Ben Birnbaum - Son of Dr. Dan Birnbaum, Hollywood's plastic surgeon to the stars, Ben is an attractive student who studies at Princeton and meets Anna on the plane to L.A. on his way to Jackson Sharpe's wedding. He invites her to be his date, not knowing that his three female friends (Cammie, Sam, and Dee) are all secretly in love with him and hoping to win him over. Anna originally believe Ben to be a player after he ditches her on his father's boat in the middle of the night after she refused to have sex with him, but he explains the reason for his absence: his father has an intense gambling problem and he was ready to commit suicide because he had too many debts.