Dildo Punishment Stories

61,860 results
Orientation
Length
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Infinite Scroll

Black Escort Makes Him Her Toy

by Brian1 on Sep 19, 2017
Fetish

Its been a while since I have added any stories. Not that I haven't had some in mind, just a lot of time to type it up. If you like this one, be sure to read my others as well. _______________________ In my 40 some years I have never been intimate with a Black Lady or engaged the services of an Escort. Occasionally I would look at web sites featuring vari...

Caught and Used

by rayd9 on Sep 18, 2017
Transsexuals & Crossdressers

I am a secret, heterosexual panty boy, that loves to dress up in my wife's lingerie when she is not around. My wife and I have two mutual friends named Mike and Mandy. Mike and Mandy had things stored in our garage while they moved. Well my wife had to go away for a day seminar for her company, and I had the day off. I have been looking forward to this day f...

Team Bonding Ch. 02

by English Gentleman on Sep 11, 2017
BDSM

With time against them, the two girls set to work silently, neither knowing quite what to say. Working together back to back they managed to untie the knots and free their arms, allowing their bras and blouses to fall to the ground. Each girl then removed their soaked, sticky panties and stood naked. Neither could believe what was happening but although they...

My Friday Night

by honey28 on Sep 26, 2017
Transsexuals & Crossdressers

A true story, though the names have been changed to protect the not-so-innocent... *** "Why don't you get dressed?" I suggest, knowing that he had been waiting for me to tell him to change. Wanting it. Earlier, as we settled into our room, he had stripped down to his shorts so he could put on the chastity device, and gave me the key. We lay on the bed f...

A Hard Business Lesson Ch. 4

by DutchMark on Sep 15, 2017
BDSM

I started with medium strength strokes, alternating from cheek to cheek, making sure not to hit the same spot twice. In spite of her incredibly masochistic enjoyment, I did not really want to mutilate that silken skin. But as her cries and groans grew louder, as she wriggled her ass more and more from the combination of pain and pleasure and caused my tumesc...

Seduction of Britney Spears

by leanne2k on Sep 14, 2017
Celebrities & Fan Fiction

My name is Lisa Martin. I am a stripper by trade, though at the time of this story I was out of work. For years, I have had this crush, if you will, on Britney Spears. I never ever thought I would ever get a chance with her until one faithful day. There was a casting call in the city for back up dancers for some "big name star." It called for all sexy good...

Naughty Fun with Aunt Mischelle

by JosephBarnosky on Sep 13, 2017
Group Sex

Another commission by the lovely Brooke. She wanted something "nasty" and given her brief descriptions of her time with her "Aunt" Mischelle I tried to give her just that. My first time doing a bondage story too. All characters are at least 18. * Let me tell you about my Aunt Mischelle. Well she's not really my real aunt, but a friend of my mom's and she...

Edge of Exctasy

by shewizard on Sep 12, 2017
BDSM

The day was slowly creeping away, and as the moon rose, so did my excitement! I sat at the edge of my bed, waiting, and hoping that my Master would call for me soon. Thinking it about him, made me tingle with excitement. I could still feel the soreness in my ass cheeks from earlier in the day when he had corrected me. I spoke when I should not have, he whipp...

A New Scent

by unexplored_worlds on Sep 14, 2017
Exhibitionist & Voyeur

Lara looked at her shaved pussy peeking through the mesh crotchless panties in shock. She'd never bought such a thing; she tended toward tomboy in everything she did. Today though, she needed a change. She had called in sick that day; and she was sick... with a case of incurable horniness. It had never happened to her before; she really felt that she would n...

Homecoming Suprise

by Ryan_Hero on Sep 16, 2017
Toys & Masturbation

The summer night was hot when Ryan arrived home. It had been a long day, and even a longer week. He'd been away out on the west coast, chasing down a lead to an espionage case he and Cassandra had been working on. As much as they hated being apart from each other, there was far too much work back at home to allow both of them to go. It was decided that he wo...