Sissy Strapon Mistress Stories

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Infinite Scroll

Motorcycle Anal Dyke

by magic_tantra on Sep 12, 2017
BDSM

I had a big smile on my face as I drove to the beach because my mistress finally paid some nasty attention to me. I tried to reminisce in my dirty mind the magic moments that just transpired. First I watched Mistress Sandra finish her wine kneeling patiently before her. Handing me the empty glass Sandra bent down, reached into my crotch grabbing my cock with...

Slave Ch. 10

by slaveheathen on Sep 25, 2017
Fetish

Note: I refer you to the notes in previous chapters concerning the fact that this follows a bisexual submissive male. To the anonymous commenter who keeps insisting this should be in Gay Male, sorry, but there's a lot more going on than just dude on dude sex. This story covers multiple categories, all of which are fetishes of one kind or another. If I ever w...

My Mistresses, Their Strapon And Me

by pantysissyslave on Sep 13, 2017
Fetish

This story was edited by: blondevixen40735 My wife, or as she is now called, Mistress Emily came into my pink princess room as I was changing for the day. She was wearing a giant strap on cock that was swinging between her legs even when she wasn't moving. My tiny cock grew a little bit in my pink satin panties. Pink was now my official color. My room,...

Brittany's Strapon Hell Week 04

by humbleslave on Sep 14, 2017
Celebrities & Fan Fiction

I am attempting to make these stories stand-alone as well as make sense in a series. If you like this, make sure to read my other stories. Think of your votes and comments as your contribution to my stories! Thanks! After the week I'd had so far, including my most recent ordeal at the softball fields, I didn't figure it could get much worse. Today I had be...

Brittany's Strapon Hell Week 03

by humbleslave on Sep 11, 2017
Celebrities & Fan Fiction

Brittany's Strapon Hell Week 3: "Fear with Jenna and Vanessa" I am attempting to make these stories stand-alone as well as make sense in a series. If you like this, make sure to read my other stories. Think of your votes and comments as your contribution to my stories! Thanks! * It had been a long week for me, and I had a feeling there was still a long w...

Mistress Monique Pt. 02

by bleedndkn on Sep 25, 2017
Fetish

This wasn't even my fantasy, I thought as I purchased the clamps, butt plug, heels and maid dress online with expedited shipping. The next day I brought the items in a backpack to Mistress Monique's apartment while she was at work. I put everything on then placed the butt plug in my ass and tightened the nipple clamps painfully so they wouldn't fall off, th...

A Visit to a Mistress

by fun4all6969 on Sep 19, 2017
Fetish

I have always craved humiliation ever since I was with a girl who humiliated me for my premature ejaculation and my small penis. I saw an ad online for a girl who loves submissive guys and we chatted back and forth for about 2 weeks before my business trip took me to where she lived. She told me it would be $250 for the domination session and that I had to p...

The Sissy and the Pet

by Detailed_Dominant on Sep 18, 2018
BDSM

I sipped my drink and let my eyes dart back and forth between my phone and the entryway. I hadn't wanted to risk being late, so I tried to make sure to arrive 10 minutes early. Maybe I had just estimated the traffic wrong, maybe I had just been more eager for this meeting than I was prepared to admit to myself. I showed up almost 40 minutes ahead and schedul...

The Huntress is Also a Mistress

by Dazzle1 on Jan 16, 2019
BDSM

"Are you sure this makes sense, Jack?" "What are you worrying about, Tristan?" His large muscular friend asked. "We are in the middle of nowhere," Tristan who was much smaller but still in good shape. "We could have hit 3 houses in town, instead of hoping there is stuff here." "Ya, but this rich bitch should have a lot of stuff here. And no cops." The li...

A Strip Whipping!

by Bi_Siamese on Sep 26, 2017
BDSM

My name is Mistress J. I reconnected with an old boyfriend named M who in the past was quite submissive but took quite good care of me orally. I got a surprise call from him one day and catching me in a good mood I decided to try a few experimental dates. I wasn't surprised finding over the phone that M had fallen into female domination and discipline. The d...