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Lilly Moscovitz From "The Princess Diaries" Hasn't Changed In 21 Years, And 18 Other Rom-Com Best Friends Then Vs. Now

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5 min read

Here's what Didi Conn looked like as Frenchy (Sandy's best friend) in Grease (1978):

Conn as Frenchy in "Grease"
CBS Photo Archive / Getty Images

Here's what Didi Conn looks like today:

Conn at an event at Royal Albert Hall
Sopa Images / LightRocket via Getty Images

Didi Conn in 1978 vs. today:

Conn in
CBS Photo Archive / Getty Images, Sopa Images / LightRocket via Getty Images

Here's what Regina King looked like as Iesha (Justice's best friend) in Poetic Justice (1993):

King in "Poetic Justice"
Columbia Pictures

Here's what Regina King looks like today:

King at the "Colin in Black and White" premiere
Kevin Winter / WireImage / Getty Images

Regina King in 1993 vs. today:

  Columbia Pictures, Kevin Winter / WireImage / Getty Images
Columbia Pictures, Kevin Winter / WireImage / Getty Images

Here's what Alanna Ubach looked like as Serena (Elle's best friend) in Legally Blonde (2001):

Ubach as Serena in "Legally Blonde"
MGM

Here's what Alanna Ubach looks like today:

Ubach at an entertainment event in Los Angeles in 2022
Jc Olivera / Getty Images

Alanna Ubach in 2001 vs. today:

Ubach as Serena in
MGM, Jc Olivera / Getty Images

Here's what Heather Matarazzo looked like as Lilly Moscovitz (Mia's best friend) in The Princess Diaries (2001):

Matarazzo in "The Princess Diaries"
Disney / Courtesy of Everett Collection

Here's what Heather Matarazzo looks like today:

Matarazzo at the IFC Films Spirit Awards
Joshua Blanchard / Getty Images for IFC Films

Heather Matarazzo in 2001 vs. today:

  Disney / Courtesy of Everett Collection, Joshua Blanchard / Getty Images for IFC Films
Disney / Courtesy of Everett Collection, Joshua Blanchard / Getty Images for IFC Films

Here's what Dulé Hill looked like as Preston (Zack's best friend) in She's All That (1999):

Hill in "She's All That"
Miramax Films

Here's what Dulé Hill looks like today:

Hill at the CMAs in 2021
Jason Kempin / Getty Images

Dulé Hill in 1999 vs. today:

Hill in
Miramax Films, Jason Kempin / Getty Images

Here's what Sandra Oh looked like as Patti (Frances's best friend) in Under the Tuscan Sun (2003):

Oh in "Under the Tuscan Sun"
Touchstone Pictures / Courtesy of Everett Collection

Here's what Sandra Oh looks like today:

Oh at a "Killing Eve" event in 2022
Momodu Mansaray / WireImage / Getty Images

Sandra Oh in 2003 vs. today:

Oh in
Touchstone Pictures / Courtesy of Everett Collection, Momodu Mansaray / WireImage / Getty Images

Here's what Yasiin Bey, formerly known as Mos Def, looked like as Cavi (Dre's best friend) in Brown Sugar (2002):

Bey in "Brown Sugar"
Fox Searchlight Pictures

Here's what Yasiin Bey looks like today:

Bey backstage at a Jay-Z concert
Shareif Ziyadat / Getty Images

Yasiin Bey in 2002 vs. today:

Bey in
Fox Searchlight Pictures, Shareif Ziyadat / WireImage / Getty Images

Here's what Susan May Pratt looked like as Mandella (Kat's best friend) in 10 Things I Hate About You (1999):

Pratt in "10 Things I Hate About You"
Disney / Courtesy of Everett Collection

Here's what Susan May Pratt looks like today:

Pratt at a musical parody of "10 Things I Hate About You"
Tibrina Hobson / Getty Images

Susan May Pratt in 1999 vs. today:

Pratt in
Disney / Courtesy of Everett Collection, Tibrina Hobson / Getty Images

Here's what Donald Faison looked like as Murray Duvall (Cher's friend and Dionne's boyfriend) in Clueless (1995):

Faison posing for a portrait as Murray
Paramount Pictures / Courtesy of Everett Collection

Here's what Donald Faison looks like today:

Faison on "Emergence"
Eric Liebowitz / ABC via Getty Images

Donald Faison in 1995 vs. today:

  Paramount Pictures / Courtesy of Everett Collection, Eric Liebowitz / ABC via Getty Images
Paramount Pictures / Courtesy of Everett Collection, Eric Liebowitz / ABC via Getty Images

Here's what Lisa Nicole Carson looked like as Josie (Nina's best friend) in Love Jones (1997):

Carson in "Love Jones"
New Line Cinema / Courtesy of Everett Collection

Here's what Lisa Nicole Carson looks like today:

Carson at the American Black Film Festival
Leon Bennett / Getty Images

Lisa Nicole Carson in 1997 vs. today:

  New Line Cinema / Courtesy of Everett Collection, Leon Bennett / Getty Images
New Line Cinema / Courtesy of Everett Collection, Leon Bennett / Getty Images

