Fashion, Friendship & a Little Bit of Chaos: A Cutting Up with Kelly Bensimon
Description
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/id1849020008
Spotify: https://open.spotify.com/show/200MOk48TaLRPLQvzx2UK0?si=6499dd094f704a10
iHeart: https://www.iheart.com/podcast/1333-the-cutting-up-a-kiki-wit-303161901
You can write to us at Kiki@TheCuttingUp.com
And follow us on instagram:
@TheLinaBradford
@TheRealConnieGirl
@PrideHouseMedia
The Cutting Up: A Kiki with Connie & Lina is a Pride House Media production.
Producers: Josh Rosenzweig & Matthew Breen
Graphic Design Daryl Raymond
Original Music by 808 BEACH (John “J-C” Carr & Bill Coleman), courtesy of Peace Bisquit
Production Design by Darryl Dickens.
Hair by Mariah Molina
Our very special thanks to Jason Kanner for all your support.




