Sissy Plug Stories

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Orientation
Length
Source
Infinite Scroll

The Harem Slave Ch. 10

by naughtybabygirl on Sep 19, 2017
Fetish

The first gentleman on the list bounded eagerly up the stairs of the platform. Looking to be in his mid-thirties, he was tall and attractive enough. He handed his ticket to the Master and announced, "I'd like Sabrina." The Master nodded, waving the man on. Sophie watched in horror mingled with fascination as the man unzipped his tux pants and pulled out a d...

Dinner in Chicago Pt. 03

by subbiemac on Sep 12, 2017
BDSM

We exit the car, enter the hotel lobby and walk toward the bar. "Get us a couple of spots at the bar, pet" you tell me. "I'm going to visit the ladies' room." The bar is only semi-crowded, so I easily find two adjacent stools. I suck in my breath as I sit uncomfortably, the unforgiving butt plug reminding me of its presence as I settle my weight on the bar...

Punishment

by jennslone on Sep 12, 2017
BDSM

Neither of us really wanted to go out for New Year's Eve. We would've rather curled up on the couch with a good movie and a pizza, but our friends insisted we at least make an appearance. It was early evening already, and the party started around 6ish. Nick and I were both hurrying around, trying to throw together festive outfits and preparing for our night...

My Lesbian Friends

by SaraLezCD on Aug 18, 2017
Fetish

This is a continuation of my very real life fantasy of living with a lesbian couple and being dressed up as one of them. (See my earlier story) My lesbian girl friends are Becky & Janet, both in their early 20's and they consented to accept me as a 3dr lesbian in our home, as long as I dress and act as one of them. Due to a botched surgery I am not able to...

The Manse Ch. 02

by myimaginaryfriendme on Aug 31, 2017
Fetish

The party was over. I was in a daze. My cock was at half mast. I was spent and wanting more at the same time. Heloise took my arm and led me out of the dining room. We went into the kitchen where the entire staff had gathered. Chefs, cooks, maids, and then the three of us guys. We were the only ones naked, but all the rest looked to us and applauded. Severa...

My Veggie Tale

by silverace1 on Sep 16, 2017
Toys & Masturbation

Even though I am happily married, our sex life is virtually non existent; it seems that we are both too tired at the end of the day or the urge just seems to be passing. We remain affectionate and companionable but I fear that is what I have to look forward to. I am 62 years of age and working part time in a non-profit organization in my smallish Midwestern...

Life according to Lizzie Ch. 02

by Lizziewannabe43 on Sep 15, 2017
Transsexuals & Crossdressers

Hello again everybody, I looked at most of the comments and took some of the advice. I really appreciate the feedback whether it was positive or negative I appreciate it all the same. Thank you and enjoy this second installment of "Life according to Lizzie," hopefully this one is a little bit more tolerable grammar wise. ***** Luke was awoken by the sound...

Night

by shugpot on Sep 12, 2017
BDSM

Nightfall. Why couldn't it come earlier. The sun going down left orange and yellow streaks of light streaming through the soft brown plush curtains hanging in her bedroom. Leaving a warm glow over the four poster oak framed bed covered in black. Black silk sheets fell all the way to the floor. Beside the bed lay a glinting silver tray about three feet long,...

His Pt. 02

by A_TomboySub on Sep 14, 2017
BDSM

Authors note: okie dokie doke, this is the second part and from His point of view *claps* Which I of course have to have in a story since I believe it adds a nice spicy depth to a it. buuuuuuut seeing as id muck it up writing it myself, and I have SUCH a welling guy on the same line of thinking as yours truly with itchy fingers to type... well why not let...

Training Kathy

by budnging on Sep 12, 2017
BDSM

Finally, finally a meeting with him. Kathy shook inside a little as she thought about it. He had teased her for so long online. Every detail he teased her with seemed pulled from her mind. Wicked sensual thoughts, dreams she buried deep, almost ashamed at the raw need they exposed. They had talked back and forth, flirtatious sexy banter. Each time he pushed...