Huge Anal Dildo Stories

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Submissive's Journey 14

by mollycactus on Sep 14, 2017
BDSM

I knew I was in for a strange experience the moment my Mistress, Barbara, had me climb into the back of her pickup truck. It was late afternoon on a pleasant day, and she had dressed me earlier in a rather pretty, frilly outfit. Now she commanded, "Lay down on your belly here, girl," pointing to the rear bed of the truck. As I did so, she took hold of my r...

Interracial Bisexual Orgy

by Samuelx on Sep 1, 2017
Group Sex

There is something which the world is quite ignorant about. Most people seem to think that once you've hit a certain age, you are simply done. You stop enjoying life and its simple pleasures, like sex for example. My name is Monique Kramer Davidson and I wrote this story to prove that most people are wrong when it comes to the lives and loves of those of us...

First Time Sissy - The Bike Path

by Phillysissylexi on Jun 15, 2020
Transgender & Crossdressers

My roommates had gone away on a trip for a week, so I had the house to myself for a few days. I had been waiting for a moment like this. As soon as they left I went to my closet to find all my girly clothes, toys, makeup, heels, and lingerie. I couldn't contain myself. I was so excited to turn myself into a sissy. I turned on some sissy hypno to listen to wh...

The Two Sisters Pt. 01

by fantasywriter1 on Sep 26, 2017
Anal

©by fantasywriter. Translated from my german original story in co-operation with lordodie. Chapter 1: Prehistory Two sisters, Anita, 21 years old and Birgit, an 18 years old teenager, were talking one evening about sex. In recent years the sisters didn't get together so much anymore, because Anita had gone away from home right after her high school grad...

Lovely Lisa

by Luke on Sep 2, 2017
Erotic Couplings

I am writing you in regard to one of my dreams that have come true. I have finally found my match in my obsession with anal sex perversities. My girlfriend, Lisa, a 5 foot 11, honey colored complexioned sexpot, has got me whipped because of our almost totally all anal sex relationship. She has smallish breasts with long brown nipples and an unusually long an...

Learning to Submit Ch. 02

by sweetpink1 on Sep 15, 2017
BDSM

Now Violet faced the lifeguard station, hands bound above her, oiled from heard to toe. Buckets of cold water made a semicircle around her. He reached to the front of her to pull her hips and legs out and back. Her arms stretched against the bonds. A cold dildo slid passed into her pussy until the flat base pressed against her bald lips, like a baby sucking...

Practice

by MTL17 on Sep 12, 2017
Celebrities & Fan Fiction

Authors note. This is a story based on Chuck and takes place during Season 4. * "Exc... excuse me." Ellie stammered, convinced she must have been more drunk than she thought because she couldn't possibly have heard her brother's girlfriend right. "I said, get on the bed and bend over." Sarah said like this wasn't something completely out of the ordinary,...

Black Sissy For White Queen

by Samuelx on Sep 16, 2017
Interracial Love

I feel so damn great as I slide my strap-on dildo deep inside Ramon Jones. The six-foot-tall, skinny Black guy looks absolutely gorgeous in a bright pink dress, white pantyhose and high-heeled red shoes. His face is perfectly made up, rouged and his makeup and lipstick are applied nicely. The fuzzy black wig he's wearing only adds to his decidedly not so mas...

Blowjob Contest Ch. 06

by jasliz on Sep 26, 2017
Erotic Couplings

The medium plug was a success, well... after it was done right, anyway. Rachel woke up wondering if her ass would be sore from the evenings 'practice'. She was pleased to find it wasn't. No ill effects hampered her even after the horrible pain she felt when Julie went too fast. Rachel was on track to be ready for Brandon. All she needed was to handle the lar...

Mickie Gets What's Hers Ch. 09

by MTL17 on Sep 13, 2017
Celebrities & Fan Fiction

WWE smackdown diva Jillian Hall was hesitant to knock on the hotel room door. Melina was not a patient woman, and normally Jillian would never keep her owner waiting, but something had seemed a little off about the call she had received from the woman who had tamed her. Melina had been puffing and panting the entire time, and although it wasn't unusual for...