Whitney Cummings Shares Wedding Planning Update with Fiancé Chris Cole

The comedian talks potential locations, ceremony roles, and wedding dresses as she plans her upcoming nuptials.

Mar. 12, 2026 at 3:54pm

Got story updates? Submit your updates here. ›

Whitney Cummings, who announced her engagement to professional skateboarder Chris Cole in November 2025, opened up about her wedding planning progress in an exclusive interview with PEOPLE. The 43-year-old comedian, actress, producer, and writer discussed potential wedding locations, who might escort her down the aisle, and her search for the perfect wedding dress, including looking for deals on eBay.

Why it matters

As a high-profile celebrity, Cummings' wedding planning process provides a glimpse into the unique challenges and considerations famous couples face when planning their big day, from finding the right venue to involving their closest friends and family members.

The details

Cummings said she is "all over the place" with wedding planning, considering everything from a small ceremony at Tokyo Disneyland to a larger celebration at Dave & Buster's. She's also debating whether to have her son Henry or her close girlfriends walk her down the aisle, since she doesn't have a father to fulfill that role. In terms of her dress, Cummings revealed she's been searching for deals on eBay, where she says many women sell never-worn wedding gowns, including designer dresses.

  • Cummings announced her engagement to Chris Cole in November 2025.
  • The interview took place on March 11, 2026 at An Unforgettable Evening, a charity gala in Beverly Hills, California.

The players

Whitney Cummings

A 43-year-old comedian, actress, producer, and writer who is engaged to professional skateboarder Chris Cole.

Chris Cole

A professional skateboarder who is engaged to comedian Whitney Cummings.

Henry

Cummings' son, who she is considering having walk her down the aisle at her wedding.

Got photos? Submit your photos here. ›

What they’re saying

“Wedding planning is going pretty well.”

— Whitney Cummings (PEOPLE)

“I'm vacillating in between getting married at Tokyo Disneyland, like just the two of us, and a thousand people at Dave & Buster's.”

— Whitney Cummings (PEOPLE)

“If you want a plus-one that you met on Hinge and she's in your polyamorous throuple, bring them. I don't want to be saying no to people and stuff. Everyone's welcome.”

— Whitney Cummings (PEOPLE)

“My fiancé is a famous skateboarder and he's so physically talented because they're basically ballerinas and I want so badly to do the Dirty Dancing, the end.”

— Whitney Cummings (PEOPLE)

“You'd be surprised how many women buy never worn wedding dresses on eBay. You'll get a wild story and a very inexpensive never worn wedding dress. And you're helping out a woman who probably called off her wedding. You can get a Vera Wang never worn wedding dress for $1,000.”

— Whitney Cummings (PEOPLE)

The takeaway

As a high-profile celebrity, Whitney Cummings' wedding planning process highlights the unique challenges and considerations famous couples face when planning their big day, from finding the right venue to involving their closest friends and family members. Her openness about exploring unconventional options, like getting married at Tokyo Disneyland or buying a pre-owned designer wedding dress, also shows how modern couples are rethinking traditional wedding norms.