Dildo Punishment Stories

61,860 results
Orientation
Length
Source
Infinite Scroll

Beau of Les Belles Pt. 02

by Belle_Sansmercy on Sep 15, 2017
BDSM

Disclaimers and copyright: This work is copyright by the author. Commercial use is prohibited without permission. ---------------------------- This story is intended for mature audiences. You must be 18 or older to read this story. This story contains violence and non consensual sex. It is purely fictional. No one should really do the things described in...

One of the Girls

by tgirl_Mary on Sep 19, 2017
Transsexuals & Crossdressers

Time seems to fly working at the bar. How long have I worked here now? Ten years. It seems like yesterday when I came here looking for a job to get by on after the economic downturn and a sexual harassment accusation forced me from a decent career. "This was just going to be temporary, maybe a year or two, until things turned around," I told myself. Hitting...

To Love a Stray Ch. 11 Pt. 02

by Mygypsy on Sep 25, 2017
NonHuman

Hallo Lit readers Here is the long awaited part 2. I have brought Enter the Cat up to where TLAS ch 11 started. For fans of this story if you haven't read Enter the Cat you should have a look at it. Please comment and vote. I look forward to ALL comments. Mygypsy ~~~~~~~~~~~~~~~~~~~~~~~ I swallow hard and refuse to let my fear show on my face as Unca...

Boot Camp

by Moxy Irish on Sep 19, 2017
BDSM

I was addicted to the TV show "Boot Camp" in 2001. I've taken two incidents from that show and changed them enough to make them my own and write a story around them. I'm not a military scholar so I may have put something in this story that would make a military person scoff. If I did, I apologize. I'm not Tom Clancy *smile* But please do send me an email and...

Priscilla's Palace of Pain

by jlorthia on Sep 17, 2017
BDSM

Author's note: This story's main element is humiliation, some elements of it borderline on slapstick. It is about a haughty prospective princess being dramatically humbled. It is pure fantasy. If you like this kind of thing please continue to read. Includes, Spanking, Oral Sex, BDSM, Analingus, and Humiliation. *** "The Palace" Priscilla Conwyn stepped ha...

Annie's Education Ch. 11

by one_susie_q on Sep 13, 2017
Novels and Novellas

The rest of my punishment was conducted without incident. I didn't see much of Alex, and for that I was glad. I still had not come to terms with what happened the night we were together in Master's chambers. I also hadn't seen Aidan, and was truly worried about him. Mistress' voice saying he wouldn't come to 'serious' harm wherever he was kept playing in the...

La Contessa's Slave Girl

by SlaveNano on Sep 13, 2017
BDSM

"Contessa, I think I've found exactly what you're looking for." La Contessa is on a mission; she has brought me into the Cannaregio district of Venice again to scour her contacts in the whore-houses of Venice for a girl who can play the role of a slave girl for her. She is deep in conversation with the matron of Il Torro Negro tavern. I was raised in the Ca...

Video Chat Slut-in-Law

by SexyWriterCouple on Sep 19, 2017
Exhibitionist & Voyeur

The sound of my wife, Jane, talking in a soft whisper woke me from a deep sleep. I stirred and looked at my phone to check the time – 7:12 – way too early to be up on a Sunday morning. Though I initially thought she might be talking to me, listening for a moment she was actually on a phone call. I couldn't help worrying that something might be wrong, because...

The Retreat at Sharon's Ch. 03

by PenLightStories on Sep 13, 2017
Group Sex

Sunlight poured through the bedroom window by the time Max dragged himself out of bed the next morning. He pulled on some gym shorts and a tshirt and made his way downstairs. The previous night's activities flashed in Max's mind like a movie as he winced from the pain from his hangover. He hoped Sharon and Carla would bond but last night was far more than he...

M Club Ch. 16

by WatchingCloud on Jan 7, 2018
Toys & Masturbation

The first rule of M Club is: You don't talk about M Club. The second rule of M Club is: You don't talk about M Club. Third rule of M Club: No touching anyone but yourself. Fourth rule: No recording devices. Fifth rule: No clothing below the waist. Sixth rule: If this is your first time at M Club, you must masturbate. * * * Lisa marveled at the size of som...