Tiffany (jessica drake) is a charming socialite with a youthful zest for life. Maintaining a childlike innocence yet she entertains wealthy men as long as they shower her with gifts and money. Tiffany's carefree independence is challenged when she meets her new neighbor, aspiring writer Steve (Eric Masterson), who is suffering from writer's block while being "sponsored" by a wealthy woman. Charmed and captivated by his free-spirited neighbor, Steve soon finds the inspiration he has needed to write. More importantly, even though neither can admit it, Tiffany and Steve begin falling in love. But just as their sweet romance is blooming, a stranger appears on the scene and complicates matters, divulging the truth about Tiffany's past. Guessing who the right man is for Tiffany is easy - easy, that is, for everyone but the secretive beauty herself.