Diaper Sissy Bondage Stories

21,766 results
Orientation
Length
Source
Infinite Scroll

Mistress and His Christmas pet

by kchappell76 on Sep 17, 2017
BDSM

As Kala took a break from decorating the Christmas tree in her classroom, she looked outside onto the snow of that late November morning, and embraced the joy from the beginning of the holiday time. She crossed her soft milky white arms, almost as if she was giving herself a hug. She closed her beautiful hazel eyes, and let the spirit of Christmas overtake h...

cheerleading team slave

by cloudylez on Mar 2, 2021
BDSM

Shannon is very embarrassed and scared. It is Monday and at school all day she has heard taunts towards her as everyone in the school knows of her humiliating loss in a fight. It is the end of the day and she is heading to the freshmen cheerleaders locker room to begin as their slave having no idea what they will make her do. She enters the room and sees the...

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First Contact

by Ralphjoss on Mar 2, 2020
BDSM

Ralph tentatively hovered over the send button, this was fucking crazy. He had no idea why he was even at this point, what the hell was he doing? He didn't even know this woman. Was it a woman? Jesus, he might even been catfished! His mind was racing but he was sure of one thing, he wanted to feel the loss of control at least once in his life at the hands of...

Hotel Bound Ch. 01

by ladysub on Sep 16, 2017
BDSM

I came out of the bathroom, my hair still damp from the shower, and lay back on the bed to wait for You as You had instructed. I stretched my arms up above my head and placed them back into the cold metal handcuffs that waited for me. As I clicked the left cuff, then the right one closed about my wrists, I bent my knees and spread my thighs wide, just as You...

Sissy's Decline into a Slut Pt. 04

by Sissy_Chantel on Sep 16, 2017
Transsexuals & Crossdressers

Chapter Six: Chantel's Decline is Achieved, Owned by a Black Master as his Sissy Maid and Slut. I cannot believe at what is happening to me here. Master named Gage is about to purchase me and place me into slavery as his sissy maid and sissy slut. I am near in panic, I want to run away, get into my car and drive for the safety of my home. But I know this wi...

Loraine's Self Bondage Re-Creation

by loraineveritas on Mar 12, 2019
BDSM

The following is my re-creation of an event that happened a few years ago. I had been a sissy slave to Mistress Marie for over 2 decades during which I become a totally submissive slave to Her every desire. I think of Her often as She has passed now. While doing Self-Bondage activities shortly following Her passing my wild imagination conjures up the Mistres...

Hotel Bound Ch. 02

by ladysub on Sep 16, 2017
BDSM

I awoke to an almost painful pressure in my bladder. Some wicked part of my brain reminded me of the safety releases on the handcuffs, that I could easily go use the bathroom instead of wetting myself, but I knew that my Master would know. I don't know how He would know, but He would. He always knows. Secondary to the discomfort of my bladder was a dull, ach...

Slave Immigrant Ch. 18

by OldGuy1026 on Sep 14, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. In the end I guess Human Recourses had figured me out correctly. All those years in BDSM chat-roo...

Payson's Wedding Ch. 02

by fantaseeboy on Jul 16, 2019
Transgender & Crossdressers

The next morning, Becky and I walked into the jewelry store a few minutes after it had opened. The older man who owned the store looked at us with a funny expression on his face. We approached him hand-in-hand. Becky, with her Hispanic heritage, was wearing jeans, a white blouse that draped over her giant breasts in the most alluring manner, and white cross...

My Sissy Cuckold Life

by SissyCuckMike on Jan 2, 2021
Fetish

Hello everyone, my name is Mike and i am now a sissy cuckold. If you don't know what a sissy or a cuckold is i will explain, a sissy is like a cross-dresser but usually dresses up in pink frilly women's clothing and cuckolding is similar to a hotwifing where she goes out on dates and fucks other men without her husband/boyfriend around but with cuckolding it...

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