Lost Bet Cuckold Stories

185,194 results
Orientation
Length
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Infinite Scroll

Michael Cuckold of the Year

by rodryder44 on Aug 28, 2018
Fetish

Warning 100% cuckold story. Michael went over the edge. I'm almost ashamed to say I know him. Jo saves the day by being so fuckable. It's surprising how fast a marriage can sour. A cancelled anniversary dinner finds Jo cuckolding Michael and discovering her slutty side. She's now his boss' slut. Michael quickly adapts. Relevant comments are welcomed. ro...

Katie's Awakening - Her Cuckold

by q-tip on Sep 19, 2017
Loving Wives

Katie and I tried to get back to normal after her weekend with Tom, but we weren't doing very well. Every time we made love together all I could see in my head was her being fucked by him, or worse, her being gangbanged by his poker buddies. Katie tried to be understanding and supportive. She did everything she could do but I would only last for about 10 se...

The Willing Cuckold Ch. 02

by Mr Robert on Sep 19, 2017
Loving Wives

I couldn't take my eyes off her as I followed her up the stairs to our bedroom. Her beautiful bottom was just inches from my face as I watched it sway sexily beneath the tight silky fabric of her skirt. My arm was outstretched as she held my hand, almost pulling me behind her. As soon as we entered the bedroom she turned around and gave me a long sexy kiss...

Dear, We Have to Talk Ch. 04

by dr13bone on Sep 25, 2017
Interracial Love

My wife, Mindy, had discovered my secret stash on interracial cuckold porn on the computer. Rather than getting mad we decided to explore the fantasy. With each new adventure my wife came closer and closer to being fucked by another man's cock. I knew I could stop it at any time and that was the danger of the game, the ability to stop and not doing so. Now s...

A Tale of Two Families Ch. 04

by Lauries Husband on Sep 19, 2017
Novels and Novellas

(Please read A Tale of Two Families – Chapters 1, 2 and 3 if you haven't already. This will make more sense if you do. This story contains elements of incest, cuckolding, group and bi-sexual relations. If this offends, please go elsewhere.) * Her moans had the same effect on Marshall and he couldn't help but whisper into the microphone from the video...

A Day at the Races

by sirsemega on Sep 17, 2017
Loving Wives

I don't know why he convinced me to come to the racetrack with him, but I was feeling generous and decided that watching all those horse muscles and sweat could be interesting for a change. Matt and I had been together for about three months. Before him was a string of lovers that kept me amused and satisfied after my husband divorced me. I was enjoying all...

Heiress MMM gets Her Cuckold

by mmms_ricki on Sep 19, 2017
Loving Wives

Mary had recently inherited a rather large family fortune and become a multi-millionaire. As a result She was feeling extremely Independent and Powerful. Now that she was independently wealthy she had the urge to release Her Female Supremacy and Female Dominance side. She especially looked forward to showing off the Power She had over Her sissy submissive hu...

Wendy The Haitian Cuckoldress

by Samuelx on Sep 16, 2017
Interracial Love

My name is Wendy Stephania Polydor and I'm a 29-year-old Black woman of Haitian descent living in the City of Boston, Massachusetts. I work as a Nurse at a certain hospital and I am the proud mother of a son, Jefferson, and a daughter, Lilandra. Life as a single mother isn't easy, and the fact that my ex-husband Alan Stephenson, a Boston-area cop, is a miser...

Seduced Pt. 02

by Miguel59 on Mar 5, 2018
Loving Wives

I wanted to keep talking, but Donna's yawn signaled to me she was done for the night. She tossed the wet wash cloth into the laundry basket, hit the bathroom for a final pee, brushed her teeth, put on a nightgown, and climbed into bed. I followed suit. She was on her side and told me to spoon her. She mumbled, "I love falling asleep in your arms." Within m...

Don't Piss Off Lou

by SoCalOvid on Sep 14, 2017
Humor & Satire

There I was, sitting on a stool in the neighborhood bar crying my eyes out, figuratively at least, even if no actual tears were coming down. I knew I wasn't the first man to discover that his wife was cheating on him; I wasn't the only man whose wife was cheating on him, and I certainly wouldn't be the last man whose wife cheated on him. Knowing all of those...