OutKick
  • Sports
  • Culture
  • Analysis
  • Watch
  • Shows
  • Shop
  • Newsletters
  • Search

True Romance

Mom caught in bed with her college student son's friend

True Romance: Man Catches His Mom In Bed With His Friend, Girl Next Door With A Wild Side & Why Did You Cheat?

Sean Joseph
1 day ago
woman's friend wants hall pass to sleep with her husband

True Romance: Can A Friend Want A Hall Pass To Sleep With Your Husband?...One That Got Away & Too Hot For You

Sean Joseph
February 12, 2026
Navy veteran saved from a brothel by Pretty Woman moment thanks to wealthy widower

True Romance: Navy Vet Turned Content Star Saved From Brothel By Rich Widower, Man Falls For Dad's Ex & More

Sean Joseph
February 5, 2026
Navy veteran saved from a brothel by Pretty Woman moment thanks to wealthy widower

True Romance: Navy Vet Turned Content Star Saved From Brothel By Rich Widower, Man Falls For Dad's Ex & More

Sean Joseph
February 5, 2026
clifftop threesome

True Romance: Love At 300ft With A Clifftop Threeway, Man Gets Intimate With A Vacuum & Dating Strippers

Sean Joseph
January 29, 2026
Delaware school bus driver arrested for sex on bus with prostitute

True Romance: School Bus Driver Caught Hooking Up With Prostitute On His Bus, Personal Trainer Crush & Taboos

Sean Joseph
January 22, 2026
clifftop threesome

True Romance: Love At 300ft With A Clifftop Threeway, Man Gets Intimate With A Vacuum & Dating Strippers

Sean Joseph
January 29, 2026
Delaware school bus driver arrested for sex on bus with prostitute

True Romance: School Bus Driver Caught Hooking Up With Prostitute On His Bus, Personal Trainer Crush & Taboos

Sean Joseph
January 22, 2026
proud gold digger inspiring others to land wealthy men

True Romance: Proud Gold Digger Inspiring Others To Date For Money, Dating A Married Man & Getting Cheated On

Sean Joseph
January 15, 2026
grandma babysits so mom can cheat on dad

True Romance: Grandma Babysits The Kids While Mom Cheats, Hilary Duff's A Romantic & Sugar Daddy Experiences

Sean Joseph
January 8, 2026
man wants a holiday hall pass to get with his ex

True Romance: A Holiday Hall Pass Reward For A Tough Year, Cop Turns Down Sex Bribe & Sleeping With Neighbors

Sean Joseph
January 1, 2026
Christmas Eve love triangle stabbing

True Romance: Love Triangle Leads To Christmas Eve Gone Wrong, Horny For The Holidays & Sleeping With In-Laws

Sean Joseph
December 25, 2025
Trophy wife looks the other way when her wealthy husband cheats

True Romance: Trophy Wife Ignores Rich Husband's Cheating, Model Has Married Men In DMs At Christmas & More!

Sean Joseph
December 18, 2025
Jail employee caught sleeping with and trying to get pregnant by an inmate

True Romance: Jail Employee Tried To Get Pregnant By Inmate, Not Cheating If It's Research & Pettiest Breakups

Sean Joseph
December 11, 2025
Wife plans to turn empty nest into couple swapping love nest

True Romance: Wife Plans Couple Swapping Love Nest, Bride-To-Be Blames Cheating On Friend & What Makes Cougars

Sean Joseph
December 4, 2025
swinging saved couple's marriage

True Romance: Swinging On Cruises Saved Couple's Marriage, Girlfriend's On Tinder & Choosing Pregnant Mistress

Sean Joseph
November 27, 2025
OutKick
  • Sports
  • Culture
  • Analysis
  • Watch
  • Shows
  • Newsletters
  • Shop
  • Updated Terms of Use
  • Updated Privacy Policy
  • Your Privacy Choices
  • Help
  • About Us
  • Press
  • Sitemap

DISCLAIMER: This site is 100% for entertainment purposes only and does not involve real money betting. Gambling related content is not intended for anyone under the age of 21. If you or someone you know has a gambling problem and wants help, call 1-800-GAMBLER.