Shari is in love with her brother's friend Garrett. She's had romantic feelings for him since high school, but he's from an upper-class family. She's a waitress at a coffee shop, and even though they both live in New York, they live in very different worlds. When she finds out that Garrett is going to be auctioned at a charity party, she decides to take her chance. I'm going to spend my entire savings and win the auction, disguised as a mysterious woman in red! She succeeds and spends the night with him, but the next day...