Whitney Cummings
I’m Engaged …
But I Don’t Know How to Tell People!!!
Published November 3, 2025 11:42 AM PST
Comedian Whitney Cummings is engaged … but she’s having a tough time spreading the news.
Whitney made the announcement Monday on her “Good For You” podcast, saying, “I got engaged last week … and I don’t know how to tell anybody.”
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Good For You Podcast with Whitney Cummings
She continued, “I’m embarrassed to even talk about it, and I’m trying to just get it out of the way.”
In May, Whitney announced she was dating professional skateboarder Chris Cole … who proposed to Whitney on her daily hike in Topanga Canyon behind her L.A. area house two Sundays ago … TMZ has learned.
We’re told the ring is from Nikki Reed‘s jewelry line, Bayou.
On the pod, Whitney admitted she was surprised by Chris’ proposal and didn’t know what to do afterward. Her new fiancé also seemed to be flustered, because when she asked if they should go to dinner, Chris pitched … Pizza Hut.
Whitney joked, “I haven’t spoken to him since.”
She was previously engaged to music artist Miles Skinner. They were engaged for more than a year before calling it quits in 2020.