Gena Colley attends Kountry Wayner, A Woman's Prayer Netflix show;  Kountry Wayne attends the Atlanta premiere of "Strange Love"; Jess Hilarious attends The 2023 Black Effect Podcast Festival at Pullman Yards.
Source: Maury Phillips/Getty Images; Paras Griffin/Getty Images; Paras Griffin/Getty Images for iHeartMedia

Comedian Kountry Wayne's Love Life Is Complicated — Let's Explore His Dating History

Not much is known about the mothers of comedian Kountry Wayne's 10 kids but you can learn more about his high-profile dating history here!

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Feb. 23 2024, Updated 4:44 a.m. ET

Wayne Colley, also known as Kountry Wayne, keeps us laughing.

He's taken the country boy stigma and turned it around to his advantage, but his life got off to a rough start. He was born in poverty with limited resources in Millen, Ga., but he still managed to make his dreams come true.

After he was arrested for selling drugs, Wayne was at risk of going to jail for a very long time. However, he used his comedic gift to convince the judge to have a change of heart and let him come home to his family. He decided to turn his life around and start a comedy career full of hilarious sketches and southern wit.

Along the way to finding success, he fathered 10 children, starting a family at 17 years old and having a child nearly every year after. Though his children often make cameos in his content, there is little public information available about the mothers of his children.

So, who has Kountry Wayne dated in the past? Find out!

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Meet Kountry Wayne's ex-wife Gene Colley.

Kountry Wayne was previously married to actress and model Gene Colley from 2017-2019. They share two children — Melissa and Honest Dream Colley. Their relationship was short-lived due to Wayne’s infidelity, leading to their legal separation.

Though they are no longer together, they are still close-knit co-parents and sometimes create content together. Wayne makes great efforts to be a present father in his 10 children's lives and an ally to the mothers of his children.

He explained on Sherri: "They all stay close by, most of them, like five to 10 minutes away. They got keys to my house they walk in when they want to — the baby mamas."

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gena colley
Source: Instagram/@itsgenarenee

Gena Colley poses next to a bouquet of red roses.

Kountry Wayne also dated 'The Breakfast Club' host Jess Hilarious.

Breakfast Club host Jess Hilarious, whose real name is Jessica Moore, is a social media personality, comedian, actress, and talk show host.

Wayne and Jess Hilarious dated back in 2019 but the relationship was short-lived. She claimed that she did not know that Wayne was married to Gena Colley when they started dating.

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jess hilarious  bet awards
Source: Michael Buckner/Variety via Getty Images

Jess Hilarious at the BET Awards 2023 held at Microsoft Theater.

Although Wayne caught flack for getting into a new relationship before his divorce from Gena was final, Wayne explained that they weren't together when he started his relationship with Jess.

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"That s--t didn't happen like that. I separated from my wife, went and got Jess...and that was it I started talking to her. And I got divorced. My divorce was 45 days," he said on Club Shay Shay.

Though the relationship did not last long, she credits Wayne for being able to help her enhance her entrepreneurial skills.

She said on Cam Newton's Funky Friday: "That was the first relationship I was in where the guy put me on something like that,” she continued. “One of the things I always told him while we were together [was]: ‘You are very corny, but you are rich for a reason.’"

There is little information about who Kountry Wayne is currently dating.

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