Sissy Thong Stories

50,082 results
Orientation
Length
Source
Infinite Scroll

A Big Meeting Ch. 03

by mybaby on Sep 14, 2017
First Time

The story continues By the time we entered his flat I was almost gagging for it, the buildup and anticipation from last Sunday had finally got to me. The wait encompassed by a pretty sexually charged evening I had just enjoyed, you could say I was definitely really up for it. I had a feeling it was going to be special and I was determined to play a bigger p...

The Commute

by opels on Sep 26, 2017
Anal

Rose rushed down the stairs to the subway platform, having heard the train coming in. She squeezed onto the packed commuter train knowing there was no use in waiting for another as they would all be packed. On days like these she was glad she was tall, she couldn't imagine being on such a packed train and not being able to see any further than the suit of th...

Grace's Release Ch. 06: The Unexpected

by LittleOne14385 on Sep 18, 2017
BDSM

(This story is Chapter 6 in the series of "Grace's Release" stories. In regard to this specific chapter, this is the "part two" continuation of "Grace's Release, Ch 5: Lunch Date" so please start with that story before reading this one for the best reading experience. If you want to start at the beginning of Grace's journey please start with "Grace's Release...

Blackmailed

by cdsissybambi69 on Sep 18, 2017
Transsexuals & Crossdressers

My name is Jonathan. I am by all means your average 18 year old kid. I get pretty decent grades, I am on the school soccer team, and I just got a new car for my birthday. Things were great until that one day that would change my life forever. Being a normal 18 year old boy, I did what every single kid my age does: masturbate. I typically did this every day...

Molly Ch. 17: Evil Genius

by SZENSEI on Sep 19, 2017
Exhibitionist & Voyeur

"Mother? May we go shopping for something to wear when we dine with Caleb's family?" Molly broke the silence as her Mother read the daily mail. She felt it safer to ask her Mother while her Father was in the shower. Discarding the junk mail Marjorie Indrabooty took time to examine her daughter's hopefulness. It had been awhile since they had done anything...

University Life Ch. 11

by blindjack on Sep 15, 2017
Exhibitionist & Voyeur

Chapter 11 Peeping Tom It was just after supper; as I headed to an evening class with Professor Sandra Minx. While I wheeled along the path; I could feel my manhood growing; as I thought about my meeting with Cynthia and her mother the previous weekend. The two insatiable women had worn me out. By the time I reached the building where the class was being h...

Mom's Hand-Me-Down

by LaTourEiffel on Sep 12, 2017
First Time

As an older man, I find my fantasies have become more about intimacy than sex. I dream of a woman who enjoys our dance of the senses, a woman who responds to my touch as a form of communication, and who leads or follows the inexorable path to the ultimate intimate non-verbal conversation. I have written this story from the perspective of the woman, allowing...

Summer's Tease

by randallangdon on Sep 14, 2017
Loving Wives

Eileen was pretty happy with the housewarming party. About thirty-five of the forty people she and Jared had invited arrived and they more than filled the house that they had moved into a month earlier. The crowd was a testament to the friends that the two had made since moving to Parkman a month prior. Since Jared received his promotion and moved to this br...

Hot Couple Eric and Teresa

by angela40 on Sep 15, 2017
Loving Wives

I wrote this story many years ago, but never released it. I thought Literotica would be the right site. I also wish to expand it in addition to the Insatiable series regarding my second marriage. Your comments are welcome. ***** "AAAAHHH, god I'm going to come, oohh yes your hot sucking mouth feels like hot melting butter being poured over my dick, aaaahh...

When In Venice Ch. 01

by Athene on Sep 12, 2017
Erotic Couplings

At the control desk I hand my passport to the handsome young security guard, along with my most dazzling smile. He is dark-haired, broody-eyed, and can't be older than nineteen: in other words, he is perfect. He looks at me, he looks at my passport photo, he looks back at me. He smiles. 'Grazie,' he says softly. 'You're welcome, baby,' I reply in all since...