Suggestions by @hernameisalyssa

Miles Teller

as Bradley in Something Wilder

Jensen Ackles

as Bradley in Something Wilder

Justin Timberlake

as Bradley in Something Wilder

Britt Robertson

as Lily Wilder in Something Wilder

Liam Hemsworth

as Leo in Something Wilder

Rachel Bilson

as Lily Wilder in Something Wilder

Zoey Deutch

as Lily Wilder in Something Wilder

Alison Brie

as Lily Wilder in Something Wilder

Dakota Johnson

as Lily Wilder in Something Wilder

Alicia Vikander

as Lily Wilder in Something Wilder

Michael Cera

as Walter in Something Wilder

Alexander Ludwig

as Terry in Something Wilder

Jacob Elordi

as Leo in Something Wilder

Blake Lively

as Nicole in Something Wilder

Adam Driver

as Leo in Something Wilder

Dianna Agron

as Taylor in Every Summer After

Jacob Hopkins

as Teen Sam in Every Summer After

Margot Robbie

as Sue Florek in Every Summer After

Nina Dobrev

as Persephone Fraser in Every Summer After

Chase Crawford

as Drew in The Wedding Date