The Unexpected Fiancé: Who Is Whitney Cummings' Future Husband, Chris Cole?

The question of "Who is Whitney Cummings' husband?" is one of the most searched queries about the famous comedian, but the truth is she doesn't have a husband—yet. As of December 2025, the stand-up powerhouse and creator of hit sitcoms is officially engaged, having accepted a proposal from professional skateboarder Chris Cole. This exciting relationship update confirms that the notoriously independent and often self-deprecating comic is finally ready to walk down the aisle, though she has joked about her awkwardness in sharing the news publicly.

The news of the engagement, which Whitney Cummings shared on her popular *Good for You* podcast, came as a delightful surprise to fans who have followed her candid discussions on dating, relationships, and her previous engagement to Miles Skinner. This deep dive explores her current fiancé, her comprehensive dating history, and the full biography of the woman who has become one of the most influential voices in modern comedy.

Whitney Cummings: Full Biography and Professional Profile

Whitney Cummings is a multi-talented force in American entertainment, known for her sharp wit, observational humor, and fearlessly honest approach to sex and gender dynamics. Her career spans stand-up comedy, acting, writing, directing, and production.

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• Full Name: Whitney Ann Cummings
• Date of Birth: September 4, 1982
• Age: 43 (as of 2025)
• Birth Place: Washington, D.C., U.S.
• Education: University of Arizona (Film and Sociology)
• Occupation: Stand-up Comedian, Actress, Writer, Producer, Director, Podcaster
• Notable Creations: Creator and star of the NBC sitcom *Whitney* (2011–2013); Co-creator of the CBS sitcom *2 Broke Girls* (2011–2017).
• Stand-up Specials: *Money Shot*, *I Love You*, *I’m Your Girlfriend*, *Can I Touch It?*, *Jokes* (2022).
• Podcast: *Good for You* (Launched 2019).

Cummings began her career on the MTV show *Punk'd* before quickly establishing herself as a unique and powerful voice on the stand-up circuit. Her work often addresses controversial topics, making her a polarizing but highly successful figure in comedy.

The Engagement: Whitney Cummings and Fiancé Chris Cole

The question of who Whitney Cummings’ husband is can be answered by introducing her fiancé, professional skateboarder Chris Cole. The couple's relationship became public knowledge in 2023, and the engagement news followed shortly thereafter, solidifying their status as a unique power couple.

Who Is Chris Cole? The Professional Skateboarder

Chris Cole is not a celebrity in the traditional Hollywood sense, but he is a titan in the world of professional skateboarding, bringing an element of unexpected cool to Cummings' life.

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• Full Name: James Chris Cole
• Date of Birth: March 10, 1982
• Age: 43 (as of 2025)
• Birth Place: Langhorne, Pennsylvania / North Carolina
• Occupation: Professional Skateboarder
• Career Highlights: Two-time *Thrasher Magazine* Skater of the Year (SOTY) in 2005 and 2009. He is known for his technical skill and has won major competitions like the Maloof Money Cup.

Cole’s impressive career and dedication to his sport resonate with Cummings' own intense work ethic. Their relationship is a blend of two very different, high-achieving worlds—comedy and extreme sports—which Cummings often jokes about on her podcast.

The Surprise Proposal in Topanga Canyon

The engagement story itself is classic Whitney Cummings: a blend of romance and self-deprecating humor. Chris Cole proposed to the comedian on her daily hike in Topanga Canyon, a location behind her Los Angeles home.

Cummings revealed the news in November 2023 on her podcast, joking that she felt awkward sharing the personal milestone after years of keeping her relationships private. The proposal came after several months of dating, indicating a fast-moving, serious connection between the two.

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Whitney Cummings’ Candid Dating History and LSI Entities

Before her engagement to Chris Cole, Whitney Cummings was famously open about her struggles with relationships, commitment, and the pressures of dating in the public eye. Her dating history is a key part of her comedic material and has featured several high-profile individuals.

The Previous Engagement to Miles Skinner

Cummings was previously engaged to creative director Miles Skinner. He proposed to her on her 36th birthday in September 2018. The proposal was a surprise, taking place in front of her horses.

The engagement was called off in 2020. Cummings was open about the reasons, citing her own fear of commitment and the intense pressure of planning a wedding. She has often discussed the difficulty of balancing an independent, successful career with the demands of a traditional partnership, a topic that resonates deeply with her audience.

Other Notable Relationships and Partners

Cummings has been linked to several other figures over the years, which she has referenced in her stand-up and interviews, contributing to the topical authority around her personal life:

• Alex Barnes (2021): Following her split with Skinner, Cummings dated Alex Barnes, an emergency veterinarian who was eight years her junior. Their relationship was noted in various celebrity columns.
• Kerry Rhodes (2014): She was briefly linked to former NFL safety Kerry Rhodes.
• Peter Berg (2012–2013): The comedian also dated director and producer Peter Berg for a period.

These relationships, particularly her decision to call off the engagement to Miles Skinner, highlight Cummings' journey toward finding a partner who truly complements her unique lifestyle. Her candidness about freezing her eggs in 2015 also demonstrates her proactive approach to life and family planning, independent of her relationship status at the time.

The Future: Wedding Plans and The Next Chapter

While Whitney Cummings does not yet have a "husband," the current engagement to Chris Cole signals a new, more stable chapter in her personal life. The comedian has been open about her desire to settle down and have children, a journey she has shared with her fans.

The relationship with Chris Cole seems to offer a balance of independence and support that Cummings values. As a fellow high-achiever in a demanding field, Cole likely understands the need for space and dedication to one's craft. Fans eagerly await news of the wedding, which will transform her fiancé into her husband, finally providing a definitive answer to the popular search query.

The journey from *2 Broke Girls* co-creator to a newly engaged woman has been a public and often hilarious one for Whitney Cummings. Her willingness to share her vulnerabilities, including the awkwardness of being engaged, is what makes her so relatable and why the interest in her personal life, particularly her future husband, remains so high. The comedian continues to tour, podcast, and write, proving that finding love doesn't mean slowing down her career.