Virgin Cuckold Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

Lion of the Desert

by Flatulent_Queef_Lord on Oct 19, 2020
Fetish

(Author's note: This story features willing cuckoldry, breeding, inferiority complex, cuckold chastity and an age gap. If any of these fetishes do not float your boat, please feel free to click away. You have been forewarned! Advanced vocabulary has been intentionally used here to complement the historical setting. It is not meant to be condescending. Th...

The Making of a Mistress Pt. 05

by EiryCGar on Sep 14, 2020
BDSM

Author's note: Marie has married and taken possession of Charles, now known by his initials as Cunt. She has become an official Hotwife; Cunt is now a true cuckold. This chapter deals with their honeymoon on Felicity's island, and the momentous decision that is taken when she and Cunt return home. As always in my fictional stories, all sexual acts take plac...

Department Store Shame

by virgincuckold on Sep 13, 2017
Loving Wives

I'm pretty sure my wife saw her first even though she immediately spun it around on me. It was nothing new, she would do things like that on occasion, tell me the sky was green and one plus one equals three, and I would believe it. I would merely pretend to agree at first of course, but before long whatever she said actually became true. My wife had this pow...

A Wimp's Journey

by wannabecuck27 on Apr 17, 2018
Fetish

The wimp, I, woke on my bed, as the leaves outside my window waved, welcoming the morning breeze. Typical of a summer sun rise, one I had seen so many times. The cool wind, rustling through the semi dry leaves, coaxing my eyes open, as they burnt from the salt of tears, long dried over the night. I turned on my back, too weary to get up and close the window....

My Journey From Virgin to Cuckold

by reverdemoi on Sep 17, 2017
Loving Wives

Thanks to Ruzie D for the edit. They were gone. My blemishes. . . gone. The acne, the warts, blackheads, razor scars, skin pits, heck! Even the birthmark, gone, as if they never existed. My face was smooth and unblemished as a baby's ass. I looked at the rest of my body. Every lump, every trace of zits, warts, gone, all over. So was my body hair. Underarms,...

Honeymoon Is Over

by curious2c on Sep 26, 2017
Romance

Jen and I had dated for about two years, and in that whole time I had managed to keep my pecker in my pants and not go all the way with her. I, in an unusual twist, wanted to be a virgin on my wedding night for my bride and Jen, while not completely ok with this had acquiesced to my desire. To make it easier on both of us I wouldn't allow any playing aroun...

Making Me Hers Ch. 02

by sexless4ever on Sep 17, 2017
BDSM

Chapter 2: Her Bitch Not wanting to seem too desperate, I ignored my desire to contact her. Sunday, I received a text message from her with two links. One took me to a small heart shaped padlock for sale, the other to pink silicone chastity tube. Ten minutes later, she sent another message, "If your prick is healed enough to masturbate, don't. Buy these ins...

Queen Stephanie

by magicrub on Sep 17, 2017
BDSM

Chapter One He was walking around the lake, trying to lose the extra 30 pounds of girth his 35 year old body had added since college. His mind wandered over many such subjects as it often did during such hikes. He was a home town kid, one who had gone off to college and returned to work after graduation. A rich man monetarily, but a poor man who deeply regr...

Creampie Cuckold Humiliation

by cuckcreampielover on Sep 25, 2017
Loving Wives

I have been married to my wife for just over 4 years. She's perfect. I met her just out of high school and she was a suppressed, hot and horny church girl. I was the first boyfriend she ever had so needless to say she was a virgin. We got married after a couple years of dating. The sex was great. After a while, the sex was still great but my wife didn't se...

How I Cuckolded My Husband

by intofdom on Sep 13, 2017
BDSM

Prologue I remember my sweet college days. It was the best time of my life. My virgin high school days were followed by a horny alcohol driven college life. I had numerous boyfriends, one night stands and relationships. Some did call me a slut back then. After my protected college however, I realized the world was brutal outside. It was depressing. No amou...