1996: Angela Bassett

This is such a Disney Princess dress, and kind of makes me wish we'd get a Princess Tiana show where she's grown and played by Angela Bassett.

1996: Nicole and Travolta

Nicole won for To Die For, which is TOTALLY deserved -- though she had some good competition in Toni Collette -- and Travolta won for Get Shorty, which also seems earned. Nicole's whole ensemble is super boring. I may not love her taste all the time, but I love that she's aged into being more regularly wacky.

1996: Jodie Foster

Sure! That top looks like a $5 t-shirt, but the skirt is great.

1996: Kate Winslet and Emma Thompson

These two look very sensible, but I do NOT know what Kate is doing and we're going to need a second look there.

1996

Oh. This may have been late in the night. Well, nothing can change that the coat and the pants do NOT belong together. Also, the shoes... oof.

1996: Fran Drescher

Did anyone enjoy the height of their own ascent like Fran?

1996: Gillian Anderson

We JUST had Courtney Thorne-Smith in a velvet bathrobe in the last slideshow, and now this. You can't even see her hands. She just threw this on, didn't she?

1996: Courteney Cox, Matthew Perry, Jennifer Aniston and Lisa Kudrow

Courtney looks great. Jen looks fine -- very much like the inspiration for the tank dress Jennifer Lawrence later wore in red. Lisa Kudrow is the most surprising one -- she's never seemed very prom-y to me, so she clearly didn't lean into that for very long.

1996: Mia Sara

I did not expect Sloane Peterson.

1996: GOOP and Brad Pitt

Those big pointy collars will make several appearances today. They both look... 1996. I wouldn't repeat either of these.

1996: Lawrence Fishburne

HOWEVER. This man looks great.

1996: Christine Baranski

This is not my favorite Baranski dress, but damn, her bearing is divine.

1996: Cybill

Cybill -- on which Christine co-starred and was arguably the highlight -- won for best sitcom, and Cybill won for acting (Christine lost, but she'd win an Emmy later). Cybill's sparkly sneakers are absolute goals.

1997: Madonna

And there's that Evita trophy.

1997: Madonna with Nicole

I would love to know what this conversation involved. In my imagination, Madonna eye-rolled Tom Cruise bigtime and Nicole quietly was like, "I KNOW. TRUST ME."

1997: Demi

I wonder if she looks miserable because she KNOWS they ran out of lining.

1997: Intern George with Celine Balitran

It's been a long road since this point, eh, George?

1997: Kyra and Kevin

You know it's love when he wore that suit and she was like, "Yep, I'm still in."

1997: Halle Berry

CAREFUL.

1997: Helen Mirren

Something tells me Helen regretted her hat choice.

1997: Christine Baranski

However, I am CERTAIN Christine regretted nothing.

1997: Jon Tenney and Teri Hatcher

I cannot imagine it felt good to have that much fabric hanging from her neck.

1997: Debbie Reynolds

Debbie Reynolds! Still with the gams.

1998: J.Lo and Ojani Noa

It's a rare pic of J.Lo with her first husband. And a less rare pic of J.Lo in a bad outfit.

1998

SURPRISE, there are cutouts. Although I actually might like it better without the filmy wrap.

1998: Kate and Leo

This was the big Titanic year, although none of the actors won (but the film did). Kate's look is so perfectly 90s that you could imagine it on Donna Martin and it makes sense.

1998: Rupert Everett and Julia Roberts

What did I tell you about the big winged collar? Also, that dress on Julia is sincerely good, and possibly one of the best things she's ever worn, and yet I had forgotten all about it.

1998: Michelle Pfeiffer and David E. Kelley

She could wear that now. Recycle it for the Globes, Michelle!

1998: Angelina Jolie

That bodice is BARELY doing its job.

1998: Madonna

Madonna was on her way home from a seance.

1998: Alfre Woodard

Stunning.

1998: Peri Gilpin

Roz! This is smashing!

1998: Gloria Stuart and Barney

WHO INFLICTED THIS UPON GLORIA. I MUST KNOW.

1998: Matt and Ben

Look at these two jokers. Speaking of long roads... it's been enormously winding for these two, particularly Ben.

Matt Damon

I had to hone in on Matt's blond hair. I forgot he did this. It's so... surfer.

1998: Helena Bonham Carter

"Are you telling me I SHOULDN'T have bought a Flowbee? Bollocks. Perhaps I can con Tom Cruise into taking it."

1998: Sandra Bullock

That's unexpected and quite lovely on her.

1998: Gloria Reuben

DANG. She looks phenomenal.

1998: Maria Bello

Is this secretly sheer?

1999: Felicity

She really is luminous. And I will always miss her curls. This outfit absolutely looks like she bought it at Anthropologie.

Meg Ryan

This ALSO looks like she bought it at the mall, maybe from Ann Taylor and J.Crew.

1999: Cameron Diaz

What is going ON here, Cameron?

1999: Kate Capshaw and Michelle Pfeiffer

"No, seriously, Michelle, what IS going on there with Cameron?"

1999: Charlize

Charlize should DEFINITELY re-wear that.

1999: Portia de Rossi

This feels like a dress she borrowed from someone else.

1999: Phil Bronstein and Sharon Stone

Sharon looks tremendous. And no, Phil Bronstein had not yet been bitten by the komodo dragon. That happened in 2001. I am here to give you all the important context.

1999: Julianna Margulies

This is fabulous. SUCH a fashion upgrade from Baby Margulies in the early 90s slideshow.

1999: Lara Flynn Boyle

BIG FINISH.

THIS Globes Flashback Post Is Full of Celebratory Poses

And a doozy of a Kate Winslet ensemble.