Here's what Wanda Sykes looked like as Ruby (Viola's best friend) in Monster-in-Law (2005):

Sykes in "Monster-in-Law"
New Line Cinema / Courtesy of Everett Collection

Here's what Wanda Sykes looks like today:

Sykes on the 2022 Oscars red carpet
Angela Weiss / AFP via Getty Images

Wanda Sykes in 2005 vs. today:

Sykes in
New Line Cinema / Courtesy of Everett Collection, Angela Weiss / AFP via Getty Images

Here's what Judy Greer looked like as Penny (Mary's best friend) in The Wedding Planner (2001):

Greer in "The Wedding Planner"
Sony Pictures Releasing

Here's what Judy Greer looked like as Lucy/Tom-Tom (Jenna's best friend) in 13 Going on 30 (2004):

Greer in "13 Going on 30"
Sony Pictures Releasing / Courtesy of Everett Collection

And here's what Judy Greer looked like as Casey (Jane's best friend) in 27 Dresses (2008):

Greer in "27 Dresses"
20th Century Fox

Here's what Judy Greer looks like today:

Greer at "Watch What Happens Live with Andy Cohen"
Bravo / NBCU Photo Bank via Getty Images

Judy Greer in 2001, 2004, and 2008 vs. today:

Greer in "The Wedding Planner," "13 Going on 30," and "27 Dresses;" Greer at "Watch What Happens Live with Andy Cohen"
Sony Pictures Releasing / Courtesy of Everett Collection / 20th Century Fox / Bravo / NBCU Photo Bank via Getty Images

Here's what James Callis looked like as Tom (Bridget's best friend) in Bridget Jones's Diary (2001):

Callis in "Bridget Jones's Diary"
Miramax Films / Courtesy of Everett Collection

Here's what James Callis looks like today:

Callis at the premiere for "The Infiltrators"
Jc Olivera / Getty Images

James Callis in 2001 vs. today:

  Miramax Films / Courtesy of Everett Collection, Jc Olivera / Getty Images
Miramax Films / Courtesy of Everett Collection, Jc Olivera / Getty Images

Here's what Molly Shannon looked like as Eve (Sara's best friend) in Serendipity (2001):

Shannon in "Serendipity"
Miramax Films

Here's what Molly Shannon looks like today:

Shannon at the Critics Choice Awards
Steve Granitz / Getty Images

Molly Shannon in 2001 vs. today:

  Miramax Films, Steve Granitz / Getty Images
Miramax Films, Steve Granitz / Getty Images

Here's what Rhys Ifans looked like as Spike (Will's best friend) in Notting Hill (1999):

Ifans eating a bowl of cereal
Universal Pictures / Courtesy of Everett Collection

Here's what Rhys Ifans looks like today:

Ifans at a film awards show in London in 2019
Dave J Hogan / Dave J Hogan / Getty Images

Rhys Ifans in 1999 vs. today:

Ifans in
Universal Pictures / Courtesy of Everett Collection, Dave J Hogan / Dave J Hogan / Getty Images

Here's what Ian Gomez looked like as Mike (Ian's best friend) in My Big Fat Greek Wedding (2002):

Gomez in "My Big Fat Greek Wedding"
IFC Films

Here's what Ian Gomez looks like today:

Gomez at the premiere for "Richard Jewell"
Jean Baptiste Lacroix / WireImage / Getty Images

Ian Gomez in 2002 vs. today:

Gomez in
IFC Films, Jean Baptiste Lacroix / WireImage / Getty Images

Here's what Essence Atkins looked like as Kareenah (Eva's sister and best friend) in Deliver Us from Eva (2003):

Atkins in "Deliver Us from Eva"
Focus Features

Here's what Essence Atkins looks like today:

Atkins at an event in Beverly Hills
Robin L Marshall / Getty Images

Essence Atkins in 2003 vs. today:

Atkins in
Focus Features, Robin L Marshall / Getty Images

Here's what Rosie O'Donnell looked like as Becky (Annie's best friend) in Sleepless in Seattle (1993):

  TriStar Pictures
TriStar Pictures

Here's what Rosie O'Donnell looks like today:

O'Donnell at opening night for "Girl From the North Country"
Bruce Glikas / Bruce Glikas / FilmMagic / Getty Images

Rosie O'Donnell in 1993 vs. today:

O'Donnell in
TriStar Pictures, Bruce Glikas / Bruce Glikas / FilmMagic / Getty Images

And here's what Rupert Everett looked like as George Downes (Julianne's best friend) in My Best Friend's Wedding (1997):

Everett in church with Julia Roberts
Sony Pictures Releasing / Courtesy of Everett Collection

Here's what Rupert Everett looks like today:

Everett at an entertainment event in Paris in 2019
Laurent Viteur / Getty Images

Rupert Everett in 1997 vs. today:

  Sony Pictures Releasing / Courtesy of Everett Collection, Laurent Viteur / Getty Images
Sony Pictures Releasing / Courtesy of Everett Collection, Laurent Viteur / Getty Images
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