Sissy Thong Stories

50,082 results
Orientation
Length
Source
Infinite Scroll

Catholic School Education

by johnnieblue44 on Sep 16, 2017
Loving Wives

Laura Stevenson listened to the message on the school's main line that she had dialed into from her home phone. "Hello, I am considering relocating to the area for a professional opportunity. I am the single parent of an eleven-year-old boy who will be entering sixth grade next month. I've researched your school on-line, and it seems to be exactly what I'd...

Summer Employment Ch. 06

by REGade on Sep 13, 2017
Erotic Couplings

Chapter 6: Elizabeth, Tuck, Missy Elizabeth embraced our night together like it would surely be our last. She said she believed me when I told her that Tuck had endorsed our sleeping together. She was concerned that he wouldn't remember asking me to fuck the bitchiness out of his wife when he woke up the next morning. It was after two-thirty when I climbed...

Donna's Workout Day

by sharedhousewife on Sep 16, 2017
Loving Wives

My sister and I decided that it would be a perfect day for some exercise, so we put on our roller blades and decided to skate through the neighborhood and the golf course where my husband and I live. I was wearing a tight, white tank top and short-short athletic shorts. I can't remember what Debbie was wearing but I think it was something similar. As we were...

Tony to Tanya Ch. 03

by joshy029 on Sep 19, 2017
Transsexuals & Crossdressers

authour's note: i'm terribly sorry it took so long for me to write this. i know that at least a few of you are pretty peeved at me. to explain, i got writer's block and i just couldn't think of any way to end it. as a result, the ending isn't as good as the rest of it, in my opinion. as i've mentioned before, this is the last chapter planned in this series,...

Hell Bent for Leather Ch. 07

by heavenlyKK on Sep 23, 2019
Exhibitionist & Voyeur

Editor's note: this story contains scenes of gay male sexual content. * It so happened that Marlow's plan came to fruition. Feeling adventurous, not to mention horny, Koh agreed to go to Los Angeles and become a regular on the Soapland series. In more ways than one it was a dream come true. He had many things working for him: porn, sunny Los Angeles, weste...

The Birthday Present

by Labpet1 on Sep 24, 2019
Interracial Love

Liz & Tammy were laughing raucously in the back of the cab as they headed to Tammy's apartment. They had been out with two other girlfriend's celebrating Liz's 35th birthday. They had downed plenty of booze in the first bar & then got wild in the second club hollering at male strippers. It was after midnight now as Tammy made a quick phone call. Liz laid he...

My New Bitch

by DutchAlex on Jul 9, 2019
Fetish

My name is Sasha. I am an executive at a major bank, or at least I was until yesterday when I got fired. It was the worst day ever, well worst work day, but the rest was pretty cool. It's a bit of a story, but if you have the time I think you'll enjoy it. So, starting at the beginning. My name is Sasha, and I am a twenty five year old American/Czechoslovaki...

Julia, Ben and Lisa Ch. 08

by chloejacobs83 on Mar 2, 2020
Transgender & Crossdressers

Ch 08: Tuesday A few quick notes: 1. this is the eighth chapter of a longish story, a novel in many chapters 2. everyone is 18+ 3. there is no safe sex here - cause it's a fantasy, not an instruction manual 4. crossdressing and gender bending, not everyone's cuppa tea - be forewarned I'm sorry for sounding so stupid back there. For sounding like I'd never...

Second Coming - My Second Visit

by lillyjones1402 on Oct 29, 2018
Fetish

After my first experience at the glory hole I kind of told myself that it was a onetime thing. It had been a fantasy and I checked that particular one from my list and that was that...or so I thought. As it turns out every time I drove anywhere near that dirty old bookstore I would think about that night and about all those hard stranger cocks and how it goo...

Waking Up Lucky

by Vanttont on Jul 14, 2020
Erotic Couplings

Tom's new apartment is absolutely incredible. A 10th story unit with a balcony overlooking the NYC skyline from Hoboken makes for a great setting. My best friend has done well for himself with the new digs, and after 6 months he finally decided to have some guests over. The place isn't huge, but large enough for about 20 people to comfortably socialize. Tom...