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Tara Lipinski and Johnny Weir

These two are a DELIGHT, even if Tara looks like she just came from a super fashionable murder scene and Johnny had to leave his My Little Pony party to help her hide the body. (Which, honestly, I think he would do.) His brooch, in case you missed the memo, galloped when people Tweeted "#watchmeneighneigh." He is, as always, a total hoot. (And this is once again the work of Kerin Rose Gold, who we interviewed a few years ago about her process.)

Kate Upton

I actually think this entire outfit is TOTALLY cute on her. This might -- to me -- be one of the cutest things she's ever worn.

Kate Upton

This dress is ALSO good on her. I'm pretending her shoes are houndstooth.

Will Chase, Ingrid Michaelson

I had NO IDEA these two were dating. It's not on either of their Wikipedia pages, though, so is it even real?

Johnson Bademosi

Johnson is safety for the Lions, and he looks so charming in this. I love seersucker, and his bow tie is FAB.

Hillary Scott

I MIGHT wish her hat had a less floppy brim, but no matter: This dress is BEYOND charmsville on her. I love it. This honestly is one of the best dresses she's ever worn, I think.

Ritchie Sambora

This all seems about as expected.

Terry Rozier

Terry plays for the Celtics, and this is very jaunty. I might have agitated for him to wear a contrasting bow tie? But he looks very nice.

D'Angelo Russell

D'Angelo is on the Lakers -- and is the person who leaked audio tape about Nick Young maybe cheating on Iggy Azalea (to give him a gossip background for you as well as a sports one). So perhaps don't confide any personal secrets in him, but he looks EXCELLENT. That belt/pocket square combo is sweet.

Star Jones

Star's hat may be aggravating my allergies.

Adrian Grenier

I desperately want someone to straighten his tie.

Gayle King

Gayle DOES NOT need a bracelet, and I applaud her.

Brittany Howard

I love her, and also this dress seems like it might be very good (I am assuming the bottom of it isn't, like, on fire).

Mira Sorvino

Should Mira's hat be perched elsewhere on her head? Regardless: those shoes are CUTE.

Lindsay Vonn

Lindsay here decided to go for Sexy Soap Opera Heroine Who Is In Disguise As She Stalks Her Ex-Lover, and it's totally nailing that feeling. I worry her long pants are going to trip her up mid-stalk, though, and she's going to accidentally fall into a potted palm.

Stephen Amell

I ask the jury: Is this chambray?

Terrell McClain, Henry Melton

Terrell plays for the Cowboys, and Henry is currently a free agent but he ALSO played for the Cowboys, so this is surely where this bromance blossomed. Frankly, I think of everyone in this slideshow, these two dudes are the ones I'd want to hang out with. That striped tie! I love it.

Joey Fatone

Bless Joey Fatone for not phoning this in.

Jimmy Jean-Louis

So many stripes! This is designed to appeal to me.

Devin Booker

Devin plays for the Suns and he's only 19 -- he played at Kentucky for a year and then left for the NBA. I feel like Yellow Blazer in the background there is thinking, "I can't wait to discuss pastel blazers with that guy!!"

Mark Sanchez

Mark kind of looks like he's in costume for a fun 20s' era party, but I also just spent a lot of time checking to see if he perhaps had an injury to require said kicky walking stick. I think it's just an accessory?

Kym Johnson and Carson Kressley

Carson is, as ever, a subtle and retiring ghost of a person.

Fugs and Fabs: Celebs at the Kentucky Derby
One of my favorite things about the Kentucky Derby is that it's always full of handsome athletes looking extremely dapper. Also, National Treasure Johnny Weir dressed as a My Little Pony. [Photos: Getty]

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