In the following celebrity fashion face-off, the old takes on the new... literally!

Former Beverly Hills 90210 star Tori Spelling does her best impression of a senior citizen, while 90210 actress Shenae Grimes accessorizes with two of the latest trends: high boots and a raised belt.

Posted in: Tori Spelling

If Katie Holmes had not yet cemented herself as the Worst Dressed Celebrity of 2008 (with no threat to her crown in sight), this ought to do the job.

The actress busted out her trademark winter shorts as she left her New York City apartment en route to the Gerald Shoenfeld Theater on Sunday.

Posted in: Katie Holmes

Mischa Barton has finally launched her eagerly-awaited line of headbands. EDITOR'S NOTE: By "eagerly-awaited," we mean "heard about them seven minutes ago."

Seems like everybody's a celebrity fashion designer these days, doesn't it? Much as we'd like to ridicule Barton incessantly for this, however, another favorite of The Hollywood Gossip was recently spotted wearing a similar item!

Posted in: Mischa Barton

Tommy Hilfiger will marry his girlfriend, Dee Ocleppo, Friday night, according to the New York Post, which says it will be a "super-secret" wedding ceremony.

How secret? The only person who will be attending the service at Hilfiger's sprawling Greenwich, Connecticut estate - beside the gorgeous blond bride and preppy fashion designer groom - will be the justice of the peace performing the vows.

Posted in: Celebrity Weddings

If there's one thing Lauren Conrad does, it's go to clubs in and around L.A.

But there are two things Lauren Conrad does, they would be wear trendy fashion (even when a little casual) while going to said clubs. We heart her so.

Posted in: Lauren Conrad

On her hit CW teen soap opera, Blake Lively's Serena van der Woodsen is one of the most stylish characters on a show full of immaculately dressed Gossip Girls.

But how does her fashion sense stack up with former Playboy model and current Jim Carrey squeeze Jenny McCarthy? Both donned the same Gucci dress recently.

Posted in: Jenny McCarthy

We know this dress would up on Tony Romo's floor two hours after this photo was taken - but did it look better on Jessica Simpson than on Miranda Kerr?

That's the question of the hour. The quote-unquote singer and actress stopped by The Late Show with David Letterman in a black Hervé Léger frock, while the Victoria's Secret model turned up in a red version at the brand's fashion show.

Posted in: Jessica Simpson