I know 1999 was a more casual time, but I still think showing up to a premiere in her Laundry Day finest was a bridge too far.
Leslie Mann
Honestly, this pair AND the last pair of pants would probably get sold today as formal athleisure.
Joey Lauren Adams
She plays the eventual Sandler love interest and sister of Leslie (who is Jon Stewart's fiance in the movie). It's not bad visual casting as siblings, but VOCALLY it seems INCREDIBLY apt.
Mel C
When you get the beads to fall just-so, the vortex begins to swirl, and then you're sucked into a galaxy elsewhere. (I might like to try that, actually.)
Tiffani Thiessen
Capri suit pants. They never worked on me but I definitely remember them being the trend.
Alyson Hannigan
If Tiffany had put on her leather jacket, these two would look very twinsy.
Tori Spelling
So did she match lipstick, shoes, bandanna, AND flower pattern? That must have taken some doing.
Majandra Delfino
That is, as Cake would say, a short skirt and a looooooooooooong jacket.
Billy Connolly
Dress shoes would have gone SUCH a long way here. Also, you need to know that when I wake up in the morning my hair is often in this configuration.
Adam Sandler
I'll give him the casual look here since everyone else did it too. I think his style just sort of STAYED here.
Kristy Swanson
Oh, Buffy 1.0. Hopefully you've taken in all the conversations about appropriation that have happened since 1999.
David Spade
David Spade wisely went with something a bit more timeless.
Breckin Meyer
I DEFINITELY co-sign his choice of commemorative tee.
Jessica Alba
I'd like to investigate those shoes, as I do LOVE an unexpected orange sole. But the days when we hemmed our jeans by just rolling them up into one fat cuff need to REMAIN behind us.
Mario Van Peebles
He is a handsome man, even in a misplaced bucket hat. He was good on Nashville; I wish he acted more.
Elaine Hendrix
Who'd have thought the trouser socks would ever come back around? She honestly looks a tiny bit like she's doing Melissa Joan Hart cosplay, from that one romcom she did with Adrien Grenier.
Cole and Dylan Sprouse
Supposedly it is Cole on the left. They were AWFULLY cute, especially in their little Hawaiian shirts. They remind me faintly of the beans -- just the matching haircuts, really -- and my kids would in fact go nuts for those shirts, even now.