Designated Villain: Victoria. Her laugh is annoying as hell, yes, but other than that, she seems like a perfectly nice person.
Memetic Mutation: 22 years later, and "______less in ___________" is still recognizable as a pun on this movie's title.
The Woobie: Sam becomes this within the film after he talks about his wife's death on the radio show - Annie is not the only woman woobifying him.
If one thinks about it enough, Walter, Annie's original fiance is the biggest Woobie of this film. He's basically shown to have hilariously awful allergies and health issues, and at the movie's end, is told that his fiancée essentially wants to leave him for a man she's never met met once and exchanged two words with (both words being "hello"). He accepts this with amazing grace, but geez...