15. TARA REID
Film: National Lampoon's Van Wilder (2002)
Ryan Reynolds's strategic slacker introduced us to Gwen, the preppy rich girl/journalist for the school paper who managed to convince the seven year senior to try to graduate. In turn, she introduced viewers to the effects of the plaid skirt and V-neck sweater combo, as well as the power of laxatives as a hilariously effective revenge tactic.