Battle of the Baggy Shorts: Rachel Bilson vs. Whitney Port – Who Wore It Better?

Please subscribe to our newsletter to receive updates from Your Next Shoes. This post may contain affiliate links. Please see our disclosure for more details.

Who wore her baggy denim cutoff shorts better? Rachel Bilson or Whitney Port?

Rachel Bilson in casual chic, sporting baggy denim shorts, spotted outside a West Hollywood restaurant, August 26, 2010Rachel Bilson in casual chic, sporting baggy denim shorts, spotted outside a West Hollywood restaurant, August 26, 2010 (Credit: WENN)

Whitney Port basks in the Brentwood sun, donning her signature baggy denim shorts, captured on August 27, 2010Whitney Port basks in the Brentwood sun, donning her signature baggy denim shorts, captured on August 27, 2010 (Credit: WENN)

Rachel Bilson was wearing her baggy shorts on August 26 while heading into a fashion studio in Los Feliz, California. The petite brunette wore her shorts with a tight red top that bared a bit of her tummy and a pair of gold strappy high-heel sandals.

We know Rachel Bilson loves her denim shorts, but this baggy style is a new look even for her.

Rachel Bilson pairs her denim shorts with a bold red crop top and elegant gold strappy sandalsRachel Bilson pairs her denim shorts with a bold red crop top and elegant gold strappy sandals (Credit: WENN)

Whitney Port wore her baggy denim shorts at the launch of her signature cupcake, “Whittie’s Cinaminnie,” at the Sweet E’s bakery truck in Brentwood, California, on August 27.

She turned her shorts into casual chic by pairing them with a ruffly high-collar top and zigzag-printed red flats. Whitney Port’s long and slim legs are making her shorts look baggier than usual, while those shorts are making her legs look even longer and slimmer than usual.

Whitney Port's unique style shines through in baggy denim shorts paired with a sophisticated ruffled high-collar topWhitney Port’s unique style shines through in baggy denim shorts paired with a sophisticated ruffled high-collar top (Credit: WENN)

So, to whom does your vote go — Rachel Bilson or Whitney Port?

I might be in the minority here, but I choose Rachel Bilson. It’s difficult to wear denim shorts that are baggy, but she still pulled it off really well. I think Whitney Port has a great style, but with legs that long, it must be much easier to get away with wearing anything.

Rachel Bilson’s shorts are the Paige Premium Denim Jimmy Jimmy Short in Sardinia that can be purchased at Zappos:

Paige Premium Denim Jimmy Jimmy Short in Sardinia

Whitney Port’s shorts are Joe’s Jeans Ex-Lover Short in Gemma and are also available at Zappos:

Joe's Jeans Ex-Lover Short in Gemma

Filed Under: Celebrities