It's not easy being in high school. Especially if you find yourself with the foreign-exchange student of your dreams, Nadia (Shannon Elizabeth), half-naked and ready to party... and you have no idea what to do. Jim (Jason Biggs) is clearly out of his element here, even though he's in his own room and all the work is being done for him. While most of us would like to think we would close the deal on such a windfall, we cringe as poor Jim's balls turn so blue that he spackles the inside of his boxer shorts - twice. Humiliation sets in, but the good news is that he eventually losses his virginity to an apple pie. Like this list? Let us know in the comments section below.