Fist Time Cuckold Stories

348,811 results
Orientation
Length
Source
Infinite Scroll

My Ex Sister-in-Law's Cuckold

by Naf_Noparts on Sep 19, 2017
Toys & Masturbation

(Author's Note: This story contains a cuckold-theme and a man eating his own cum. If this element does not appeal to you, neither will this story. Love to receive feedback. Thanks for reading!) * I was house-sitting for my former sister-in-law, who went on a two week vacation with her sister Stacy (my ex-wife) and some friends. Kelly and I had always been...

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...

Michael Myers Cuckold

by DickThePimp on Feb 12, 2019
Celebrities & Fan Fiction

Horror Movie Fuck Parody "Thanks for coming over James. It's great to see you again Big Daddy." Jamie Lee Curtis hands me a glass of champagne and sits on her sofa next to me, her legs crossed, slowly swinging back and forth. She sips her champagne, and gives me a seductive smile... her wet, red lips kissing that glass in such a sexy, come hither type of wa...

Cuckold Joe & Bunny Bone Pt. 02

by Chance005 on Sep 1, 2017
Humor & Satire

Dan from next door lived next door. He was bald and butch and had a mustache and a wife called Claire who used to look spectacular some ten years ago, and still acted like she did. Bunny Bone and Cuckold Joe didn't pay much attention to their next door neighbors, they each minded their business and smiled and waved 'hello' when their paths crossed, sometimes...

28 Days

by tinywhiteboi on Dec 2, 2019
Interracial Love

28 days. That's 4 weeks since my last orgasm. And I was so horny, to the point of constant distraction. It was all I could think about. My locked little penis was dripping into my panties, and my little balls were swollen. Six weeks ago my wife, Angie, caught me jerking off to interracial cuckold porn, a video with the cuck locked in chastity. She'd come ho...

Black Cuckold with a Sick Twist

by Samuelx on Sep 1, 2017
Group Sex

Mistress Wilma smiled to herself as she watched her slave Stephen, a big and tall, somewhat chubby but still handsome Black dude, don the Gimp Mask. I want you to experience total submission, the curvy, light-skinned Black woman said with a wicked smile. Yes mistress, Stephen said. Good slut, Mistress Wilma replied, licking her lips. Nodding to Kenny, her Bu...

To Begin With Ch. 02

by Silkluvr on Sep 16, 2017
Loving Wives

This is not a continuation of the previous story as such, it is forward in time a few months. it may help to read To Begin With Pt 1 to get some form of continuity! Comments and criticism are, as always, greatly appreciated - through the link below. The phone rang twice before I answered it. "Hey, it's me".... It was 1.30am on a Saturday morning and Nic h...

Race Play Ch. 05

by Samuelx on Sep 16, 2017
Group Sex

Hey, there. My name is Robert James O'Neill and I'm a tall, lean and mean, green-eyed and blond-haired Irishman living in the city of Brockton, Massachusetts. By day, I'm a college professor and by night, a sexual adventurer. I'm very much into race play and currently, I'm having some fun with my friends, Sheila and James Lorne. They're a working-class Afri...

How I Became a Chastized Cuckold Ch. 06

by gizzard on Sep 19, 2017
Loving Wives

**Warning** This fantasy story series contains or will contain elements of Male Chastity, Orgasm Denial, Female Domination, Cuckolding, Interracial Sex, Bi-sexual Innuendo and Tendencies, Teasing, and BDSM Activities. If any of these topics are offensive you to, I recommend not reading. * I awoke the next morning with an unbearable case of morning wood, my...

The Gentlemen's Panty Club Pt. 04

by joefelton on Sep 13, 2017
Erotic Couplings

As I was driving home from the meeting, I thought about the important club members I'd met. There was the honorable mayor of San Francisco, Justin Roberts, and the renowned opera tenor, Mario Sunseri, as well as the president of the San Francisco Ballet Company, Constantine Chekov. I'd met university presidents, and the leaders of the local bar and medical a...