5. Shannon Elizabeth in American Pie (1999)
Any living, breathing man can sympathize with American Pie’s quick-shooting Jim (Jason Biggs). All the kid wants to do is bang the smoking hot foreign exchange student (Shannon Elizabeth) who’s naked in his bedroom and fresh off of “prepping” herself with some dirty magazines. And it appears that he’s about to do just that, and Elizabeth’s large, idyllic mounds are there for the grabbing. But then dude “blows it” before they’ve even rounded first base. It’s the moment that briefly put American Pie into film’s horror genre.