Sissy Cage Stories

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Pimped Out Sissy Bitch

by Gemsissy on Jan 12, 2018
Fetish

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit. I glanced at the phone....

On the Hunt Ch. 08

by Lisa2506 on Aug 7, 2019
Exhibitionist & Voyeur

Hi, Madam Lisa here. This is part 8 of my real-life ongoing relationship with my subs. The only thing I have changed are the names. I also do not mention the names of the locations. I sure some of you will be able to figure them out. All I ask is you don't tell. Thank you for reading my story. I hope you will enjoy it as much as I have. All participants are...

Sissy Training

by kendra13 on Feb 13, 2018
Fetish

I am a blue collar manager type and live a pretty work a day life during the day, but at night, I have a rather interesting sideline. I am a sissy trainer. You see, many sissies are married and end up coming out to their wives. To most couples, this just creates a fun little fantasy for play during sex, but for some, it becomes more. For these couples, at so...

A Day in the Lifestyle: Cock Cage

by secondsamuel on Dec 3, 2019
Fetish

Author's Note: My wife and I have been together for nearly ten years. In that time, we have been heavily involved in the local BDSM/Kink/Swinging scene, usually labeled ubiquitously as the lifestyle. I am incredibly fortunate to have such an open-minded and sexually adventurous partner. With her permission, this series shares and amalgamates some of our mo...

Sissification 101: Ch. 05

by silkstockingslover on Aug 31, 2020
Interracial Love

Sissification 101 Ch 05 Summary: Erica practices taking BBC in both of her sissy holes. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught by a very supportive girlfriend in pantyho...

Sailing Away Ch. 23

by Jasmyn_White on Jun 1, 2020
Fetish

Lacy, done with her recollection of the trio of BBC, asks, "what do you think?" "I think it went spectacularly well, and I'm glad you enjoyed so much." "Oh, I surely did my bitchboi. And I've got just the way to reward you. In a sense." I knew you had something afoot. "Let me see your cock, sweetie, I want to unlock you so you can shower." Doing as told...

How I went from Domme to Slut Ch. 06

by Ms_Allison on Jun 26, 2018
BDSM

I would like to thank the darlin mymantoy999 for his editing and insight and in particular keeping my math and thought process straight while writing these! ***** As amber had suggested she and I settled into our new normal relatively quickly. Now on top of waitress duties every other week, house cleaning trips and the random frustration amber experienced...

Anklet Adventure Pt. 02

by dometoo on Oct 29, 2018
Interracial Love

Day two of our cruise started with the sun shining through the open balcony slider and a slight, warm breeze dancing over our naked bodies. The rhythmic sound of waves breaking against the hull was memorizing, almost hypnotic. My beautiful wife of 20 years and I lay exhausted on the cum stained sheets she and her bull made without me last night. We were both...

A Cuckold's Journey Pt. 03

by yukonnights on Nov 26, 2018
Fetish

The big day had finally arrived. In fact, for me it arrived so fast that I was on pins and needles all day until Sarah came home a little early from work. I had the house work done and was just sitting in the living room waiting when she walked in. "Hi babe," I said as I got up to give her a hug. "How was your day?" "It was good. We weren't too busy today s...

Phone call interrupted Pt. 04

by ambise on Mar 9, 2020
Group Sex

Jill groaned as she started to release the nipple clamps, the blood flowed rapidly back into her nipples, she felt the exquisite pain she now relished. A new sensation surged through her clit, as under Jenna's instruction, she quickly pulled the new clamp off it, fortunately it comprised two small magnetic metal cones but she still screamed only partly in pa...