Leslie Mann Red Carpet Retrospective

"The Cable Guy" premiere, 1996

HOLLYWOOD - JUNE 10: Actress Leslie Mann attends "The Cable Guy" Hollywood Premiere on June 10, 1996 at Mann's Chinese Theatre in Hollywood, California. (Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images)

If you are a Young, you should know that YES this look was VERY common in 1996 -- from Drew Barrymore to 90210. (The dress is actually surprisingly pretty timeless but the styling. Hoo!)

1999

Leslie Mann during Giorgio Armani Hosts Benefit Auction of Clapton's Collection of Guitars at Quixote Studios in Hollywood, California, United States. (Photo by Sam Levi/WireImage)

This ENTIRE THING screams 1999!!!!!

Sundance 2001

Leslie Mann during Sundance Film Festival 2001 - Perfume Premiere in Park City, Utah, United States. (Photo by J. Vespa/WireImage)

The early aughts...were like this.

Premiere of "The 40 Year-Old Virgin," 2005

HOLLYWOOD - AUGUST 11: Actress Leslie Mann arrives at the Premiere of Universal Studios "The 40 Year-Old Virgin" at Arclight Hollywood on August 11, 2005 in Hollywood, California. (Photo by Frazer Harrison/Getty Images)

FAST FORWARD to some normalcy.

2006 Writers Guild Awards

I have to confess that I was THRIVING in the period of time where we were all wearing very girly dresses.

2006 MTV Movie Awards

She -- like many of these looks to come -- could EASILY wear this again.

Premiere of "Forgetting Sarah Marshall," 2008

HOLLYWOOD - APRIL 10: Actress Leslie Mann attends Universal Pictures' World Premiere of Forgetting Sarah Marshall on April 10, 2008 at Grauman's Chinese Theater in Hollywood, California. (Photo by John Shearer/WireImage)

16 years later, I still love and want this.

The Premiere of "Pineapple Express" - 2008

LOS ANGELES, CA - JULY 31: Leslie Mann arrives at the Premiere of Columbia Pictures "Pineapple Express" at the Mann Village Theater on July 31, 2008 in Los Angeles, California. (Photo by Steve Granitz/WireImage)

This is reasonable -- and you can carbon-date it with those shoes!

81st Annual Academy Awards, 2009 - in Pamella Roland

LOS ANGELES, CA - FEBRUARY 22: Actress Leslie Mann arrives at the 81st Annual Academy Awards held at Kodak Theatre on February 22, 2009 in Los Angeles, California. (Photo by Frazer Harrison/Getty Images)

WOWZA.

Premiere of "Shorts" - 2009

LOS ANGELES, CA - AUGUST 15: Actress Leslie Mann arrives at the premiere of Warner Bros.' "Shorts" at the Chinese Theater on August 15, 2009 in Los Angeles, California. (Photo by Kevin Winter/Getty Images)

This is very charming. (I would have done a sandal though.)

Met Gala, 2009

NEW YORK - MAY 04: (L-R) Actress Leslie Mann and writer/director Judd Apatow attend "The Model as Muse: Embodying Fashion" Costume Institute Gala at The Metropolitan Museum of Art on May 4, 2009 in New York City. (Photo by Larry Busacca/Getty Images)

This was the "The Model as Muse: Embodying Fashion" Met Gala. This is pretty dreamy.

2009

Nowadays, I think she'd wear this a little longer -- and remember when everything had a peplum?!

White House Correspondents Dinner, 2010

Leslie Mann attend(s) The 2010 WHITE HOUSE CORRESPONDENT'S DINNER - ARRIVALS at The Washington Hilton on May 1st, 2010 in Washington, DC. (Photo by CLINT SPAULDING/Patrick McMullan via Getty Images)

This is elegant and easy.

"Get Him To The Greek" Los Angeles Premiere, 2010

LOS ANGELES, CA - MAY 25: Leslie Mann attends the "Get Him To The Greek" Los Angeles Premiere at The Greek Theatre on May 25, 2010 in Los Angeles, California. (Photo by Steve Granitz/WireImage)

Sure! She notably does not need a bracelet.

