Sissy Making Stories

245,522 results
Orientation
Length
Source
Infinite Scroll

Master's Workshop

by angelbitchss on Sep 13, 2017
BDSM

This morning I am to meet my master in his work shop. He said he had a surprise for me. This could get scary, god only knows what he has made or rigged up. So with uncertain anticipation, I enter the shop. He is standing by one of the work bench's finishing his cigarette. As I stop to gaze at his naked body, he tells me to lock the door, turns and strolls i...

Stage 03

by Capt. Stable on Sep 17, 2017
Fetish

Tale Three: A Messy Baptism All she wore was a high pair of black leather boots and a pair of plain thong-back, black knickers, nothing special, but this was what she was told to wear. She wasn't entirely sure as to what to expect, and a little tremor of excitement ran through her. Sitting down on a chair which was laid out in the large shower she ran throu...

Making Love...Sucks

by *Snatch on Sep 12, 2017
Humor & Satire

I married my High School sweetheart. Four years of necking and groping each other came to an end and there we were, at long last, free to "do it!" "It" was what some might think of a wedding night to be. Romance, candlelight, lots of kissing and finally the act itself. Fucking. That's what I thought of it as...but my husband thought I was crude to say so ve...

Harder The Better

by nextcenturyromeo on Sep 17, 2017
BDSM

I looked across the pool table, she looked so cute in that bright light, Silky black hair shining in the white light, medium sized dark gray eyes, now intent on the cue ball trying to figure out the angle, and full lips, smooth loveable cheeks. She was frowning in concentration right now but I knew her smile was really heart-warming. Her bent figure was one...

Bubblicious

by captivate on Sep 12, 2017
Erotic Couplings

What it boils down to is that I am fascinated by water. I love watching the waves on the shore, waterfalls, and rain. Bridges excite me because I know I will be crossing bodies of water. I even lost my virginity in the backseat of a car during a huge thunderstorm, feeling like we were in our own little world as the rain poured down and I became a "woman". A...

My Adventures in Pleasure Ch. 03

by Sunraj on Sep 1, 2017
Erotic Couplings

Back to HK – my wife had returned to India, so I was back to masturbating myself mostly, just to get relaxation. One of my Chinese friends had got a Filipina maid to take care of their child, & they asked if I could give her a part-time job, taking care of my home on her weekly day off, so she could make some extra money. I agreed, and she (Mary) would come...

An Afternoon Adventure

by Prominu on Sep 14, 2017
Erotic Couplings

"What are we going to do now that the inventory is done," Ann says while we are walking out to our cars after completing inventory. Our playful banter has been going on now for weeks ever since I hired her at the store. Our back and forth flirtation started with little comments here and there about sex and then it evolved to some naughty comments about wha...

Fort Fantasy

by josienicole on Aug 31, 2017
Erotic Couplings

I named this one Fantasy Fort because my friend called it that when I told her this story. :D >>>>>>>>>>>>>>>>>>>>>>>>> I had just gotten out of a relationship with a man who stepped on me and my heart one or ten too many times. I was not looking for anything at all, much less anything serious. In fact, I'd just told a friend of mine that I was pretty sure...

Entree

by raynagirl on Sep 14, 2017
Erotic Couplings

It's Friday night at last. The working week is behind us and it's finally time to relax. You step through the front door of our little house, drop your bag in the corner, hang up your jacket and kick off your shoes. You could hear silverchair blaring before you even opened the door so you knew I'd beaten you home, and now you can hear me singing along from...

Unicorn Hunters: The Dog Sitter

by aabney on Sep 14, 2017
Erotic Couplings

Molly and Jason practically wriggled with excitement as they pulled into their driveway. Tonight was the night! They had hired Chelsea to watch their three Yorkies under the pretense that they were away on a wine tasting trip. "Do you think she'll be into us?" asked Molly, nervous excitement creeping into her voice. "Are you kidding me?" responded Jason. "...