Hole Spanking Stories

127,470 results
Orientation
Length
Source
Infinite Scroll

Henrietta was Her Name

by alexcarr on Sep 17, 2017
Mature

Henrietta was her name. Yes, I thought so too. What sort of a name is that? I am told it is the feminine of Henry. But I was yet see anything masculine about her. I used to do her window cleaning. It was easy to do being just a small bungalow. That is how we got to know each other. I thought her name was so posh and she must have come from a very cultured...

A Night at the Round Table

by erotiquill on Sep 14, 2017
Erotic Couplings

Max and Helen Cranston moved into the farmhouse on 27 acres with the intention of raising a family in the country rather than the city. Unfortunately it was destined not to be and to make up for this loss they supported various child charities around the world and filled their home with a hodgepodge of unruly cats and dogs. They work at the local university;...

Sherry's Test Ch. 37b

by PolyVoyeur on Sep 23, 2019
BDSM

Votes, comments, feedback greatly appreciated. ***** The next scene was set up like a small restaurant with just a few tables. I was asked to wear an elegant party dress – one of my favorite electric blue dresses. Matt had gone through a lot of trouble to pick out appropriate outfits for each scenario. Matt and I walked on to the stage lovingly holding h...

Millville Ch. 14: COMMITMENT

by Submisky35 on Apr 22, 2019
BDSM

Chapter 14 COMMITMENT Author's note: This chapter will make more sense to the reader if prior chapters have been read first. However, on its own, it should still be entertaining. It may arouse your curiosity to go back and see what has led up to it. And, there's more to come! ***** Suzie and I slept until around ten Sunday morning. We had spent Satur...

A Friend in Need Pt. 02

by macktosh on Apr 10, 2019
Fetish

Note to editor: This story has HTML tags for italics, bold, and page breaks. This part takes place some time after the first, once they've actually gotten into a relationship. Contains: temporary limblessness, bondage, masochism, and gentle dominant/submissive. The feeling of utter helplessness that being restrained gave her wasn't always a sexual thing...

Love or Lust?

by ultramannc on Jan 21, 2019
Group Sex

I have known Emily for 35 years. She is a wide open, intellectual who knows what she wants and makes it happen. For years it has been one boyfriend after another. Elation to Tragedy each time. I looked at my phone and Emily had left me a text. "Hey, lets do lunch?" "OK, the usual?" I texted back. "Sure, make it 12:30" was her reply. I was sitting in m...

Moondust Hollow Ch. 07: Sisters

by LilithMoonstone on Feb 26, 2019
BDSM

Note: I haven't worked out how to respond to all the lovely notes so many of you have sent, but I read them all and am so very grateful for your kind words. I'm so glad so many of you are enjoying my story. Thank you! ***** [continued] Elsie's dreams were a mess of fear and hope and painful desire. In nightmares, Chase pursued her across the village beach...

On the Beach

by Gerilynn69 on Sep 23, 2019
Transgender & Crossdressers

Special thanks to my erotic editor and creative inspiration Spikeo. This is a fantasy, and any play should be built on consent and communication. Please me safe in your play. * I was bored in a chat room when someone began to banter with me playfully. We took turns abusing the quiet atmosphere of the room dedicated to one of my pastimes, β€œOn my knees to...

The Concourse

by blcking on May 12, 2020
Group Sex

The day had finally arrived. When I came home from work to find the big legal-size envelope, I knew exactly what it was. My divorce was finally over. Now it was time to party. My buddy told me he would help me celebrate once I received the papers that it was finalized. I called him to go out for drinks. We met at the bar around 10pm and I was telling him abo...

Sarah and the Major Go Spanking Ch. 01

by PaxosDaGreek on Sep 28, 2020
Loving Wives

This is a work of fiction. I am not an old man and neither am I a woman. I have no hands on knowledge of spanking and very little of BDSM. I apologise if there is failure in the detail. Any similarity to persons live or dead is purely incidental. Enjoy and thanks for reading. CH 1 "I think that is far enough Major, We have to stop this now." Sarah said rat...