Fist Time Cuckold 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

Cuckolding Ricki

by mmms_ricki on Sep 17, 2017
Loving Wives

MMM's HotTub Party & Cuckolding ricki MMM had not been back to Oregon for over 8 months and was anxious to spend some time with her best girlfriend Jill and her significant other Roger. Mary was sure that Roger had a crush on her and was anxious to take things a little farther if Jill approved and Mary made the opportunity occur. MMM had been training her...

Dot Makes Tim a Cuckold Ch. 06

by wantwhitewomen on Sep 19, 2017
Loving Wives

Dot woke up the next morning and the first thing she began to think of as she got out of bed and started the shower was how long she would have to go without seeing Lee again. Then she saw her husband walking out of the bedroom towards her. Tim walked up and gave her a hug as she wrapped the towel around her body. She kissed him on the lips and wondered how...

Cuckolded by 18 Year Old Girlfriend

by aweatherly on Sep 26, 2017
Fetish

DISCLAIMER: This story features a loving couple participating in consensual female domination, cuckolding, humiliation, and cum-eating. If these themes offend you, feel free to discontinue reading now. Otherwise, I hope you enjoy the story. If you'd asked me if I would want to watch my girlfriend fuck another man in front of me a year ago, I'd have prompt...

Life's Turnarounds # 02

by vastiesmith on Sep 16, 2017
Loving Wives

Confession time: I drank the rest of my drink and finished loading the photos of my darling wife's nude and very used body into the computer. Then I waited. I waited for her to wake up from the sleep she said she so desperately needed. I knew I would have to wait until she got over whatever was medically wrong with her if there was anything wrong. I stood u...

Making a Whore Pt. 09

by dna27fog on Sep 12, 2017
Group Sex

Yes, Heather had been a slut when we met. She was a whore now. She was gangbanged semi-regularly, she fucked almost any guy that she saw that she was interested in, she fucked just about any guy that I wanted her to fuck, and she even fucked some guys on her own just because she thought I wanted her to. She not only fucked guys, but hooked up with girls too....

A Good Wife

by bart_allen on Dec 2, 2019
Fetish

Disclaimer! This is a cuckolding/mindfuck type of story. It fits best in the Fetish category, but it touches a whole bunch of others, thus the tags :) Happy fapping. ***** Let me tell you, Janet is the worst kind of woman to piss off. That's because she's the best kind of woman. Just a regular city girl grown up right in every way a man could ever want. Ai...

Ask For It Ch. 2

by indentcouple on Sep 19, 2017
Loving Wives

ASK FOR IT Part Two Some of the readers were disappointed that my story ended so abruptly. In particular, how, when and why did Tim have to start asking Kris to have sex with little ol' me? For those of you who did not read the first part of the story, my husband Tim and I always had an agreement that we would try anything sexual with each other. Th...

Un-Merciful Heart

by Chagrined on Sep 13, 2017
Non-Erotic

This is the third installment of the 'Un-Break My Heart' sequels. Yes, I know that "unmerciful" isn't hyphenated. It is called literary license. The same rules apply. If you are looking for a happy ending sorry, many things don't end happily. Read a fairy tale, (as long as it isn't the Brothers Grimm). While this is not a Loving wife story, it does continue...

Consequences Pt. 12

by xleglover on Sep 18, 2017
Loving Wives

Author's note: So I get a few emails between chapters. Here are a couple that show the diverse comments I get: > This message contains feedback for: xleglover > About the submission: Consequences Pt. 11 > This feedback was sent by: Anonymous > > Comments: > > I almost didn't come on today and I would have missed you. Your stories turn me on so much...

Change of Life Ch. 03

by NeedYou on Sep 11, 2017
Mature

All I could think about as I watched Mandy began to walk up the steps and take me into her big master bedroom was her body and what I was about to do with it. It was like a dream that had come true, sex with no strings none at all. All she wanted was a fucking once a week and boy did I need that too. As we stepped into the room she shut the door and turned t...