2010 Crystal + Lucy Awards, 2010

CENTURY CITY, CA - JUNE 01: Actress Leslie Mann and Writer/Director Judd Apatow arrive at the 2010 Crystal + Lucy Awards: A New Era at Hyatt Regency Century Plaza on June 1, 2010 in Century City, California. (Photo by Jeffrey Mayer/WireImage)

This is just cute. (Judd constantly needs his suits tailored. Look to Seth Rogan!)

2010 Vanity Fair party

WEST HOLLYWOOD, CA - MARCH 07: Actress Leslie Mann arrives at the 2010 Vanity Fair Oscar Party hosted by Graydon Carter held at Sunset Tower on March 7, 2010 in West Hollywood, California. (Photo by Michael Buckner/WireImage)

This needs a hoik and the bow detailing feels very Carrie Bradshaw, but still...successful.

2011 Vanity Fair Oscar Party

WEST HOLLYWOOD, CA - FEBRUARY 27: Actress Leslie Mann arrives at the Vanity Fair Oscar party hosted by Graydon Carter held at Sunset Tower on February 27, 2011 in West Hollywood, California. (Photo by Pascal Le Segretain/Getty Images)

This is lovely.

Premiere of the "The Change-Up" -2011

LOS ANGELES, CA - AUGUST 01: Actresses Leslie Mann (L) and Olivia Wilde arrive at the premiere of Universal Pictures' "The Change-Up" held at the Regency Village Theatre on August 1, 2011 in Los Angeles, California. (Photo by Kevin Winter/Getty Images)

I forgot about Olivia's Bangs Period!

84th Annual Academy Awards - 2012, in Roberto Cavalli

HOLLYWOOD, CA - FEBRUARY 26: Actress Leslie Mann arrives at the 84th Annual Academy Awards held at the Hollywood & Highland Center on February 26, 2012 in Hollywood, California. (Photo by Kevork Djansezian/Getty Images)

DREAMY.

2012 White House Correspondents' Association Dinner, in Naeem Khan

WASHINGTON, DC - APRIL 28: Leslie Mann and Judd Apatow attend the 98th Annual White House Correspondents' Association Dinner at the Washington Hilton on April 28, 2012 in Washington, DC. (Photo by Stephen Lovekin/Getty Images)

I'm OBSESSED with this one.

Paris Haute-Couture Fashion Week, 2012 -in Valentino

Mandatory Credit: Photo by Genin Nicolas/ABACA/Shutterstock (13441724am) Leslie Mann attending the Valentino Haute-Couture Show as part of Paris Fashion Week Fall-Winter 2012-2013 held at the Hotel Salomon de Rothschild on July 4, 2012 in Paris, France. Paris Haute-Couture Fashion Week - Valentino - Arrivals, France - 05 Jul 2012

This is festive and elegant.

CinemaCon 2012

This reminds me of a fantastic backsplash.

Met Gala 2012

Mandatory Credit: Photo by Erik Pendzich/Shutterstock (1708508dr) Leslie Mann and Judd Apatow Costume Institute Gala Benefit, Celebrating 'Schiaparelli and Prada : Impossible Conversations' at the Metropolitan Museum of Art, New York, America - 07 May 2012

This is the 'Schiaparelli and Prada : Impossible Conversations' year, and this non-color really works on her.

'Paranorman' film premiere, 2012 - in Monique Lhuiller

Mandatory Credit: Photo by Peter Brooker/Shutterstock (1810251bv) Leslie Mann 'Paranorman' film premiere, Los Angeles, America - 05 Aug 2012 WEARING MONIQUE LHUILLIER

I LOVE this but it needs more interesting shoes -- then and now.

The 64th Annual Primetime Emmy Awards, 2012

Mandatory Credit: Photo by Jim Smeal/BEI/Shutterstock (1872883br) Leslie Mann and Judd Apatow The 64th Annual Primetime Emmy Awards, Arrivals, Los Angeles, America - 23 Sep 2012

She was absolutely one of the best dressed of this Emmys. The turquoise accents are so good.

