stir in its nylon prison. My face slowly flushing in absolute pleasure, nothing felt so majestic and feminine as these sheer-to-waist pant...

Fun and Games Ch. 07

by jm02201960 on Sep 15, 2017
Transsexuals & Crossdressers

Tim had to go out of town for a week, so my body began to take a much-needed break from anal sex. As I adjusted to the lack of a penis stretching me on a daily basis, I realized the respite was somewhat welcome and somewhat not. In a short span of time I had become virtually addicted to sucking cock and getting ass-fucked, and after five days without either...

Twenty-Two More Questions

by silkstockingslover on Jan 20, 2020
Reviews & Essays

Twenty-Two More Questions Summary: 22 questions asked by readers answered. NOTE: Thanks to Tex Beethoven and Robert for editing. I wrote the essay Twenty Questions in December 2017 and Twenty-one More Questions in 2018. I answered the following questions, in case you want to read them. 1. Are you really a teacher? 2. How often do you wear nylons? 3. Wh...

Life With Miss Ida Ch. 01

by Sheermistress on Sep 12, 2017
Transsexuals & Crossdressers

Ida and I had been seeing each for about six months and it was all going very well – I was 30 at this point with Ida being only a year younger. Me - a very easy-going young man, fit, lithe and a hundred percent, dedicated cross-dresser! Ida – also young, Italian and with a sexy curvy figure that matched her petite frame very nicely. I was secure in a well-pa...

A Husband Changes

by Britguy45 on Sep 12, 2017
Transsexuals & Crossdressers

It was my wife Anne who helped me get started. And she was only my girlfriend at the time. I had spent the night with her and in the morning had no clean underwear. She offered me hers. Said it would do great things for my masculinity to wear her silky panties all day. Actually it did great things for my libido. I was constantly horny, couldn't concentrate o...

Crossdresser In Picnic Area

by Lovinhose on Sep 13, 2017
Transsexuals & Crossdressers

This is my first attempt at a fictional/fantasy story. All my stories thus far have been true, honest, and accurate, as much so as I can recall. But I kind of ran out of true stories that were worth sharing (for now, but I've got some 'irons in the fire' and hopefully I'll have another true story to share fairly soon). The story I will tell here is something...

Literotica Authors 02: silkstockingslover

by Bob_Aganoush on Dec 16, 2017
Letters & Transcripts

I am conducting a series of interviews with authors on Literotica, this is the second in the series, with the author silkstockingslover. I have reached out to a variety of authors, some of who have been on the site for a while, others who are newer, but all write stories that I admire. I hope you enjoy the series, please feel free to send me your feedback, i...

The Doctor's Appointment

by DrLuverotica on Sep 12, 2017
Transsexuals & Crossdressers

My wife Jo had been suffering with a bad back for weeks. She works as a doctor and many of the procedures she has to carry out on patients require her to stand up for hours at a time. A couple of moths ago she fell off a horse on an activity holiday we were on. And she's never fully recovered. Urged on by my insistence to get her back checked out properly...

Patti Cake Ch. 03

by betamale08 on Jul 16, 2019
Transgender & Crossdressers

It was two days later when Patti finally called me. Or I should say the phone rang at least, I'm not sure if it was her I just assumed so because I never answered, I just let it ring... It was another week, maybe 10 days until she called again. My folks were back from their vacation by this time and it was my Mom who answered the phone. "Dale... It's Patti...