Young Matt From "13 Going On 30" Has Grown Up To Be A Beaaaautiful Man, And 24 Other Rom-Com Actors Who Aged Perfectly

Here's what Elaine Hendrix looked like as Meredith Blake in The Parent Trap (1998):

Hendrix wearing a big sun hat and dress
Disney / Courtesy of Everett Collection

Here's what Elaine Hendrix looks like today:

Here's what Omar Epps looked like as Quincy McCall in Love & Basketball (2000):

Epps with his hand in his pocket
New Line Cinema / Courtesy of Everett Collection

Here's what Omar Epps looks like today:

Epps at the premiere for "Power Book III: Raising Kanan"
Jamie Mccarthy / Getty Images for STARZ

Here's what Rupert Everett looked like as George Downes 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

Here's what Larisa Oleynik looked like as Bianca Stratford in 10 Things I Hate About You (1999):

Oleynik wearing a sweater and '90s hairdo
Buena Vista Pictures / Buena Vista Pictures/Courtesy of Everett Collection

Here's what Larisa Oleynik looks like today:

Oleynik at the "10 Things I Hate About You" musical parody premiere
Tibrina Hobson / Getty Images

Here's what Lela Rochon looked like as Robin Stokes in Waiting to Exhale (1995):

Rochon holding a glass of champagne in "Waiting to Exhale"
20th Century Fox / Courtesy of Everett Collection

Here's what Lela Rochon looks like today:

Rochon at the premiere of "David Makes Man" in 2019
Leon Bennett / FilmMagic / Getty Images

Here's what Kathryn Hahn looked like as Michelle in How to Lose a Guy in 10 Days (2003):

Hahn holding a cup of coffee, wearing a sweater
Paramount Pictures / Courtesy of Everett Collection

Here's what Kathryn Hahn looks like today:

Hahn at the 2021 Billboard Music Awards
Todd Williamson / NBCU Photo Bank via Getty Images

Here's what Donald Faison looked like as Murray Duvall 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

Here's what Sanaa Lathan looked like as Sid Shaw in Brown Sugar (2002):

Lathan holding a single rose
20th Century Fox / Courtesy of Everett Collection

Here's what Sanaa Lathan looks like today:

Lathan at Common's Toast to the Arts event in 2019
Arnold Turner / Getty Images for Freedom Road Productions

Here's what Annie Potts looked like as Iona in Pretty in Pink (1986):

Potts wearing a leather dress and spiked hair
Paramount Pictures / Courtesy of Everett Collection

Here's what Annie Potts looks like today:

Potts posing for a portrait at the IMDb studios
Rich Polk / Getty Images

Here's what Anthony Michael Hall looked like as Ted Farmer in Sixteen Candles (1984):

Hall as a teenager in "Sixteen Candles"
MCA / Courtesy of Everett Collection

Here's what Anthony Michael Hall looks like today:

Hall at the premiere for "Halloween Kills" in 2021
Valerie Macon / AFP via Getty Images

Here's what Vanessa Bell Calloway looked like as Imani Izzi in Coming to America (1988):

Calloway wearing her iconic golden dress
Paramount Pictures / Courtesy of Everett Collection

Here's what Vanessa Bell Calloway looks like today:

Calloway at an Oscars after party in 2020
Harmony Gerber / Getty Images

Here's what Taye Diggs looked like as Winston Shakespeare in How Stella Got Her Groove Back (1998):

Diggs and Angela Bassett posing together on set
20th Century Fox / Courtesy of Everett Collection

Here's what Taye Diggs looks like today:

Diggs at the Critics Choice Awards in 2021
Jillian Clark / Getty Images

Here's what Rhys Ifans looked like as Spike 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

Here's what Jessica Alba looked like as Kirsten Liosis in Never Been Kissed (1999):

Alba wearing a bright-colored top and lipstick
20th Century Fox

Here's what Jessica Alba looks like today:

Alba at a gala in West Hollywood in 2021
Steve Granitz / WireImage / Getty Images

Here's what Robert Schwartzman looked like as Michael Moscovitz in The Princess Diaries (2001):

Schwartzman wearing a school uniform while folding his arms
Disney / Courtesy of Everett Collection

Here's what Robert Schwartzman looks like today:

Schwartzman at Build Studio in 2019
Anthony Delmundo / Getty Images

Here's what Rajiv Surendra looked like as Kevin G. in Mean Girls (2004):

Surendra wearing a math-lete uniform
CBS Photo Archive / Getty Images

Here's what Rajiv Surendra looks like today:

Here's what Olivia Olson looked like as Joanna in Love Actually (2003):

Olson singing "All I Want for Christmas Is You"
Universal Pictures

Here's what Olivia Olson looks like today:

Here's what Sean Marquette looked like as young Matt Flamhaff in13 Going on 30 (2004):

Marquette pouring glitter on a pink dream house
Sony Pictures Releasing / Courtesy of Everett Collection

Here's what Sean Marquette looks like today:

Here's what Clea DuVall looked like as Graham Eaton in But I'm a Cheerleader (1999):

DuVall smoking a cigarette
Lionsgate Films

Here's what Clea DuVall looks like today:

DuVall at the Academy Museum of Motion Pictures and Vanity Fair premiere party in 2021
Stefanie Keenan / Getty Images

Here's what Nia Long looked like as Nina Mosley in Love Jones (1997):

Long smiling for a portrait
New Line Cinema / Courtesy of Everett Collection

Here's what Nia Long looks like today:

Long on "Couch Surfing" in 2020
Manny Carabel / Getty Images

Here's what Morris Chestnut looked like as Lance Sullivan in The Best Man (1999):

Chestnut wearing a tux, crying
Universal Pictures / Courtesy of Everett Collection

Here's what Morris Chestnut looks like today:

Chestnut at a screening for "Just Mercy"
Tommaso Boddi / WireImage / Getty Images

Here's what Adrian Grenier looked like as Nate Cooper in The Devil Wears Prada (2006):

Grenier wearing a zip-up sweatshirt and t-shirt
20th Century Fox / Courtesy of Everett Collection

Here's what Adrian Grenier looks like today:

Grenier at the premiere for "Beyond the Night"
Phillip Faraone / Getty Images

Here's what Heather Burns looked like as Christina in You've Got Mail (1998):

Burns wearing an oversized sweatshirt
Warner Bros. Pictures / Courtesy of Everett Collection

Here's what Heather Burns looks like today:

Burns at the premiere of "Peace for Mary Frances" in New York City
Bruce Glikas / FilmMagic / Getty Images

Here's what Joe Torry looked like as Chicago in Poetic Justice (1993):

Torry wearing a purple, '90s button-up shirt
Columbia Pictures / Courtesy of Everett Collection

Here's what Joe Torry looks like today:

Torry at an Oscars after party in 2020
Harmony Gerber / Getty Images

And here's what Judy Greer looked like as Penny Nicholson in The Wedding Planner (2001):

Greer with curly hair, buttoned-up shirt, and blazer
Sony Pictures Releasing

Here's what Judy Greer looks like today:

Greer at the screening for "Kidding" in 2020
Araya Doheny / Getty Images