8th Annual Pink Party, 2012

Mandatory Credit: Photo by Jim Smeal/BEI/Shutterstock (1941483al) Leslie Mann 8th Annual Pink Party, Los Angeles, America - 27 Oct 2012

I don't love the neck doily, but the rest of this is fab.

'This is 40' film premiere, 2012

Mandatory Credit: Photo by Broadimage/Shutterstock (2029268h) Leslie Mann 'This is 40' film premiere, Los Angeles, America - 12 Dec 2012

Highly reasonable.

18th Annual Critics' Choice Movie Awards, 2013 -- in Honor

Mandatory Credit: Photo by Jim Smeal/BEI/Shutterstock (2056208dv) Leslie Mann 18th Annual Critics' Choice Movie Awards, Arrivals, Los Angeles, America - 10 Jan 2013 WEARING HONOR

I find this very charming.

Vanity Fair Party, 2013

Mandatory Credit: Photo by Matt Baron/BEI/Shutterstock (2168775sq) Leslie Mann 85th Annual Academy Awards Oscars, Vanity Fair Party, Los Angeles, America - 24 Feb 2013

SO good -- and possibly comfy.

The 65th Annual Primetime Emmy Awards, 2013 -- in J.Mendel

Mandatory Credit: Photo by Broadimage/Shutterstock (3033891bj) Leslie Mann The 65th Annual Primetime Emmy Awards, Arrivals, Los Angeles, America - 22 Sep 2013 WEARING J MENDEL

IF ONLY 'TWERE LINED.

Golden Globe Awards, 2014, in D&G

Mandatory Credit: Photo by Jim Smeal/BEI/Shutterstock (3497507pe) Leslie Mann 71st Annual Golden Globe Awards, Arrivals, Los Angeles, America - 12 Jan 2014 WEARING DOLCE & GABBANA

The fit here is primo on her.

Vanity Fair Party, 2014 - in Jenny Packham

Mandatory Credit: Photo by Broadimage/Shutterstock (3612998bo) Leslie Mann 86th Annual Academy Awards Oscars, Vanity Fair Party, Los Angeles, America - 02 Mar 2014 WEARING JENNY PACKHAM

This is so sunny and feels so easy.

CinemaCon 2014 - in Oscar de la Renta

Mandatory Credit: Photo by Matt Baron/BEI/Shutterstock (3674859r) Leslie Mann 20th Century Fox Pictures presentation at CinemaCon 2014, Las Vegas, America - 27 Mar 2014 WEARING OSCAR DE LA RENTA

She does love yellow.

'The Other Woman' film premiere, London 2014 -- in Giles

Mandatory Credit: Photo by Toby Hancock/Shutterstock (3685785g) Leslie Mann 'The Other Woman' film premiere, London, Britain - 02 Apr 2014 WEARING GILES SAME OUTFIT AS CATWALK MODEL

I LOVE this one.

2014 MTV Movie Awards, in Juan Carlos Obando

Mandatory Credit: Photo by Broadimage/Shutterstock (3694849ab) Leslie Mann 2014 MTV Movie Awards, Arrivals, Los Angeles, America - 13 Apr 2014 WEARING JUAN CARLOS OBANDO

She does also love a longer black-and-white polka dot.

'The Other Woman' film premiere, Los Angeles, 2014 -- in Monique Lhuillier

Mandatory Credit: Photo by Picture Perfect/Shutterstock (3707353a) Leslie Mann 'The Other Woman' film premiere, Los Angeles, America - 21 Apr 2014 WEARING MONIQUE LHUILLIER

I've held this one in my heart for TEN YEARS.

Golden Globes 2015

Mandatory Credit: Photo by Paul Buck/EPA/Shutterstock (7950295id) Judd Apatow (l) and Leslie Mann (r)arrive For the 72nd Annual Golden Globe Awards at the Beverly Hilton Hotel in Beverly Hills California Usa 11 January 2015 United States Los Angeles Usa Golden Globes 2015 - Jan 2015

Ugh, fantastic.

