Mandatory Credit: Photo by Matt Baron/Shutterstock (12869705hj)
Tessa Thompson
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
This is obviously VERY bold, albeit quite in her wheelhouse. The giant collar is very striking. (The bike shorts are, of course, ridiculous.)
Julia Fox
Mandatory Credit: Photo by Broadimage/Shutterstock (12870115bs)
Julia Fox
2022 Vanity Fair Oscar Party in Beverly Hills, California, Los Angeles, USA - 27 Mar 2022
Yes, the turtleneck is a hand that is...well, if not choking her, lightly cradling her thyroid. All seems in order, here.
Janelle Monae in Christian Siriano
Mandatory Credit: Photo by David Fisher/Shutterstock (12868874ca)
Janelle Monae
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Wearing Christian Siriano Same Outfit as Catwalk Model *12438402bo
Oh lordy. I love her, and Siriano is a treasure, but the idea of trying to sit in this makes me get sympathy hives, and I feel like this must look dangerous in motion. I wish the skirt were solid, at least. (Her head looks great, of course.)
Rosario Dawson
Mandatory Credit: Photo by David Fisher/Shutterstock (12868874sj)
Rosario Dawson
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
This is VERY voluminous and extremely 80s but it's also...visually interesting?
Paris Jackson
Mandatory Credit: Photo by David Fisher/Shutterstock (12868874vr)
Paris Jackson
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
This is similarly voluminous and perhaps even MORE '80s. I love it?
Saweetie in Etro
Mandatory Credit: Photo by Broadimage/Shutterstock (12870115bj)
Saweetie
2022 Vanity Fair Oscar Party in Beverly Hills, California, Los Angeles, USA - 27 Mar 2022
This is risky in the sense that she is trusting that fabric with her life! Having said that: This hair and makeup situation is so pretty on her. What a dish!
Zazie Beetz in Monot
Mandatory Credit: Photo by Matt Baron/Shutterstock (12862768yd)
Zazie Beetz
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Wearing Monot
Red hose aside, this is not THAT bold...
Zazie Beetz in Monot
Mandatory Credit: Photo by Matt Baron/Shutterstock (12862768yc)
Zazie Beetz
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Wearing Monot
...until you see the side view!
Dakota Johnson in Gucci
Mandatory Credit: Photo by Casey Flanigan/imageSPACE/Shutterstock (12869708h)
Dakota Johnson
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
And this is bold in the sense that it is HUGE and MEMORABLE.
Dakota Johnson in Gucci
Mandatory Credit: Photo by Matt Baron/Shutterstock (12869705am)
Dakota Johnson, wearing Gucci
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
This feels like a ceremony gown to me. I LOVE it.
Laura Harrier in Off-White
Mandatory Credit: Photo by David Fisher/Shutterstock (12868874kr)
Laura Harrier
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Wearing Off-White Same Outfit as catwalk model *12826863cf
And this is a big statement only in the sense that I'd like to use a MASSIVE FONT SIZE to note how GREAT IT IS. It's FANTASTIC.
LaKeith Stanfield
Mandatory Credit: Photo by Matt Baron/Shutterstock (12862768jd)
LaKeith Stanfield
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
This rather looks like a referee whose game went into triple OT and he didn't have time to go home and change before his friend's birthday, so he just threw on a dramatic coat and hoped for the best on the way to the club.
Hannah Einbinder in One/Of
Mandatory Credit: Photo by Matt Baron/Shutterstock (12862768kt)
Hannah Einbinder
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
This is admittedly in her wheelhouse. She looks great AND like she's playing a Young Holland Taylor in something.
Dan Levy
Mandatory Credit: Photo by Matt Baron/Shutterstock (12862768li)
Dan Levy
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
I think my big note here is that I wish his trousers were slightly less drapey, material-wise.
Jack Quaid
Mandatory Credit: Photo by Matt Baron/Shutterstock (12862768xw)
Jack Quaid
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
SNAZZY! He's Dennis Quaid and Meg Ryan's son, and this is the first time he's really looked like his mother to me.
Maria Bakalova in Giambattista Valli
Mandatory Credit: Photo by Matt Baron/Shutterstock (12862768ns)
Maria Bakalova
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Okay, this isn't that risky but it's maybe a teeny bit bold and we're here now. I like this except it also reminds me of a nightgown.
Donald Glover in King & Tuckfield
Mandatory Credit: Photo by Matt Baron/Shutterstock (12862768ce)
Donald Glover
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Wearing King & Tuckfield
He can truly wear almost anything.
Kim Kardashian in Balenciaga
Mandatory Credit: Photo by Matt Baron/Shutterstock (12862768kg)
Kim Kardashian
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Wearing Balenciaga
This look is NOT designed to blend in. I like it -- although I alway think a train at this event is ill-advised.
Hunter Schafer in Rick Owens
Mandatory Credit: Photo by Casey Flanigan/imageSPACE/Shutterstock (12863280kx)
Hunter Schafer
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Wearing Rick Owens Same Outfit as catwalk model *12831335s
This is also very in her wheelhouse but my conscience would not allow me to place a Rick Owens dress in the "safe" category.
Olivia Culpo
Mandatory Credit: Photo by David Fisher/Shutterstock (12868874na)
Olivia Culpo
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
This is just primarily HUGE! But fun -- the color is great.
Jay Ellis
Mandatory Credit: Photo by David Fisher/Shutterstock (12868874sv)
Jay Ellis
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
This is foxy.
Aldis Hodge
Mandatory Credit: Photo by David Fisher/Shutterstock (12868874ud)
Aldis Hodge
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Also foxy.
Normani
Mandatory Credit: Photo by Matt Baron/Shutterstock (12869705q)
Normani
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Honestly, also foxy, but I wish the underpinnings were also black.
Anya Taylor-Joy
Mandatory Credit: Photo by Matt Baron/Shutterstock (12869705re)
Anya Taylor-Joy
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
I technically think the dress is somewhat dull. We've done it, you know? But the veil over her face is going for something, anyway. I appreciate it.
Kelly Rowland
Mandatory Credit: Photo by Broadimage/Shutterstock (12870115ag)
Kelly Rowland
2022 Vanity Fair Oscar Party in Beverly Hills, California, Los Angeles, USA - 27 Mar 2022
These are some SLEEEEEEVES!
Daisy Edgar-Jones in Versace
Mandatory Credit: Photo by David Fisher/Shutterstock (12868874ka)
Daisy Edgar-Jones
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Wearing Versace Same Outfit as catwalk model *12822487bi
I LOVE this. It's unusual, certainly, but fantastic on her.
Poppy Delevingne in Christopher Kane
Mandatory Credit: Photo by Broadimage/Shutterstock (12870115eq)
Poppy Delevingne
2022 Vanity Fair Oscar Party in Beverly Hills, California, Los Angeles, USA - 27 Mar 2022
If cornhole were a dress! (It's fun though.)
Donatella Versace
Mandatory Credit: Photo by Matt Baron/Shutterstock (12869705lq)
Donatella Versace
Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 27 Mar 2022
Listen, sometimes this woman knows what she's doing.