Actress, comedian, and all-around powerhouse Bresha Webb joins Holiday AF for a wildly entertaining and heartwarming conversation about family traditions, Christmas nostalgia, and the joy of giving. Hosts Deborah Joy Winans Williams and MAJOR. dive into Bresha’s childhood holiday memories growing up in the Webb household, including her father’s annual Christmas breakfast ritual and her mother’s legendary home-cooked apples. Bresha shares how the holidays have evolved as her parents get older — and how she now flies them to Los Angeles to keep their family traditions alive.

She also opens up about working with Tyler Perry on A Fall From Grace, stepping into a dramatic role alongside legends like Cicely Tyson and Phylicia Rashad, and what it meant to portray a character audiences hadn’t seen from her before.

Of course, it wouldn’t be Holiday AF without games — Bresha brings her iconic impressions to holiday classics, performing Silent Night as DMX, Britney Spears, and the incomparable Beverly Uggams. From laughter to love to full-on festive chaos, this episode captures the spirit of the season in the most joyful way.

If you love Bresha Webb, comedy, Christmas traditions, or holiday nostalgia, this episode brings all the festive magic.

Actress, comedian, and all-around powerhouse&nbsp;Bresha Webb joins Holiday AF for a wildly entertaining and heartwarming conversation about family traditions, Christmas nostalgia, and the joy of giving. Hosts Deborah Joy Winans Williams and MAJOR. dive into Bresha&rsquo;s childhood holiday memories growing up in the Webb household, including her father&rsquo;s annual Christmas breakfast ritual and her mother&rsquo;s legendary home-cooked apples. Bresha shares how the holidays have evolved as her parents get older &mdash; and how she now flies them to Los Angeles to keep their family traditions alive.
She also opens up about working with Tyler Perry on A Fall From Grace, stepping into a dramatic role alongside legends like Cicely Tyson and Phylicia Rashad, and what it meant to portray a character audiences hadn&rsquo;t seen from her before.
Of course, it wouldn&rsquo;t be Holiday AF without games &mdash; Bresha brings her iconic impressions to holiday classics, performing Silent Night as DMX, Britney Spears, and the incomparable Beverly Uggams. From laughter to love to full-on festive chaos, this episode captures the spirit of the season in the most joyful way.
If you love Bresha Webb, comedy, Christmas traditions, or holiday nostalgia, this episode brings all the festive magic.

Each week, actor and singer Deborah Joy Winans Williams invites inspiring women into candid, heart-led conversations about joy—what it means, how they choose it daily, and why it matters. Through personal stories, shared insights, and warm humor, Choosing Joy creates a space where vulnerability meets strength and every episode offers encouragement to embrace joy intentionally—even in life’s uncertainties.

Each week, actor and singer Deborah Joy Winans Williams invites inspiring women into candid, heart-led conversations about joy&mdash;what it means, how they choose it daily, and why it matters. Through personal stories, shared insights, and warm humor, Choosing Joy creates a space where vulnerability meets strength and every episode offers encouragement to embrace joy intentionally&mdash;even in life&rsquo;s uncertainties.

Choosing Joy

In this festive and joy-filled episode of Holiday AF, hosts Deborah Joy Winans Williams and MAJOR. sit down with actress and comedian Bresha Webb to explore the traditions, humor, and heartfelt moments that make the holidays special. Bresha reflects on growing up in the Webb household, where her father’s Christmas breakfast and her mother’s homemade apples created cherished yearly rituals. As her parents age, she shares how her role in maintaining family traditions has shifted — from flying them to Los Angeles to hiring a chef when her mother “retires” from cooking.  Bresha also talks about her dramatic turn in Tyler Perry’s A Fall From Grace, discussing what it meant to step into a new kind of character and work alongside icons such as Cicely Tyson and Phylicia Rashad. The conversation blends depth with pure comedy as Bresha brings unforgettable impressions — from DMX to Britney Spears — transforming holiday classics into comedic gold.  This episode captures the warmth, joy, and laughter of the holiday season while showcasing Bresha’s talent, heart, and festive spirit.

Bresha Webb on Holiday Traditions, Family Joy & Her Funniest Christmas Moments | Holiday AF

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/aac81db0-94cb-480e-b1e9-b3a00179448d/transcript

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