20th Annual Critics' Choice Movie Awards, 2015 -- in Reem Acra

Mandatory Credit: Photo by Broadimage/Shutterstock (4377260ca) Leslie Mann 20th Annual Critics' Choice Movie Awards, Arrivals, Los Angeles, America - 15 Jan 2015 2015 Critics' Choice Awards WEARING REEM ACRA

This is dreamy and the shoes are fun. (Although dated now.)

Vanity Fair Party, 2015

Mandatory Credit: Photo by Stewart Cook/Shutterstock (4448579aq) Leslie Mann and Judd Apatow 87th Academy Awards, Oscars, Vanity Fair After Party, Los Angeles, America - 22 Feb 2015

Sure! (Judd still needs to see someone to get his tux pants tailored a bit.)

The Rape Foundation Annual Brunch, 2015 -- in Erdem

Mandatory Credit: Photo by Shutterstock (5212821n) Leslie Mann The Rape Foundation Annual Brunch, Los Angeles, America - 04 Oct 2015 WEARING ERDEM

Do we think she bought this after she saw Kate Middleton wearing it?

Golden Globe Awards, 2016

Mandatory Credit: Photo by David Fisher/Shutterstock (5528305tr) Leslie Mann 73rd Annual Golden Globe Awards, Arrivals, Los Angeles, America - 10 Jan 2016

Not my FAVE of her major looks but not, like, OFFENSIVE.

21st Annual Critics' Choice Award, 2016

Mandatory Credit: Photo by Broadimage/Shutterstock (5541870di) Leslie Mann 21st Annual Critics' Choice Awards, Arrivals, Los Angeles, America - 17 Jan 2016 2016 Critics' Choice Awards - Arrivals

A dreamy return to form! (She likes a cocktail length for this event.)

8th Governors Awards, 2016

For Editorial Use Only Mandatory Credit: Photo by Aaron Poole/A M P A S/Shutterstock (13965320az) Leslie Mann attends the Academy's 8th Annual Governors Awards in The Ray Dolby Ballroom at Hollywood & Highland Center® in Hollywood, CA, on Saturday, November 12, 2016. 8th Governors Awards, Arrivals, Hollywood, California, USA - 12 Nov 2016

For some reason, I couldn't get a full-length of this?!?! I assume it's great. I want that as wallpaper.

'How To Be Single' film premiere, 2016 -- in Marchesa

Mandatory Credit: Photo by Henry Lamb/Photowire/BEI/Shutterstock (5580580bh) Leslie Mann 'How To Be Single' film premiere, New York, America - 03 Feb 2016 WEARING MARCHESA

I don't love this look -- but I DO think this movie is really underrated.

'How To Be Single' film premiere, London, 2016 -- in Reem Acra

Mandatory Credit: Photo by Alex Glen/Shutterstock (5585090co) Leslie Mann 'How To Be Single' film premiere, London, Britain - 09 Feb 2016 WEARING REEM ACRA

This is SO good and the shoes are perfect with it.

20th Annual Hollywood Film Awards, 2016 -- in Jenny Packham

Mandatory Credit: Photo by Chelsea Lauren/Shutterstock (7391442aw) Leslie Mann 20th Annual Hollywood Film Awards, Arrivals, Los Angeles, USA - 06 Nov 2016 WEARING JENNY PACKHAM

Fun ombre!

22nd Annual Critics' Choice Awards, 2016 -- in Greta Constantine

Mandatory Credit: Photo by Richard Shotwell/Shutterstock (7554684bu) Leslie Mann 22nd Annual Critics' Choice Awards, Arrivals, Los Angeles, USA - 11 Dec 2016 WEARING GRETA CONSTANTINE

I think her very strong body of work is an EXCELLENT argument in favor of celebrities NOT getting into exclusive deals with one label. It's SO much more interesting and better with variety -- and you can still hew to a personal branding vision.

