Spanking Wedgie Stories Stories

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A Good Day for a Wedgie

by SerenOsmond1 on Sep 25, 2018
Fetish

Hello Everyone! So this is my first attempt at writing erotica. I am NOT an English/Writing guy. However, I truly do enjoy the wedgie/transparent clothing/humiliation/spanking fetishes and wished I saw more of that on Literotica! So with my girlfriend's blessing, I have started and completed the first part of my first story series. I would appreciate any fe...

The Hitchhiker - Cuckold Story

by Secrettie on Sep 2, 2017
Fetish

Sick of getting abuse for my stories, so once again: THIS STORY CONTAINS CUCKOLD THEMES! If you are not into cuckolding or sharing then do not read and most importantly, do not vote or comment. You have been warned. ***** We had been driving around in circles for what felt like hours. Sarah was turning the map around, upside down and inside out trying to w...

Tricia Gets to Ride First Class

by tribalsurf on Sep 15, 2017
Mature

(This new ending picks up toward the end of a story by me titled "Tricia Rides First Class". I wasn't satisfied with the original version, so have revised it here. It now ties in with other short stories I've written under my pseudonym tribalsurf. Hope you enjoy this addition!) * "Grab your coat and the drinks and follow me, sugar britches," I laughed. "I'...

The Cornhole Championship

by Charles Petersunn on Sep 13, 2017
Anal

This story is placed within the anal section as it concerns anal sex. If you don't enjoy stories involving anal sex then you really shouldn't read this story. You will be wasting your time. But, if you do like such stories, then I hope you like this one!. - - - - - - - - - - - - - - - - "It was a pretty strange dream." "Dreams are the royal road to the u...

Clean Slate

by Voboy on Jun 25, 2019
Exhibitionist & Voyeur

Here's a little Nude Day Contest tidbit for you. Readers of my other stories will notice a few familiar characters here and there. I hope you enjoy it! * * * "So, here's the thing." Amy steepled her fingers before her on the desk and leaned toward me, looking and acting with a detachment I found scary. Then and there I decided I wouldn't take the job if it...

Life with a Lump Between My Legs Pt. 03

by kleincox on Sep 19, 2017
Fetish

- 17 - "Sweetie, we agreed about this last night. If you want your rash to get better you need to quit wearing you boy underwear for a while. If you aren't comfortable with the panties Trish gave you, you can borrow a pair of mine until we can get you your own." She waited for my answer. It seemed like she was expecting me to come to the same absurd conclu...

If Only I Knew Then What I Know Now

by vanessa.evans on Aug 19, 2017
Exhibitionist & Voyeur

If only I knew then what I know now. As a teenager I was very naive. Sex was something that adults did and was 'naughty' but nice. I was always 'prim and proper'. What an idiot I was. My life changed when I was 22, I was getting so bored with my life in the pokey little town in North Wales that I decided that I had to do something about it. I managed to get...

Special Measures Ch. 01

by hyde2hyde on Sep 25, 2018
BDSM

So, it's been some time since I last wrote. The following story kinda breaks a few of my own "rules". Firstly, I usually work hard to avoid some of the big leaps of faith that some of these stories ask the reader to make, and which often erode the believability of the story. Secondly, I do not condone such action in real life as this clearly is unacceptable....

Snowball story writing

on Apr 22, 2025

If you don't know what a snowball story is, read this: https://prestoplans.com/snowball-writing-collaborative-writing-activity/ This works somewhat like Image Inspiration Chapters. However, after someone writes a chapter, someone else has to continue that story with another chapter. Try to end each chapter open-ended. Note: Stories with an asterisk * have no...

Teacher's Pet? Ch. 02

by ssnatch on Sep 18, 2017
BDSM

After she left, I got up and sat on the couch for almost an hour, just trying to absorb what had just happened. One part of me was completely excited that I had just an amazing sexual experience with a hot young woman. That part of me wanted to go into the bedroom and stroke my cock like she had told me to. The other part of me was freaked out that I had jus...