Whitney Cummings—she’s the multi-talented comedian, actress, writer, producer, director, and podcaster you’ve probably heard of. But behind the laughs and success? Her early life wasn’t so easy. She grew up dealing with her parents’ divorce when she was just five and being part of a household struggling with dysfunction and alcoholism.
So, here’s the deal. People are curious—really curious—about Whitney’s love life. Who’s she dating? What’s going on there? I noticed this topic popping up a lot while searching for fresh ideas for my site. So, me and my team? We’ve dived into it, putting together everything we could find. Let’s see what we discovered.
Who Is Whitney Cummings Dating?
Alright, so let’s talk about Whitney Cummings’ love life. Back in 2021, she confirmed she was dating a vet, Alex Barnes. Things looked good, and they seemed to still be together in 2022 when she mentioned him during an interview on Today. But after that? Radio silence. No updates, nothing.
Fast forward to December 2023. Whitney had her first child. Big news, right? But guess what—she didn’t reveal who the father is. Naturally, this got everyone wondering if Alex Barnes was still in the picture. Before Barnes, she was engaged to Miles Skinner from 2018 to 2020. And, oh yeah, there were some earlier relationships too, like Kerry Rhodes and Peter Berg.
But here’s the twist: Lately, people are talking about her and Chris Cole. Fans are buzzing about this potential connection. Apparently, Chris even posted a story featuring Whitney, and fans went wild, sharing it on Twitter.
Now, things get messy. Chris Cole, who’s a skateboarder, has some heavy accusations from his ex-wife about abuse. Fans on Reddit have been discussing this, and opinions are… let’s just say, not kind. Some are calling him out, while others are defending him. Whitney hasn’t confirmed anything about dating him, but her name’s being linked with his.
So, is it Alex? Is it Chris? Or someone else? Right now, Whitney’s keeping it all pretty private.
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Whitney Cummings, 41, Welcomes Her First Baby
Big news—Whitney Cummings is officially a mom! She shared the exciting update on Dec. 17 with a sweet pic of herself feeding her newborn. Hair a mess, smile pure joy. She joked, “3-D printed a human. Guess I’m never brushing my hair again.” Classic Whitney.
The baby Son? No name or exact birth date revealed yet. Just a little hand sneaking into the photo. Cute, right?
Whitney’s friends and fans went wild with love and congrats. Sarah Silverman cheered, “You made a human being with your body!!” Hilary Swank, who had twins earlier this year, jumped in, “Congrats, Whitney!! I’ve got tips if you need ‘em!” Questlove kept it simple with, “Congrats Whit 💜,” while Melissa Rivers gave her a warm welcome to the “mom club.”
The love kept pouring in from big names like Adam Devine, Bobby Lee, Jenna Fischer, and Tiffany Haddish. Everyone was hyped for her.
Whitney announced her pregnancy back in June. Posted some poolside pics with her dog and a tiny baby bump, saying, “Human pup coming December.” Even joked about falling over during her shows. That’s her style—funny even when pregnant.
She teased fans with ultrasound pics too, asking for name ideas. At first, she hinted it might be a boy but later edited that part out. Keeping everyone guessing, I guess.
Oh, and the big mystery—who’s the dad? Whitney never shared. She’s keeping that part of the story private, at least for now.
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Whitney Cummings’ Past Relationships
Let’s talk about Whitney’s love life, or at least the highlights.
Miles Skinner
First up, Miles Skinner. They got engaged in September 2018. He’s a creative director. The big announcement? Happened on her birthday. But by early 2020, it was over. She mentioned wedding planning stress and her mom’s health as reasons. Life got complicated, you know?
Kerry Rhodes
Then there’s Kerry Rhodes. He’s a former NFL player. They were linked back in 2014. It didn’t last long—maybe a year? Details about them are pretty scarce.
Peter Berg
And Peter Berg. Whitney dated the actor and director from mid-2012 to late 2013. That breakup? She called it one of the hardest times of her life. Clearly, it hit her hard.
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