'Girls' TV series season finale premiere, 2017 -- in Alexander McQueen

Mandatory Credit: Photo by Efren Landaos/Shutterstock (8254665cr) Leslie Mann 'Girls' TV series season finale premiere, New York, USA - 02 Feb 2017 WEARING ALEXANDER MCQUEEN

Weirdly, I kinda wish this were trousers.

89th Annual Academy Awards, 2017 -- in Zac Posen

Mandatory Credit: Photo by Rob Latour/Shutterstock (8434882cq) Leslie Mann 89th Annual Academy Awards, Arrivals, Los Angeles, USA - 26 Feb 2017 WEARING ZAC POSEN

This is gorgeous on her -- and, not for nothing, this was also one of the more successful Oscars step-and-repeats.

2017 Vanity Fair Oscar Party

I suspect this was better in person.

Met Gala, 2017

Mandatory Credit: Photo by Marechal Aurore/ABACA/Shutterstock (13370581rd) Leslie Mann and Judd Apatow arriving at the Costume Institute Benefit at The Metropolitan Museum of Art celebrating the opening of Rei Kawakubo/Comme des Garcons: Art of the In-Between in New York City, NY, USA, on May 1, 2017. Met Costume Institute Benefit - NYC, New York City, United States - 02 May 2017

This is more exciting when you think it has a GIANT PINK TRAIN. (That's actually someone behind her.)

Critics' Choice Awards, 2018 -- in J. Mendel

Mandatory Credit: Photo by Matt Baron/Shutterstock (9315478ib) Leslie Mann Critics' Choice Awards, Arrivals, Los Angeles, USA - 11 Jan 2018 WEARING J. MENDEL

This is fab and groovy.

24th Annual Screen Actors Guild Awards, 2018

Mandatory Credit: Photo by SAG Awards/Shutterstock (12595173ey) Leslie Mann and Judd Apatow arrive at the 24th Annual SAG Awards® held Sunday, January 21, 2018 at the Shrine Auditorium. 24th Annual Screen Actors Guild Awards, Arrivals, Los Angeles, California, USA - 21 Jan 2018

I appreciate how many different sorts of SLEEVES she tries.

Academy Awards, 2018 -- in Zac Posen

Mandatory Credit: Photo by Mike Nelson/EPA-EFE/Shutterstock (9448541ry) Leslie Mann, Judd Apatow Arrivals - 90th Academy Awards, Hollywood, USA - 04 Mar 2018 Judd Apatow (R) and Leslie Mann arrives for the 90th annual Academy Awards ceremony at the Dolby Theatre in Hollywood, California, USA, 04 March 2018. The Oscars are presented for outstanding individual or collective efforts in 24 categories in filmmaking.

This is GORGEOUS.

'Blockers' film premiere, 2018 -- in Zac Posen

Mandatory Credit: Photo by Broadimage/Shutterstock (9494412a) Leslie Mann 'Blockers' film premiere, Los Angeles, USA - 03 Apr 2018 Blockers - Los Angeles Premiere WEARING ZAC POSEN

Zac does well by her -- and, for what it's worth, I ALSO thought Blockers was underrated.

amfAR gala, 2018 -- in Reem Acra

Mandatory Credit: Photo by Rob Latour/Shutterstock (9937352bm) Leslie Mann amfAR gala, Arrivals, Los Angeles, USA - 18 Oct 2018

This is so good. I AM REPEATING MYSELF BUT IT'S TRUE.

Baby2Baby Gala, 2018 in Pamella Roland

Mandatory Credit: Photo by Scott Kirkland/Shutterstock (9974024dq) Leslie Mann Baby2Baby Gala, Los Angeles, USA - 10 Nov 2018 Wearing Pamella Roland, Same Outfit as catwalk model *9865800ac

This almost feels...Iris Van Herpen-y?

