 | Dennis Quaid Charlie Wessler (segment "The Pitch") Birthday: April 9, 1954 | 58 | 71 |
 | Greg Kinnear Griffin Schraeder (segment "The Pitch") Birthday: June 17, 1963 | 49 | 62 |
 | Hugh Jackman Davis (segment "The Catch") Birthday: October 12, 1968 | 44 | 56 |
 | Kate Winslet Beth (segment "The Catch") Birthday: October 5, 1975 | 37 | 49 |
 | | 21 | 34 |
 | Liev Schreiber Robert (segment "Homeschooled") Birthday: October 4, 1967 | 45 | 57 |
 | Naomi Watts Samantha (segment "Homeschooled") Birthday: September 28, 1968 | 44 | 56 |
 | Anna Faris Vanessa (segment "The Proposition") Birthday: November 29, 1976 | 36 | 48 |
 | Chris Pratt Jason (segment "The Proposition") Birthday: June 21, 1979 | 33 | 46 |
 | Kieran Culkin Neil (segment "Veronica") Birthday: September 30, 1982 | 30 | 42 |
