After winning the lottery and $25,000, Mitzi decides to spend the money on an amazing cruise to the Greek Islands. That is until she meets resident gigolo, Don Rio Sepulveda. Don Rio gets a whiff of the small fortune Mitzi has won and pours on the charm to get in good with her. For the first time in a long time, Mitzi feels the excitement and passion that has long since been gone from her life. But Jimmy is suspicious and sets out to find the true intentions of Senor Sepulveda.

Mitzi's old flame returns to town and heats up some sibling rivalry between Mitzi and her sister Lou and offers Jimmy pointers on how to be romantic. Meanwhile, Wendy has her first date.