Whitney Cummings announced on the November 3, 2025 episode of her popular podcast, “Good For You With Whitney Cummings, that she got engaged last week and has been keeping it a secret this whole time!
TMZ says the comedian, who boasts 1.8 million Instagram followers that include Lindsay Lohan, Demi Moore, and Reese Witherspoon, told viewers she didn’t “know how to tell anybody.”
So who is Whitney Cummings engaged to? Read on for details and check out the podcast episode below.
Whitney Cummings Is Engaged to a Pro Skateboarder
Cummings’ fiancé is Chris Cole, a professional skater TMZ says proposed to the social media star while she was taking her daily hike behind her L.A. area home. The proposal went down two Sundays ago, per the outlet.
The story also dished that the ring is from the jewelry line Bayou, by “Twilight” actress Nikki Reed. Reed played the blonde older sister of Edward Cullen in the smash hit teen romance films.
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