Lilly Moscovitz From "The Princess Diaries" Hasn't Changed In 21 Years, And 18 Other Rom-Com Best Friends Then Vs. NowBuzzFeedMon, April 11, 2022 at 3:16 AM UTC5 min readHere's what Didi Conn looked like as Frenchy (Sandy's best friend) in Grease (1978): CBS Photo Archive / Getty ImagesHere's what Didi Conn looks like today: Sopa Images / LightRocket via Getty ImagesDidi Conn in 1978 vs. today: CBS Photo Archive / Getty Images, Sopa Images / LightRocket via Getty ImagesHere's what Regina King looked like as Iesha (Justice's best friend) in Poetic Justice (1993): Columbia PicturesHere's what Regina King looks like today: Kevin Winter / WireImage / Getty ImagesRegina King in 1993 vs. today: Columbia Pictures, Kevin Winter / WireImage / Getty ImagesHere's what Alanna Ubach looked like as Serena (Elle's best friend) in Legally Blonde (2001): MGMHere's what Alanna Ubach looks like today: Jc Olivera / Getty ImagesAlanna Ubach in 2001 vs. today: MGM, Jc Olivera / Getty ImagesHere's what Heather Matarazzo looked like as Lilly Moscovitz (Mia's best friend) in The Princess Diaries (2001): Disney / Courtesy of Everett CollectionHere's what Heather Matarazzo looks like today: Joshua Blanchard / Getty Images for IFC FilmsHeather Matarazzo in 2001 vs. today: Disney / Courtesy of Everett Collection, Joshua Blanchard / Getty Images for IFC FilmsHere's what Dulé Hill looked like as Preston (Zack's best friend) in She's All That (1999): Miramax FilmsHere's what Dulé Hill looks like today: Jason Kempin / Getty ImagesDulé Hill in 1999 vs. today: Miramax Films, Jason Kempin / Getty ImagesHere's what Sandra Oh looked like as Patti (Frances's best friend) in Under the Tuscan Sun (2003): Touchstone Pictures / Courtesy of Everett CollectionHere's what Sandra Oh looks like today: Momodu Mansaray / WireImage / Getty ImagesSandra Oh in 2003 vs. today: Touchstone Pictures / Courtesy of Everett Collection, Momodu Mansaray / WireImage / Getty ImagesHere's what Yasiin Bey, formerly known as Mos Def, looked like as Cavi (Dre's best friend) in Brown Sugar (2002): Fox Searchlight PicturesHere's what Yasiin Bey looks like today: Shareif Ziyadat / Getty ImagesYasiin Bey in 2002 vs. today: Fox Searchlight Pictures, Shareif Ziyadat / WireImage / Getty ImagesHere's what Susan May Pratt looked like as Mandella (Kat's best friend) in 10 Things I Hate About You (1999): Disney / Courtesy of Everett CollectionHere's what Susan May Pratt looks like today: Tibrina Hobson / Getty ImagesSusan May Pratt in 1999 vs. today: Disney / Courtesy of Everett Collection, Tibrina Hobson / Getty ImagesHere's what Donald Faison looked like as Murray Duvall (Cher's friend and Dionne's boyfriend) in Clueless (1995): Paramount Pictures / Courtesy of Everett CollectionHere's what Donald Faison looks like today: Eric Liebowitz / ABC via Getty ImagesDonald Faison in 1995 vs. today: Paramount Pictures / Courtesy of Everett Collection, Eric Liebowitz / ABC via Getty ImagesHere's what Lisa Nicole Carson looked like as Josie (Nina's best friend) in Love Jones (1997): New Line Cinema / Courtesy of Everett CollectionHere's what Lisa Nicole Carson looks like today: Leon Bennett / Getty ImagesLisa Nicole Carson in 1997 vs. today: New Line Cinema / Courtesy of Everett Collection, Leon Bennett / Getty ImagesHere's what Wanda Sykes looked like as Ruby (Viola's best friend) in Monster-in-Law (2005): New Line Cinema / Courtesy of Everett CollectionHere's what Wanda Sykes looks like today: Angela Weiss / AFP via Getty ImagesWanda Sykes in 2005 vs. today: New Line Cinema / Courtesy of Everett Collection, Angela Weiss / AFP via Getty ImagesHere's what Judy Greer looked like as Penny (Mary's best friend) in The Wedding Planner (2001): Sony Pictures ReleasingHere's what Judy Greer looked like as Lucy/Tom-Tom (Jenna's best friend) in 13 Going on 30 (2004): Sony Pictures Releasing / Courtesy of Everett CollectionAnd here's what Judy Greer looked like as Casey (Jane's best friend) in 27 Dresses (2008): 20th Century FoxHere's what Judy Greer looks like today: Bravo / NBCU Photo Bank via Getty ImagesJudy Greer in 2001, 2004, and 2008 vs. today: Sony Pictures Releasing / Courtesy of Everett Collection / 20th Century Fox / Bravo / NBCU Photo Bank via Getty ImagesHere's what James Callis looked like as Tom (Bridget's best friend) in Bridget Jones's Diary (2001): Miramax Films / Courtesy of Everett CollectionHere's what James Callis looks like today: Jc Olivera / Getty ImagesJames Callis in 2001 vs. today: Miramax Films / Courtesy of Everett Collection, Jc Olivera / Getty ImagesHere's what Molly Shannon looked like as Eve (Sara's best friend) in Serendipity (2001): Miramax FilmsHere's what Molly Shannon looks like today: Steve Granitz / Getty ImagesMolly Shannon in 2001 vs. today: Miramax Films, Steve Granitz / Getty ImagesHere's what Rhys Ifans looked like as Spike (Will's best friend) in Notting Hill (1999): Universal Pictures / Courtesy of Everett CollectionHere's what Rhys Ifans looks like today: Dave J Hogan / Dave J Hogan / Getty ImagesRhys Ifans in 1999 vs. today: Universal Pictures / Courtesy of Everett Collection, Dave J Hogan / Dave J Hogan / Getty ImagesHere's what Ian Gomez looked like as Mike (Ian's best friend) in My Big Fat Greek Wedding (2002): IFC FilmsHere's what Ian Gomez looks like today: Jean Baptiste Lacroix / WireImage / Getty ImagesIan Gomez in 2002 vs. today: IFC Films, Jean Baptiste Lacroix / WireImage / Getty ImagesHere's what Essence Atkins looked like as Kareenah (Eva's sister and best friend) in Deliver Us from Eva (2003): Focus FeaturesHere's what Essence Atkins looks like today: Robin L Marshall / Getty ImagesEssence Atkins in 2003 vs. today: Focus Features, Robin L Marshall / Getty ImagesHere's what Rosie O'Donnell looked like as Becky (Annie's best friend) in Sleepless in Seattle (1993): TriStar PicturesHere's what Rosie O'Donnell looks like today: Bruce Glikas / Bruce Glikas / FilmMagic / Getty ImagesRosie O'Donnell in 1993 vs. today: TriStar Pictures, Bruce Glikas / Bruce Glikas / FilmMagic / Getty ImagesAnd here's what Rupert Everett looked like as George Downes (Julianne's best friend) in My Best Friend's Wedding (1997): Sony Pictures Releasing / Courtesy of Everett CollectionHere's what Rupert Everett looks like today: Laurent Viteur / Getty ImagesRupert Everett in 1997 vs. today: Sony Pictures Releasing / Courtesy of Everett Collection, Laurent Viteur / Getty ImagesAbout Our Ads