Those who go to Lucky You expecting a Drew Barrymore performance that is, at long last, devoid of her half human/half sunflower kitsch will be disappointed. The role is more or less straight drama, but much like Bruce Willis has a writer on standby whose job is to inject "Bruceness" into the scripts he likes, someone seems to have shoehorned in a number of cutesy Shirley Temple-style comedy moments for Drew, and downgraded the maturity level of her character to late teens, as opposed to thirty-something. At one point, sitting beside her boyfriend Huck (Eric Bana) at the poker table, she tells him that it was only right that he lost a hand, since he won the last one -- the other guy should have a turn to win. Huck is a semi-pro whose lifelong attempt to chisel a living out of cards has left him broke, and the film opens with him pawning a family heirloom for a couple hundred bucks. You get a feeling from the start that Matt Damon and Ed Norton dream of this guy.
Hopes rise early on with a funny cameo from Robert Downey Jr. as a friend of Huck who runs some kind of one-man telephone scam. He keeps several cell-phones in front of him on a table and is continually picking them up and putting them back down like three-card monte. Once he makes it clear that he has no money to lend, Huck moves on and we meet some of his less colorful friends, including a compulsive (male) gambler who agreed to get breast implants if he lost a bet, and did just that. Charles Martin Smith is an interesting choice for a mobbed-up loan shark, but the film sort of lets his character die on the vine after one sharply-written early scene with Huck. It also becomes weirdly obvious early on that the film was intended to be titled Lucky Town, since that title makes more sense and since we hear an extended sampling of Bruce Springsteen's Lucky Town. Lucky You sounds more like a lost Matthau-Lemmon comedy from the early 70s.