Vanity Fair Oscar Party, 2019 -- in Ralph & Russo

Mandatory Credit: Photo by imageSPACE/Shutterstock (10118757t) Leslie Mann Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 24 Feb 2019 Wearing Ralph & Russo Same Outfit as Catwalk Model *9731902y

It's not my most beloved of hers but I'm not like ANGRY.

Vanity Fair Oscar Party, 2020 -- in Monique Lhuillier

Mandatory Credit: Photo by Jason Merritt/Radarpics/Shutterstock (10550081cf) Leslie Mann Vanity Fair Oscar Party, Arrivals, Los Angeles, USA - 09 Feb 2020 Wearing Monique Lhuillier

This fabric is so COOL.

LACMA: Art + Film Gala, 2021

Mandatory Credit: Photo by AFF-USA/Shutterstock (12592705bk) Leslie Mann LACMA: Art + Film Gala, Los Angeles, California, USA - 06 Nov 2021

This truly says WE HAVE BEEN IN A PANDEMIC. I actually think that her personal style changed post-pandemic -- for the worse, unfortunately. I don't know if she hired a new stylist, or she just underwent a personal life crisis, or what. I DO think this is great, albeit severe.

Baby2Baby 10-Year Gala, 2021

Mandatory Credit: Photo by Matt Baron/Shutterstock (12601990df) Leslie Mann Baby2Baby 10-Year Gala, Los Angeles, California, USA - 13 Nov 2021

I mean...eh. 2021 was a tough year though!

Louis Vuitton Cruise show, May 2022

Mandatory Credit: Photo by Matt Baron/Shutterstock (12938039gr) Leslie Mann Louis Vuitton 2023 Womenswear Cruise Collection show, Arrivals, San Diego, California, USA - 12 May 2022

I do think this is great, though.

'Bros' film premiere, 2022

Mandatory Credit: Photo by Ovidiu Hrubaru/Shutterstock (13428628e) Leslie Mann 'Bros' film premiere, Los Angeles, California, USA - 28 Sep 2022

This fits perfectly. I just miss her previous embrace of color and pattern!

Second Annual Academy Museum Gala, 2022

Mandatory Credit: Photo by Stewart Cook/Shutterstock (13464610cs) Leslie Mann Second Annual Academy Museum Gala, Arrivals, Academy Museum of Motion Pictures, Los Angles, California, USA - 15 Oct 2022

Again, we're seeing a lot of black. She wore a lot of black at the beginning of her career -- many of which I didn't pull because they were unremarkable.

Baby2Baby Gala, 2022

Mandatory Credit: Photo by Rob Latour/Shutterstock (13619345ba) Leslie Mann Baby2Baby Gala, West Hollywood, Los Angeles, California, USA - 12 Nov 2022

The return of yellow is welcome! (But the hair is a surprise.)

Stella McCartney x Adidas Party, 2023

Mandatory Credit: Photo by CraSH/imageSPACE/Shutterstock (13750974ag) Leslie Mann Stella McCartney x Adidas Party, Los Angeles, California, USA - 02 Feb 2023

The shoes are great, but this is kind of a drag?

Vanity Fair Oscar Party, 2023

Mandatory Credit: Photo by CraSH/imageSPACE/Shutterstock (13807408gk) Leslie Mann Vanity Fair Oscar Party, Arrivals, Los Angeles, California, USA - 12 Mar 2023

PLEASE RETURN TO COLOR, LESLIE!

'Cabaret' gala night, 2023

Mandatory Credit: Photo by James Veysey/Shutterstock (13969467t) Leslie Mann 'Cabaret' gala night, London, UK - 15 Jun 2023

Ah, but the polka dots are back! That's a positive sign!

'Mrs Doubtfire The Musical' 2023

Mandatory Credit: Photo by Can Nguyen/Shutterstock (13974740ax) Leslie Mann 'Mrs Doubtfire The Musical' gala night, Shaftesbury Theatre, London, UK - 18 Jun 2023

And THIS feels like a return to form. Let's see what 2024 brings! (I do have to note that apparently she and Judd sold their big house in October. Maybe it's a season of change!)