Fashion, Friendship & a Little Bit of Chaos: A Cutting Up with Kelly Bensimon episode artwork

EPISODE · Nov 20, 2025 · 48 MIN

Fashion, Friendship & a Little Bit of Chaos: A Cutting Up with Kelly Bensimon

from The Cutting Up: A Kiki with Connie & Lina · host Pride House Media

Get ready to laugh, strut and pick your jaw up off the floor — because this week’s episode of The Cutting Up is giving full runway meets “girl chat” . Hosts Connie and Lina are in the house, joined by none other than the fabulous Kelly Bensimon — author, fashion icon, reality legend, and all-around powerhouse. From epic fashion throwbacks to must-have travel pieces, these women serve insider tea and killer advice for owning your look (and your life). Expect laughs, nostalgia, and several “did she really just say that?” moments. Kelly also dishes on her journey — from modeling to magazines to posing for Playboy and also giving back through her work with the Food Bank — proving style and substance can totally coexist. ✨So join these ladies for a good cackle, some iconic memories, and some seriously good girl talk. 🕒 Timestamps 00:00 — Kicking things off with major banter 00:39 — Fashion talk: Norma Kamal & Wet Looks 02:08 — Shoe trends: Mules and more! 02:40 — Travel fashion must-haves 05:44 — Throwback looks & beauty secrets 15:02 — Meet Kiki: How it all began 23:21 — Iconic fashion memories 23:53 — Public perception vs. reality 25:16 — How to balance (all the things!) 27:13 — Legendary magazine moments 30:29 — Owning your “imperfections” 32:34 — The ultimate girls trip 36:25 — Why giving back never goes out of style 38:49 — Travel hacks + fashion wrap-up 47:20 — Farewell, fabulous ones 💖Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cutting-up-a-kiki-with-connie-lina/id1849020008Spotify: https://open.spotify.com/show/200MOk48TaLRPLQvzx2UK0?si=6499dd094f704a10iHeart: https://www.iheart.com/podcast/1333-the-cutting-up-a-kiki-wit-303161901 You can write to us at [email protected] follow us on instagram:@TheLinaBradford@TheRealConnieGirl@PrideHouseMediaThe Cutting Up: A Kiki with Connie & Lina is a Pride House Media production.Producers: Josh Rosenzweig & Matthew BreenGraphic Design Daryl RaymondOriginal Music by 808 BEACH (John “J-C” Carr & Bill Coleman), courtesy of Peace Bisquit  Production Design by Darryl Dickens. Hair by Mariah MolinaOur very special thanks to Jason Kanner for all your support.

Episode metadata supplied by the publisher feed · Published Nov 20, 2025

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Get ready to laugh, strut and pick your jaw up off the floor — because this week’s episode of The Cutting Up is giving full runway meets “girl chat” . Hosts Connie and Lina are in the house, joined by none other than the fabulous Kelly Bensimon — author, fashion icon, reality legend, and all-around powerhouse. From epic fashion throwbacks to must-have travel pieces, these women serve insider tea and killer advice for owning your look (and your life). Expect laughs, nostalgia, and severa...

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Fashion, Friendship & a Little Bit of Chaos: A Cutting Up with Kelly Bensimon

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This episode was published on November 20, 2025.

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