Mandatory Credit: Photo by Richard Young/Shutterstock (11896883d)
Olivia Rodrigo
41st BRIT Awards, Arrivals, The O2 Arena, London, UK - 11 May 2021
Wearing Dior
This is really a good launch point for her -- classic cut, but in a bright, energetic color. Let's... ignore the shoes.
LONDON, ENGLAND - MAY 11: Olivia Rodrigo performs during The BRIT Awards 2021 at The O2 Arena on May 11, 2021 in London, England. (Photo by Dave J Hogan/Getty Images)
She got to perform that day in this some kind of caftan over sparkle hot pants. Loving the caftan... wishing it were made of the sparkle.
Mandatory Credit: Photo by MediaPunch/Shutterstock (11902837e)
Olivia Rodrigo arrives for rehearsals for 'Saturday Night Live'
Olivia Rodrigo out and about, New York, USA - 13 May 2021
Wearing Erika Maish, Top, Skirt
She wore this to her SNL rehearsal, and it's great on her -- she does the cute dress/punky boot thing well.
Mandatory Credit: Photo by Oliver Contreras/POOL/EPA-EFE/Shutterstock (12213293h)
Jen Psaki, White House press secretary, introduces Olivia Rodrigo, during a news conference in the James S. Brady Press Briefing Room with Jen Psaki, White House press secretary, at the White House in Washington, DC, USA, 14 July 2021.
White House Holds Daily Press Briefing, Washington, USA - 14 Jul 2021
They had her go to the White House to talk about the importance of being vaccinated, which must have been an absolutely WILD moment for her -- I mean, at this point her single had been out six months, she'd barely done any red carpet work (though she had been on SNL, so that's not nothing), and suddenly she's asked to speak in the White House press room. I don't like socks and formal shoes, and you know this, but overall this makes a lot of sense for the occasion -- it's professional, it's put-together, and it's still youthful enough that her kid audience will pay attention. Case in point: My nephew said this is one of his favorites.
Mandatory Credit: Photo by White House/News Pictures/Shutterstock (12446006c)
President Joe Biden records a video address with Olivia Rodrigo on Wednesday, July 14, 2021, in the Oval Office of the White House. (Official White House Photo by Adam Schultz) Joe Biden
Olivia Rodrigo White House visit, Washigton, DC, USA - 14 Jul 2021
The aviators shot did make me laugh. Oh, summer. You were a simpler time indeed.
in Saint Laurent
Mandatory Credit: Photo by Stephen Lovekin/Shutterstock (12442601iy)
Olivia Rodrigo
Costume Institute Benefit celebrating the opening of In America: A Lexicon of Fashion, Arrivals, The Metropolitan Museum of Art, New York, USA - 13 Sep 2021
And then. The Met. Where someone lost their damn mind. This girl could have worn some vintage Marc Jacobs, vintage Betsey Johnson... or, if she had to go with Saint Laurent, someone could've whipped her up something that felt like an homage. This was just... like going in costume as Kendall Jenner. No. My nephew thinks this looks more like a Rihanna outfit than an Olivia Rodrigo joint.
in Versace
Mandatory Credit: Photo by Stephen Lovekin/Shutterstock (12439060bf)
Olivia Rodrigo
MTV Video Music Awards, Arrivals, New York, USA - 12 Sep 2021
Wearing Versace Same Outfit as catwalk model *331321w
This is a VAST IMPROVEMENT. It sits a bit low on her, and while I like the combination of colors, it looks like someone just made her lie down on a bunch of tulle and roll around and hope it sat properly. But it's like five thousand times better than the lace catsuit.
NEW YORK, NEW YORK - SEPTEMBER 12: Olivia Rodrigo attends the 2021 MTV Video Music Awards at Barclays Center on September 12, 2021 in the Brooklyn borough of New York City. (Photo by Jason Kempin/Getty Images)
But the front was better than the back.
