Will and Jada
I did not spotlight this to dovetail with the news about their various marriage speedbumps; I didn't even really think about it until I stared at this photo. Jada looks so good with short hair that remembering it long was a surprise. Will is doing a better job at menswear than most did back then, but I think his pants are too long.
James Avery
I will never be able to look at a photo of him and not scream, "UNCLE PHIL!"
Elise Neal
When everything shrinks.
Tom Brady and Bridget Moynahan
This was right at the beginning of their relationship, which of course ended right as she got pregnant, and then it got thorny because he was already with Gisele when the baby was born. Oh, what would we tell them if we could go back in time. I wouldn't want to undo them being a couple, because of their child... I might just whisper to Bridget the years she needs to bet large sums of money against the Patriots in the Super Bowl.
Tara Reid
Well, that's a see-through giant scarf, but let's give Tara Reid credit for interesting shoes.
Lara Flynn Boyle
I love this photo. Lara looks like someone just busted her trying to sneak into this.
Shia LeBeouf
We have been on a long road with this kid since these days.
Garcelle Beauvais Nilon
Dresses over pants. They really happened.
Nick Cannon
He's sure having a bad week. But I had already paid for the photo.
Jessica Alba
These days a stylist would have a heart attack if someone was like, "Just toss me some mint chinos and a matching tank top, and then another tank top, and I guess a wine cardigan if I get cold."
Angela Bassett
Wait, was "mint" the color of the year?
Tom Cruise
I am unclear why Tom Cruise showed up, unless it was specifically to hug Angela Bassett, which does make sense to me.
Debbie Allen
I would have blown right past Tom Cruise to get to Angela AND Debbie Allen.
Jamie Foxx
I believe that is a Richard Pryor shirt. Pryor died in 2005; I'm not sure if this was a SPECIFIC tribute (birthday, etc), or if Jamie Foxx just really wanted to salute him.
"Hang on, they're showing the game on the Jumbotron... one second... one.... second..."
Jake McDorman
I hope to end every slideshow with meaningful pointing.