1. Angelina Jolie at 15: Harry Langdon / Getty Images
Her daughter Shiloh Jolie-Pitt at 15: Samir Hussein / WireImage / Getty Images
Side-by-side: Harry Langdon / Getty Images, Samir Hussein / Samir Hussein/WireImage
2. Cindy Crawford when she was 20: Her daughter Kaia Gerber at 20: Steve Granitz / FilmMagic,
Side-by-side: 3. Reese Witherspoon at 22: Ron Galella / Ron Galella Collection via Getty Images
Her daughter Ava Phillippe at 22: Jamie Mccarthy / Getty Images for Tiffany & Co.
Side-by-side: Ron Galella / Ron Galella Collection via Getty Images, Jamie Mccarthy / Getty Images for Tiffany & Co.
4. David Beckham at 22: Michael Stephens - Pa Images / PA Images via Getty Images
His son Brooklyn Beckham at 22: Jeff Kravitz / FilmMagic / Getty Images
Side-by-side: Michael Stephens - Pa Images / PA Images via Getty Images, Jeff Kravitz / FilmMagic
5. Ice Cube at 30: Ronald Siemoneit / Sygma via Getty Images
His son O'Shea Jackson Jr. at 30: Rich Polk / Getty Images for IMDb
Side-by-side: Ronald Siemoneit / Sygma via Getty Images, Rich Polk / Getty Images for IMDb
6. Clint Eastwood at 35: Silver Screen Collection / Getty Images
His son Scott Eastwood at 35: Steve Granitz / WireImage / Getty Images
Side-by-side: Silver Screen Collection / Getty Images, Steve Granitz / WireImage
7. Ryan Phillipe at 18: Steve Fenn / Disney General Entertainment Content via Getty Images
His son Deacon Phillipe at 18: Rodin Eckenroth / Getty Images
Side-by-side: Steve Fenn / Disney General Entertainment Content via Getty Images, Rodin Eckenroth / Getty Images
8. Robin Wright at 30: Ron Galella / Ron Galella Collection via Getty Images
Her daughter Dylan Penn at 30: Jamie Mccarthy / WireImage / Getty Images
Side-by-side: Ron Galella / Ron Galella Collection via Getty Images, Jamie Mccarthy / WireImage
9. Denzel Washington at 37: Ron Galella / Ron Galella Collection via Getty Images
John David Washington at 37: Rosdiana Ciaravolo / Getty Images for Netflix
Side-by-side: Ron Galella / Ron Galella Collection via Getty Images, Rosdiana Ciaravolo / Getty Images for Netflix
10. Lea Thompson at 27: Ron Galella / Ron Galella Collection via Getty Images
Zoey Deutch at 27: Cindy Ord / Getty Images
Side-by-side: Ron Galella / Ron Galella Collection via Getty Images, Cindy Ord / Getty Images
11. Andie MacDowell at 27: Columbia Pictures /Courtesy Everett Collection
Margaret Qualley at 27: Stephane Cardinale - Corbis / Corbis via Getty Images
Side-by-side: Columbia Pictures / ©Columbia Pictures/Courtesy Everett Collection, Stephane Cardinale - Corbis / Corbis via Getty Images
12. Meg Ryan at 29: Ron Galella / Ron Galella Collection via Getty Images
Jack Quaid at 29: Emma Mcintyre / Getty Images for Vanity Fair
Side-by-side: Ron Galella / Ron Galella Collection via Getty Images, Emma Mcintyre / Getty Images for Vanity Fair
13. Uma Thurman at 23: Ron Galella / Ron Galella Collection via Getty Images
Maya Hawke at 23: Dia Dipasupil / Getty Images
Side-by-side: Ron Galella / Ron Galella Collection via Getty Images, Dia Dipasupil / Getty Images
14. Robert Pine at 41: Abc Photo Archives / Disney General Entertainment Content via Getty Images
Chris Pine at 41: Gregg Deguire / Getty Images
Side-by-side: Abc Photo Archives / Disney General Entertainment Content via Getty Images, Vera Anderson / WireImage
15. Daniel Day-Lewis at 26(ish): Dia Dipasupil / WireImage / Getty Images
Gabriel Day-Lewis at 26: Dia Dipasupil / WireImage / Getty Images
Side-by-side: Mirrorpix / Getty Images, Dia Dipasupil / WireImage
16. Val Kilmer at 26: Michael Ochs Archives / Getty Images
His son Jack Kilmer at 26: Axelle / FilmMagic / Getty Images
Side-by-side: Michael Ochs Archives / Getty Images, Axelle / FilmMagic
17. Jude Law at 25: Thierry Le Fouille / Gamma-Rapho via Getty Images
His son Rafferty Law at 25: David M. Benett / Dave Benett/Getty Images for Hugo Boss UK
Side-by-side: Thierry Le Fouille / Gamma-Rapho via Getty Images, David M. Benett / Dave Benett/Getty Images for Hugo Boss UK
18. Jack Nicholson at 29: Courtesy Everett Collection
His son Ray Nicholson at 29: Allen Berezovsky / Getty Images
Side-by-side: Courtesy Everett Collection, Allen Berezovsky / Getty Images
19. Tommy Lee at 25: Icon And Image / Getty Images
His son Brandon Thomas Lee at 25: Paul Archuleta / Getty Images
Side-by-side: Icon And Image / Getty Images, Paul Archuleta / Getty Images
20. Sean Combs aka P. Diddy at 23: L. Busacca / WireImage / Getty Images
His son King Combs at 23: Picasa / WireImage / Getty Images
Side-by-side: L. Busacca / WireImage, Picasa / WireImage
21. Mark Consuelos at 24: Abc Photo Archives / Disney General Entertainment Content via Getty Images
His son Michael Consuelos at 24: Side-by-side: Abc Photo Archives / Disney General Entertainment Content via Getty Images, Michael Consuelos / instagram.com View comments
