1980: Brooke Shields
This cover is just such a very weird choice. She's distraught.
1981 - Kelly LeBrock
Do we think "North/South" refers to, like, tops and bottoms, or U.S. regions, or head-to-toe composed outfits?
1982 - Shari Belafonte
I just love her face. She does a lot with it. She holds these claustrophobic covers very well.
1983 - Isabella Rosselini
Whereas she always, or often, looks like she's just heard something she CANNOT BELIEVE and is trying to express it with her eyes to someone else on set.
1984 - Renee Simonsen
The wig is not enough excitement.
1985 - Alexa Singer
I am SO curious what the rest of this outfit is, but I have to hand it to her for how connected this photo is. That HAT. It would fell a lesser model.
1986: Paulina Porizkova
I assume her hair is standing on end from horror.
1987 - Brooke Shields
And she looks aggrieved again, possibly because she's being asked to eat a bracelet.
1988 - Linda Evangelista and Carre Otis
Yes, based on this cover, I DO think style has gone on holiday.
1989 - Paulina Porizkova
You can tell Anna has arrived because the camera is FINALLY backing away.
1990 - Elaine Irwin
I know it says "The Unstoppable Style of Cher," but the "her" gets lost so it's just sort of "The Unstoppable Style of C." So I guess it IS stoppable?
1991 - Claudia Schiffer
That's a great photo of Claudia, and a standing ovation for the "Stallone On The Range" fromage.
1992 - Lucie de la Falaise
Something tells me Vogue was NEVER ready for grunge.
1993 - Sharon Stone
We saw this sort of a crop in the last batch of Vogues, but the model was wrapped up in a high-collared coat and a hat. It works a bit better when you can see neck -- like Sharon was about to go off a diving board and then turned to the camera for one last grin.
1994 - Claudia Schiffer
That other Claudia cover was so much better. She is a great model; she is better than this mediocre result.
1995 - Julia Ormond
This is SUCH a lovely cover of Julia (presumably in service of Sabrina). She is incredibly glamorous. Hollywood just kind of stopped using her as much, or at least not in high-profile stuff, but I gather she's on the new Walking Dead something-something? I also enjoyed her ennui in Mad Men.
1996 - Winona Ryder
This was a good five years from her shoplifting arrest, which means the cover line is accidentally sort of bittersweet. She looks cute in this photo, but it could as easily be a vacation snap.
1997 - Shalom Harlow, Georgina Grenville
This looks like a boring wedding.
1998 - Hillary
That's a very regal portrait of Hillary and I hope she has it blown up and framed in her house. I would. I would hang it somewhere like the Play Like a Champion Today sign in the Notre Dame locker room, and I'd slap it every time I came and went.
1999 - Gisele
This looks kind of like a catalog pose to me.
2000 - Nicole Kidman
This is just so... harsh. It's harsh. It's doing a lot for Nicole's Satine hair and not a lot for anything else.
2001 - Gisele
Even Gisele can take a bad photo now and then. I am comforted.
2002 - Halle Berry
If Halle herself looks like she's about to drop into a nap, then I'm not sold on this.
2003 - Renee Zellweger
And Renee seems to have been up for 24 hours and just sat down and is coyly refusing coffee.
2004 - Cate
She looks quite good here, but is it a missed chance for color?
2005 - Keira
Keira has become one with the hedge, and it is slowly sucking her into its depths.
2006 - Nicole
That is my bedhead.
2007 - Penelope Cruz
Oh, no. This is so busy, and if she's meant to be the life of the party, then why does the whole enterprise look so cold?
2008 - Aniston
This is a really flat cover of Jen. That cover line is also a bold shot at the S.S. Brangelina. Trumpeting that feels a lot more Us Weekly than Vogue, even if she DID say it.
2009 - Cate again
I wish she had been wearing that red cape in the other cover. I also think that, while she generally looks glam, her dress's pelvic swell is distracting.
2010 - Angie
Apparently Angie didn't care about the Jen cover line, or by 2010 needed Vogue enough that she didn't hold a grudge (honestly, most celebs are probably smart enough not to play that game with the big glossies). Nothing reads "holiday" about this, at all, but it IS a lovely photo of Angelina's bone structure, so... I guess that's not nothing.