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Jessica Simpson

NEW YORK, NEW YORK - NOVEMBER 29: Jessica Simpson attends the 2023 Footwear News Achievement Awards at Cipriani South Street on November 29, 2023 in New York City. (Photo by Jamie McCarthy/Footwear News via Getty Images)

With all due respect to J. Simp's iconic vibes, I long to give her a bit of a makeover. She would look so chic with a shorter haircut -- she will never do this -- and a more streamlined look. (Alternately, I'd low key love it if she just leaned into it and did HUGE TEXAS HAIR.) I just think this feels a bit dated.

Storm Reid

NEW YORK, NEW YORK - NOVEMBER 29: Storm Reid attends the 2023 Footwear News Achievement Awards at Cipriani South Street on November 29, 2023 in New York City. (Photo by Dimitrios Kambouris/Footwear News via Getty Images)

This is very young and fresh on her! Whilst also being maybe something Madonna wore circa True Blue.

Karreuche Tran

NEW YORK, NEW YORK - NOVEMBER 29: Karreuche Tran attends the 2023 Footwear News Achievement Awards at Cipriani South Street on November 29, 2023 in New York City. (Photo by Dimitrios Kambouris/Footwear News via Getty Images)

Given the event, I suspect she IS modeling this much hosiery very intentionally. Her head looks GREAT.

Lea Michele

NEW YORK, NEW YORK - NOVEMBER 29: Lea Michele attends the 2023 Footwear News Achievement Awards at Cipriani South Street on November 29, 2023 in New York City. (Photo by Dimitrios Kambouris/Footwear News via Getty Images)

This feels a bit out of season -- and I'm not totally sure Lea Michele is a Granny Panties Person? It DOES remind me to see if my Mom will let me borrow her lace tablecloth.

Kate Upton and Justin Verlander

NEW YORK, NEW YORK - NOVEMBER 29: (L-R) Kate Upton and Justin Verlander attend the 2023 Footwear News Achievement Awards at Cipriani South Street on November 29, 2023 in New York City. (Photo by Jamie McCarthy/Footwear News via Getty Images)

Honestly...this is good.

Misty Copeland

NEW YORK, NEW YORK - NOVEMBER 29: Misty Copeland attends the 2023 Footwear News Achievement Awards at Cipriani South Street on November 29, 2023 in New York City. (Photo by Dimitrios Kambouris/Footwear News via Getty Images)

Behold! The floating head of Misty Copeland! (This is fine though, although I'm not on the sparkly headband team in general. It IS the holidays.)

AnnaSophia Robb

NEW YORK, NEW YORK - NOVEMBER 29: Anna Sophia Robb attends the 2023 Footwear News Achievement Awards at Cipriani South Street on November 29, 2023 in New York City. (Photo by Dimitrios Kambouris/Footwear News via Getty Images)

There HAS to be a story here. (Having said that, I love her and wish she were a bigger star.)

Snoop Dogg and Martha Stewart

NEW YORK, NEW YORK - NOVEMBER 29: (L-R) Snoop Dogg and Martha Stewart attend the 2023 Footwear News Achievement Awards at Cipriani South Street on November 29, 2023 in New York City. (Photo by Jamie McCarthy/Footwear News via Getty Images)

I need an invite to THIS holiday party.

Jessica Simpson Headlined The 2023 Footwear News Achievement Awards
She IS a shoe billionaire.

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