Sissy Maid Bondage Stories

32,549 results
Orientation
Length
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Infinite Scroll

The Learning

by americandemon on Sep 17, 2017
BDSM

My name is Tabitha. I am a white 18 year old senior in high school. I have brown hair that goes to my shoulders. My eyes are blue and I have some freckles on my cheeks and nose. I am about 5-3 and weigh 120 pounds. My breasts are 34b's and I have been told I have a nice bubble butt. I am going to tell you a story about my first bondage experience. It was m...

Hope

by WFEATHER on Sep 17, 2017
BDSM

I leaned back in the recliner, My eyes closed, trying to catch My breath. The fire warmed My bare skin quite nicely, while the cool air was quite noticeable upon My dampened hardness. I thought of the experience just ended: the beautiful and willing naked young woman kneeling at My feet, each ankle shackled to a different heavy iron ball, each wrist cuffed...

Leslie's Initiation

by bigdickno1 on Aug 30, 2017
BDSM

Leslie was scared. She had no idea where she was or where she was going for that matter. The last thing she remembered was looking up from her bed in her dorm room and seeing six figures all dressed in black standing over. They held her down while one of them drugged her. "This one's starting to come out of it," she heard a voice shout. "You know what to d...

Together Now, Forever Ch. 01

by SimbasSong on Sep 13, 2017
Erotic Couplings

It was a long time waiting for her. Sarah and I met on the Internet 10 months ago and we were finally meeting. We have been having fantastic phone sex since we first began chatting. We'd share sexual fantasies about how it would be when got together. She wrote me a story long before and it spoke of how she had a fantasy about meeting in the airport terminal...

A Quicky to Make Your Hand Sticky

by blackstallion21 on Sep 14, 2017
Erotic Couplings

The last time I had GOOD Sex was totally by accident! I was at the strip club that I frequent on occasion. My best friend came along with me to help me celebrate St Pats Day. We had been drinking all day, and wanted to see some pussy to end our night. We walked in and walked straight to the bar to order a drink. I ordered two, and he excused himself to the...

Short Chapters

by MsReflections on Sep 17, 2017
BDSM

This story was written some time ago, I think it stands the test. * Chapter 1 He laughed at himself. What the hell was he doing here? But in his heart he knew exactly why -- he had no choice. It had started as a fun idea on a lonely Saturday night. He had had a few beers watching the match and was feeling horny and lonely. Not enough to actually go ou...

Thought Dragon - Count 1001

by hdm303lj on Sep 17, 2017
BDSM

Let me explain a simple Lie. * * * * I keep the bathroom as neat as possible... for a bachelor that is. It just made sense in a home filled with people always coming and going. Back then it was drilled into our heads: keep the toilet clean. All told, it's a very good habit. Everyone enjoys taking a piss. Everyone has experienced the bliss after the last t...

My First Gang Bang

by sweetnessuk on Sep 13, 2017
Group Sex

I was excited and a bit nervous at the same time and was very much looking forward to going to a swingers club for the first time. The idea of being watched and watching people fuck made me feel horny. Once I arrived, I was thinking I was too underdressed, but no, I was way over dressed. I saw sexy women dressed in PVC, shiny black and red skin tight dress...

Photo Ch. 05

by WFEATHER on Sep 12, 2017
Fetish

It had been a long time since a mysterious manila envelope with a Milwaukee cancellation mark had appeared in my mailbox, so when the fifth such envelope was awaiting my return from work, I was overjoyed. Suddenly, the stresses of the day disappeared, and the heavy weight I had been carrying was instantly lifted from my shoulders. From the smile upon my face...

Submit Ch. 01

by johnny31 on Sep 12, 2017
BDSM

I had been married to my beautiful wife, Angel, for about two years when this story begins. This beginning is about two years ago, she just recently instructed me to begin sharing our story on here. In our dating years and first years of marriage, we had experimented lightly with bondage. We tried it both ways, but I strongly preferred submitting to her ins...