Pantyhose Hotel Stories

61,632 results
Orientation
Length
Source
Infinite Scroll

Cocksucker: Crossdressing

by silkstockingslover on Sep 25, 2017
Transsexuals & Crossdressers

Summary: Straight man is forced to cross dress and suck cock. You do not need to read the first parts to enjoy this story about a straight man crossdressing in San Francisco. In case you are curious about how he ended up in this situation here is a brief summary of the first two parts of the "Cocksucker" series: Chris, a married straight man, is stuck at t...

The Flight Attendant

by Andre_Sillitoe on Sep 14, 2017
Fetish

I was on a flight from Vancouver to San Francisco feeling restless and I was anxious to get back home. I tried to get some writing done on the plane, but I couldn't concentrate. There was a father with his young son in the seat behind me constantly crying and kicking my seat. I tried to type, but my energy was gone, so I just stared at the blank screen in fr...

Working Under Cindy

by PhRedSonya on May 15, 2019
Transgender & Crossdressers

You arrive at work, and are a bit anxious as this is your first job after college and you want to make a good impression. While at university, you were a bit apprehensive about the job opportunities and you really didn't think the interview you had with OMG Electronics went all that well, but here you are. You were hired as a process engineer for one of thei...

Undercover Angel Ch. 03

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

Steve Marshall rolled into Wodonga and met with his contact; the manager of the Best Western Motel. The manager had spotted Michele's blue Ford and checked the guest register and discovered that the driver of the Ford, a 'Ms Mary Smith', was currently occupying room 113. The night clerk had described the woman to the manager; and then the manager had contact...

Night One

by Tess_PartySlut on Sep 16, 2017
Transsexuals & Crossdressers

I spent the day with nervous jitters, after you told me what you wanted to do. I was to be your sissy slut and venture to the glory holes to suck cock for you. I rushed to the hotel after work, to begin getting ready. I knew I really needed you to complete the Tess transformation, but I would do my best. Three razor blades later, a good portion of the fur wa...

How I Fell in Love with Brittni4U

by Singlephguy on Aug 31, 2017
Erotic Couplings

This is the true story how I met fell in love and experienced my first time making love to Brittni. Brittni and I are total opposites and I think that's what drew us together. So let's start from the beginning and we will go from there. About a year ago I joined Lit Chat while dealing with my divorce from my wife of 9 years. She cheated on me and left me fo...

Forced Entry

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Danny sat at the bar of the Holiday Inn nursing his fourth double scotch, espousing to the man beside him the reasons why his company was the best designer and distributor of accounting software in the world. Danny was a large man in his forties and was running to fat. He was dressed in a travel-weary navy-blue business suit, a crumpled white shirt now open...

My Boss Blackmails Us Pt. 02

by pantyhosestockingaddict on Aug 24, 2020
Fetish

My husband wrote the first part of our story, but since he wasn't around for all the second part, we've decided it would be best for me to share how our situation with his boss, Ted, got resolved and where our relationship is at now. The day after our evening with Ted, Brian left for work before I woke up. It was probably best that he did, because it gave m...

Sun, Sea, Sand, Hello Hawaii!

by SweetieBee on Aug 31, 2017
Exhibitionist & Voyeur

My head throbbed. I opened my eyes to the sun bleeding through the curtains. "Just my day", I said aloud with half opened eyes. I looked over to the door of the hotel before I pulled the covers back over my head. "Love it," I thought to myself, sarcasm was my specialty. My husband was back home in Detroit, while I was here in Hawaii on my own. That lying ba...

Shemale Beauty: 1st Female Conquest

by silkstockingslover on Sep 13, 2017
Transsexuals & Crossdressers

Summary: 18-year-old discovers her powerful sexual persona. Note 1: This is the first of potentially many shemale stories starring the beautiful seductress Kara... Note 2: Thanks to... Tex Beethoven, Robert, and David for editing this story. Shemale Beauty: 1st Female Conquest Everyone has hobbies. For most people, hobbies can be activities like trav...