First Time Fisting Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Fisting and Wine Bottles

by 57hangar on May 12, 2020
Fetish

This is an account of a true event.... Started playing and stretching with a new friend recently. She contacted me through a website, talking about her desire to be fisted. We talked about our fantasies and experience. She really wanted to have her pussy fisted up to my wrist for the first time and have it stretched. Anal play was also something she wanted...

Filth and Fisting

by 57hangar on May 12, 2020
Fetish

This is an account of a true event.... I met a woman called Kate. We talked before meeting and discovered that we both like fisting and insertions. Over three hours we did so much that we could think of. To ensure we had lots of inspiration, I went to the supermarket first and bought vegetables, bottles, candles, anything phallic shaped I could find. When...

Rod Sucks a Mystery Cock

by PinkDelphi on Sep 3, 2017
Fetish

Rod Gets Lingerie, a Strap-On and a Mystery Cock. He tastes cock for the first time. Part Five My other boyfriend was going to service Rod's decadent desires, and Rod did not know it. My friend Bill was sitting in his car just outside the house, waiting to come in at the right time, when Rod was really ready for his first taste of real cock. I had found o...

Don't Date the Bitch in Apartment 23 Ch. 02

by MTL17 on Oct 3, 2017
Celebrities & Fan Fiction

Disclaimer: I do not own Don't Trust the Bitch in Apartment 23. I do not make any money from the writing of this story. ***** Chloe did her best not to break her little promise and allow June some time to recover, and to eat the meal which eventually came for them after what felt like an eternity, but the other girl didn't make it easy for her. Sitting the...

Two Thousand and Ten Ch. 05

by The_Rat_in_the_Hat on Sep 14, 2017
Novels and Novellas

Author's Note: Well, dear friends, here is the penultimate chapter of this story for you all to enjoy. So sit back and get settled in because there is a lot going on in this chapter! We finally find out the truth about Clive, which rocks Lindi's world to its foundations, and Peter makes an unusual discovery that changes his life forever. And as for our frie...

The Orgy at Enigma House

by Friskee_cpl on Sep 13, 2017
Group Sex

Kay sat nervously in the boardroom as the panel of five interviewers filed in. Comprising of three ladies and two men, the group settled down around her on the oval table. Interviews, especially job interviews, were not a favourite of Kay's but she had no real reason to be nervous about this interview. She had the job in the bag. She looked her interviewer...

An Ordinary Man's Life Ch. 47

by FrankjrBauer on Sep 26, 2017
Romance

Dear readers, I'm sorry for the delay of this chapter, but it turned out that my latest editor is no longer able to work with me. I had no luck so far to find a new editor. Therefore, this is another UNEDITED chapter. Please, don't blame me for any errors. English is not my native language. ***** While the women went to the kitchen mid afternoon to start...

Speed Dating

by suziesdad on Sep 13, 2017
Mature

This is a revised and edited version of my story posted on February 16. Please read it and let me know if you think this is better than the original. "Where are you, he's getting ready to leave!" "Be there in a minute, just getting out of the cab, chill!" Entering the room, she recognized him straight away, blonde hair, most likely blue eyes, though she c...

Dan and Cock Socket Ch. 16

by lecturer427 on Oct 29, 2018
BDSM

Cock Socket stretched into her warrior pose and held it for ten seconds before moving back into plank. Yoga not only kept her in shape but it helped clear her mind and relieve the stress of her new baby boy. Now three months old, Jason was definitely a handful and had certainly complicated her life. But he was a very welcome complication. The ultimate expres...

Magazine Subscriptions

by PantyhoseFan on Sep 1, 2017
Group Sex

Okay, show of hands here. Have you ever had those annoying visits from people trying to sell magazines, often so that they can afford a trip out of the country? You have. Well good. Now, have they ever fucked you to sell a subscription? Didn’t think so. Well, I have. It happened while in my second year of college. This is what happened. I was sitting in my...