Yes, we realize the title of this post is oxymoronic, as nothing at all about Nicole Richie could possibly be considered classic. That word implies something once had redeeming qualities or some semblance of worth, and while Richie may not be as detestable as Spencer Pratt (who is, really), she's hardly vintage.

Just the same, the photos below are a heck of a lot more pleasing than the sickly, ghostly, flat-out wrong Nicole Richie pictures presented to us these days.

Posted in: Nicole Richie

It may seem crazy to call a picture from 2003 a classic, but remember, this is Hollywood. The world can change in an instant. World-famous sex symbols marry deadbeats and start cranking out kids. Popular, well-respected actors drop off the face of the earth... or go insane... or drive drunk and condemn Jews.

In some cases, actresses we love simply stop eating. It's sad, but just a fact of life. But we still cling to the good days. They are gone but not forgotten. Where does the time go? Ah, the memories. How we miss thee.

The Hollywood Gossip lives in the present, bringing you the juiciest and most absurd celebrity news each and every day. But that doesn't mean there aren't days when we long for the past... the days when men were men, when the CW was still the WB, when Britney Spears wasn't married to that ass bag K-Fed and Lindsay Lohan was just a nice young actress trying to make it in this world.

The newest addition to our Classic Celebrity Pictures gallery is none other than the once-fabulous Katie Holmes. It seems hard to believe that the better half of TomKat and the mother of fake baby Suri was once the sweet, normal-looking girl who captured our hearts on the hit TV series Dawson's Creek. See below.

Posted in: Katie Holmes

We've shown you the likes of the troubled Britney Spears and modern comedic genius Will Ferrell in this recurring feature. This time, however, we're going with a picture that is truly vintage. While the staff at T.H. Gossip finds Christie Brinkley to be as fetching as ever nowadays, it's always fun to take a look back at the prime of her career, when her Sports Illustrated swimsuit spreads were the highlight of every subscriber's winter.

Posted in: Christie Brinkley