This is one of those perfect chick flicks that everybody loves. We can't imagine it ever losing its spot on this list, because it's an ideal combination of friendship, romance, and fun. Plus, it stars the adorable Jennifer Garner and Mark Ruffalo, as well as Judy Greer and Andy Serkis. The storyline is a bit out there and totally unrealistic, but it allows us to take a look through a retrospective lens and examine our life choices and the impact they could have on our futures.
Released in 2004, the story centers around Jenna Rink (Garner), a 13-year-old girl who makes a birthday wish to be 30, after being cruelly pranked at her own party. Fast forward 17 years and she's living a glamorous life as the editor of her favorite magazine. She soon realizes some hard truths about the decisions she has made along the way.