Deal With It S02E15 - Jerry O'Connell and Jeannie Mai

WINE TASTING: After a contestant hijacks a wine-tasting seminar and chugs from a $3,000 bottle of wine, her friend might just want a drink of her own. Co-host: Jeannie Mai. THE WILL: A contestant's daughter is having the worst day of her life after her father informs her she's out of his will. The icing on the cake? He's letting his sexy new attorney handle the money. Co-host: Jerry O'Connell.