Mandatory Credit: Photo by Picture Perfect/REX/Shutterstock (732001dl)
Taylor Swift
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
This was Taylor's first trip to the Grammys -- she was up for Best New Artist, which she lost to Amy Winehouse. That seems fair, actually.
Rihanna in Zac Posen
This look really kinda holds up, right? This color is great on her. (This was the year of "Umbrella," which I heard on the radio just the other day, and which ALSO holds up.)
Nelly Furtado
We didn't love this at the time, but it's aged better than I would have expected. The color is GREAT on her.
Corinne Bailey Rae
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006eg)
Corinne Bailey Rae
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
I wish this didn't look like she had a waist-trainer on, because the giant paillettes are so charming.
Natasha Bedingfeld
This needs a hoik and I have some questions about the hair-styling choices, but overall: This might be the best she's ever looked?
Alicia Keys
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006cc)
Alicia Keys
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
This is also FANTASTIC on her, and could easily be reworn this year, if she wanted to. Was 2008...kinda good? No. Surely not. That seems all wrong.
Carrie Underwood
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006cw)
Carrie Underwood
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
2008 was a good year for pop music; in addition to "Umbrella," and "Rehab," and Kanye's "Graduation," it was also the year of "Before He Cheats," which is a GREAT break-up/cardio song. Carrie looks very much like herself here -- with a LOT of hairspray.
Joey Fatone and Lisa Rinna
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006av)
Joey Fatone and Lisa Rinna
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
This seems about right.
Miley Cyrus
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006ea)
Miley Cyrus
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
Remember Miley's brief Brunette Period? This whole look is very prom, but the kind of prom you wouldn't be embarassed about ten years down the road.
Fergie
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006fa)
Stacy 'Fergie' Ferguson
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
With the exception of how this is slowly melting off her body, this is ALSO very good? I feel unmoored.
Tim McGraw and Faith Hill
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006fk)
Tim McGraw and Faith Hill
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
ALSO GOOD. (I mean, Tim looks like an evil sharpshooter, but that's not that far out of the range of normal.)
Blake Shelton and Miranda Lambert
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006hj)
Blake Shelton and Miranda Lambert
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
Were we ever so young? Props to Miranda for negotiating that gown with no wrinkles on her torso at all.
John Legend and Chrissy Teigen
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006fp)
John Legend
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
BABY CHRISSY.
Josh Groban
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006ia)
Josh Groban
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
I suspect Groban wants a do-over on this.
Lil' Mama
Mandatory Credit: Photo by Jim Smeal/BEI/REX/Shutterstock (732006ib)
Lil Mama
50th Annual Grammy Awards arrivals, the Staples Center, Los Angeles, America - 10 Feb 2008
This is a lot of look, but in a cute way?
Bai Ling!
This is ALSO a lot of look, but in a cute way -- thought it's too much sideboob for anyone's comfort, even Bai Ling's.
Bai Ling's Bandaid's of Truth!
Remember her Informative Bandaids? I miss them.
Kimberly Paisley-Williams
SOMEONE was going to get it wrong; I am sorry it was you, KPW. You look like you're angling for a role in a sassy Lifetime movie about witches on the Upper East side. In 2008, clearly.
Fantasia Barrino
This is good on her; I might have given her some more bling?
Solange and Beyonce
Tah-dah! Our take on this at the time was that Solange got sartorial short shrift, and she's certainly less flashy than Beyonce is her, but I think her look has proven to be a bit more timeless, if boring. Beyonce looks good -- very princess-y! -- but they do look like they're going to very different parties.