The 2001 Premiere of The Wedding Planner

Jennifer Lopez

This feels a little costume-y, but also J Lo looks GREAT in it, so carry on. (The slight costume-y effect also weirdly has made it feel a bit more timeless than other looks in this slideshow.)

Salli Richardson and Matthew McConaughey

I did NOT remember there was a time when Matty McC had a shaved head, but I believe he was filming this movie Reign of Fire, which looks EXPENSIVE and TERRIBLE and which I don't think I ever even knew existed? Salli looks great.

Bridgette Wilson-Sampras and Pete Sampras

Mandatory Credit: Photo by Bei/Shutterstock (4374412a) 20010123 Century City Theatres, CA Bridgette Wilson-Sampras (cast) and Pete Sampras at the Premiere of Columbia Pictures "The Wedding Planner" Photo®Eric Charbonneau/Berliner/BEI 'The Wedding Planner' film premiere, Los Angeles, America - 23 Jan 2001 bei010123_022

I sincerely believe that Bridgette would giggle at this outfit today. It's SO of its time. (In 2001, this look was THE THING.)

Justin Chambers and Keisha Chambers

Mandatory Credit: Photo by Bei/Shutterstock (4374412am) 20010123 Century City Theatres, CA Justin Chambers & wife Keisha signing autographs at the Premiere of Columbia Pictures "The Wedding Planner" Photo®Eric Charbonneau 'The Wedding Planner' film premiere, Los Angeles, America - 23 Jan 2001 bei010123_099

I know this was a thing that happened in 2001, but Alex Karev's suit is too big even for the time period.

Sarah Jessica Parker

Fun fact: SJP and Matthew are 4 years away from doing Failure to Launch together, but he'd been on SatC the year previous to this. Did they just really hit it off? Also, that's choreographer/director Adam Shankman in her ear here. He directed THIS movie, so maybe she's there for him? This has been a journey.

Jada Pinkett Smith

YES, Jada is wearing culottes.

Judy Greer

Judy could for sure wear this again tomorrow and everyone would be totally fine with it.

Elizabeth Perkins

Elizabeth should FORGET THIS EVER HAPPENED. (Well, maybe parts of it could be salvaged. But not the whole thing together.)

Rachael Leigh Cook

This has such a Josie and the Pussycats vibe -- and actually, she was in the middle of filming that at this point, so I guess I'm weirdly finely attuned to that? At any rate, I'm here for it.