7) American Pie
Jim and the gang spend so much time trying to get laid, they completely ignore the romantic aspect of sex. Humping baked goods and scoring with a MILF tickles the funny bone, but it doesn't melt the heart. My Mom Is A Cougar
8) Gone Baby Gone
In an attempt to recover a missing a child, a man's relationship with his wife is ripped apart and his trust in his coworker is shattered. He takes comfort in the fact that he still has his principles, but after putting everything he has on the line, he finds that he has made no difference. All types of love—romantic, familial, and platonic—are challenged in this film, which is perfect for those looking to evade the warm fuzzies.
9) Boys Don't Cry
Two lovers are torn apart by the rampant homophobia in their small town. Such unrestrained hatred is hard to watch. All love has its hardships, but we watch this and we wonder if we can handle the burdens of a relationship