Definitely, Maybe (PG-13, 2008)

Parents need to know that this thoughtful romantic comedy about flawed adult characters isn't as clear-cut as many other Hollywood "chick flicks." For that reason, it's likely to resonate more with adults than teens and tweens who haven't gone through complicated relationships yet. Still, the content isn't inappropriate for teens: There's some passionate kissing and a good bit of discussion about sex (including implications of a lesbian college fling and passing mention of a threesome), but nothing graphic; language is mostly on the mild side ("s--t" is only used in one scene, though it carries a lot of weight when it is used); and there's no violence. Several scenes do feature social drinking (a few also show Will drunk) and smoking; one sequence in particular makes sharing a cigarette break seem like a romantic, intimate experience. Divorce is also an issue here; the main character's tween daughter is upset by her parents' impending split and wants them to reconcile.