Whitney Cummings has opened up about the pivotal role her young son, Henry, may play in her forthcoming wedding to professional skateboarder Chris Cole. At an exclusive event in Beverly Hills, California, she shared her thoughts on the nuptials, revealing her intention for Henry, who is just two years old, to potentially walk her down the aisle.
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During her time at the annual An Unforgettable Evening gala, an event aimed at raising funds for breast cancer research and awareness, Cummings disclosed that she does not have a father to fulfil the traditional role. She poignantly mentioned, “He might walk me down the aisle. I don’t have a dad,” referring to her late father, who passed away in 2013.


This past December, Cummings made headlines with the announcement of Henry’s birth via an Instagram post. While she has not publicly identified his father, there has been confirmation that they are co-parenting separately. The comedian, aged 43, got engaged to Cole, who is 44, in November 2025.
In a recent conversation in Beverly Hills, Cummings expressed her enthusiasm for the upcoming wedding while acknowledging that many details remain undecided. She noted the desire to include her closest friends in a significant way, saying, “I wanted to have all my girlfriends walking me down the aisle to be like, you’re marrying all of us.” However, she acknowledged that this concept was challenging due to the sheer number of friends she has, stating, “I have too many girlfriends for that. So I’m really trying to figure it out.”
When probed about the venue, Cummings admitted to being torn between various options. “I’m vacillating between getting married at Tokyo Disneyland, just the two of us, and a thousand people at Dave & Buster’s. I am so all over the place,” she shared. She also mentioned the Madonna Inn, a boutique hotel in California that she described as “the most fantastic place I’ve ever been in my life,” adding, “It’s all pink.”
In contrast, she considered having the wedding at an animal sanctuary due to her love for animals but jested about the potential challenges of having her friends around horses. She explained her ongoing deliberation over the wedding’s scale, indicating a desire for a setting that reflected her personality while accommodating her guests.
As for her attire, Cummings revealed her current foray into online shopping for wedding dresses on eBay. “You’d be surprised how many women buy never-worn wedding dresses on eBay,” she remarked, emphasising the potential for finding beautiful dresses at a fraction of the cost. She encouraged the idea of supporting women who may have called off their weddings, stating that one could find a “Vera Wang never-worn wedding dress for a thousand dollars.”
In addition to discussing her wedding plans, Cummings shared an amusing anecdote about how she secured her engagement ring. The ring, from Nikki Reed’s collection, was initially borrowed for a TV project. Rather than returning it, she concocted an unconventional barter to keep it: trading the ring for a vintage Chevrolet pickup truck she owned. Cummings recalled, “She saw it in my house or my driveway and she was like, ‘This is the car I’ve been wanting forever,’” leading to a witty exchange where both parties ultimately received something they desired.
Overall, Cummings expressed amusement with her approach to wedding planning, referring playfully to her willingness to engage in bartering for her special day. As the countdown to the wedding continues, it is evident that Cummings is embracing the planning process, balancing her individual desires with familial and social connections.
As she navigates through the myriad of planning elements – from the place and size of the ceremony to her bridal look – Cummings’ joyful anticipation of her wedding shines through. The upcoming nuptials promise to be a reflection of her unique personality and the importance of those closest to her, ensuring the day will be both memorable and meaningful.
