14. JULIE BOWEN AS VIRGINIA VENIT IN HAPPY GILMORE (1996)
Fourteen years before she struck gold on ABC’s award-winning sitcom Modern Family, Julie Bowen sported short hair and business casual outfits as Happy Gilmore’s quietly sexy PR rep. Level-headed and professionally driven, Bowen’s Virginia Venit is the kind of woman you’d catch sipping martinis inside a trendy urban lounge after work hours. To gain access into her personal, um, accounts, one would probably have to drop serious coin on overpriced, non-beer drinks, but it’d all be worth it. What’s she packing underneath those sport-coats—Victoria’s Secret model-like curves concealed by black lace underwear, as seen in the movie’s dream sequences—put the happy in Happy Gilmore.