NEW YORK, NEW YORK - SEPTEMBER 12: Olivia Rodrigo accepts award for Song Of The Year onstage during the 2021 MTV Video Music Awards at Barclays Center on September 12, 2021 in the Brooklyn borough of New York City. (Photo by Bennett Raglin/Getty Images)
Again: Fun dress, punky boots, she should run with that a bit longer. My nephew and I agree that the stringy glove things are "eh."
Mandatory Credit: Photo by Paul A Hebert/Shutterstock (12451126ba)
Olivia Rodrigo
iHeartRadio Music Festival, Daytime Village, Las Vegas, Area 15, Las Vegas, USA - 18 Sep 2021
They did a good job here making those billowy pleated slacks feel hip.
Saint Laurent
Mandatory Credit: Photo by Rob Latour/Shutterstock (12463345dr)
Olivia Rodrigo
The Academy Museum of Motion Pictures Opening Gala, Arrivals, Los Angeles, California, USA - 25 Sep 2021
And then Saint Laurent got her AGAIN. This is sincerely the worst. It's way too mature a dress on her (though I do not think I would love it on anyone) and she was often fussing with it in photos. This was, like, red carpet 401, and she's still a freshman at this point. WHO thought this was a good idea? (When we got to this slide, you could FEEL the "womp-wommmmp" vibes coming off my nephew.)
Mandatory Credit: Photo by Broadimage/Shutterstock (12555015k)
Olivia Rodrigo
'Jimmy Kimmel Live' TV show, Los Angeles, California, USA - 26 Oct 2021
See? That's more like what she should be wearing, y'all. They seem to get her only sporadically. My nephew is not enamored of this pairing but he thinks it's better than the previous slide, which was a big F from him.
in Saint Laurent
MIAMI BEACH, FLORIDA - NOVEMBER 29: Olivia Rodrigo attends Saint Laurent Rive Droite Art Basel Miami Beach 2021 on November 29, 2021 in Miami Beach, Florida. (Photo by Alexander Tamargo/Getty Images)
The first time we wrote about this, I didn't notice that there's a bow along the hem, right under her crotch area. Sigh. It's still an improvement over the other two Saint Laurents in this slideshow.
in David Koma
Mandatory Credit: Photo by Rob Latour/Shutterstock (12612436qa)
Olivia Rodrigo
American Music Awards, Arrivals, Microsoft Theater, Los Angeles, USA - 21 Nov 2021
I like 85 percent of this -- the cut, the color, the shimmer. Lose the sheer and we might even get to keep the furry hem. It's just... pointless sheer. The worst kind. My nephew says, "She looks like a mermaid," and that is his highest compliment.
in Calvin Luo
Mandatory Credit: Photo by Image Press Agency/NurPhoto/Shutterstock (12631225fr)
Singer Olivia Rodrigo wearing Calvin Luo arrives at the Variety 2021 Music Hitmakers Brunch presented by Peacock and Girls5eva and sponsored by IHG Hotels and Resorts held at the City Market Social House on December 4, 2021 in Los Angeles, California, United States.
Variety 2021 Music Hitmakers Brunch, Los Angeles, United States - 05 Dec 2021
Maybe it's daywear that they're better at with her, and are struggling with the Evening Gown Competition? Because this was for a lunch and it feels on-brand. My nephew appreciates the contrast the bow provides. His words!
LOS ANGELES, CALIFORNIA - DECEMBER 04: Olivia Rodrigo attends the Teen Vogue Summit 2021 at Goya Studios on December 04, 2021 in Los Angeles, California. (Photo by Jon Kopaloff/Getty Images for Teen Vogue)
As does this, at a Teen Vogue event. That blouse is genuinely cute. She seems a lot more at-ease in this. I guess let's hope for more panel discussions and lunches in 2022 for her, and then a REAL come to Jesus with whomever orders her gowns to make sure they don't go haywire again.