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Katie Holmes & Emily Blunt

Katie and Emily know a fashionable sweater when they see one, and not to mention how differently they came to style this versatile piece. 

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Reese Witherspoon & Paula Abdul

Reese Witherspoon and Paula Abdul put a spin on the little black dress with this trendsetting look. Reese let the dress do all the talking by accessorizing with simple black heels and elegant jewelry while Paula kept the fun look going with some statement bow shoes and fishnets.

Eva Longoria & Leona Lewis

 Longoria and Lewis own the blazer dress look in their own fashion forward ways. Eva kept it minimal with some very subtle heels while Leona made the look one to remember with some interesting thigh high heels.

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Leslie Bibb & Julianne Hough

This colorful pleated skirt is no easy style to pull of but Leslie and Julianne have got it down! Whether you’re one for adding more color like Julianne or like to stick to one color scheme like Leslie, they both undoubtedly nailed the look.

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OLIVIA MUNN & MARY J. BLIGE

Olivia Munn & Mary J. Blige rocked the Fendi jumpsuit like no one else could. These two stars have any eye for high fashion and both added their own personal touches to the look. Whose approach do you like better; Munn’s popping orange heels or Blige’s chunky belt and hoops?

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MICHELLE MONAGHAN & BLAKE LIVELY

Michelle & Blake are two women who know how to make a powerful fashion statement in pants! This bright yellow two piece jumpsuit is worn confidently by both stars making it difficult to choose who wore it better. 

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BELLAMY YOUNG & JOELY RICHARDSON

Bellamy Young & Joely Richardson know how to mix vintage with modern day elegance. Whether worn with a nude or black shoe, this off the shoulder floral dress was a style mastered by both of these celebs.  

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Meghan Markle & Courtney Love 

Meghan Markle & Courtney Love are two women with their own unique approach to fashion, But they both sure know how to rock a black tailored coat. Meghan opted for a subtle pop of color with her dark green handbag while Courtney kept the grunge vibe strong with matching black accessories and a bold red lip.

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CINDY CRAWFORD VS. JENNIFER ANISTON

Cindy Crawford and Jennifer Aniston are two style icons that can pull off almost any look. There was no exception for this flirty and fun floral dress. Jen kept it feminine with baby pink heels while Cindy created a cool moto vibe with a black leather jacket and some cat eye shades. 

HILARY RHODA VS. JULIE BOWEN

KARLIE KLOSS VS. MEGAN MULLALLY

This red crochet dress was made to turn heads. It’s bold and beautiful and couldn’t be more elegant at the same time. Karlie kept the look more minimal with her classic black pumps and chic sleek ponytail while Megan jazzed up the dress with a white blazer and patterned shoe. 

Women Over 40 & 50: Who Wore It Better? was last modified: by

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