Party boy Jimmy D is back again to find love!

Jimmy D has learned to channel his crazy energy into something more productive ... gambling!

Jimmy D's looking for a woman who "has a little going on in the inside" this time around.

Patti's skeptical about working with Jimmy D again.

Meet Mateo! He's a Harvard grad ready to settle down. But Patti warns this isn't Weird Science - she can't put everything into a computer and pop out the perfect girl!

Mateo was one of the original Microsoft millionaires. He loves the beach, and he's looking for a woman with a good Christian heart with great values.

Mateo gets out his 'laundry list' of qualities he's looking for in a match, but he's not willing to talk about his sex life with a stranger like Patti!

Patti brings in help to turn Jimmy into a civilized man. Doctor Pat Allen warns Jimmy not to put his penis in her mouth, her anus or her vagina.

Meet the lovely ladies at Patti's recruiting session who are looking to find love with a Millionaire!

Patti introduces Jimmy D and Mateo to the girls.

Patti helps the Millionaires narrow down the dating pool.

Mateo instantly hits it off with Andrea.

Mateo and Andrea get cozy during the mixer.

Patti's not surprised when Jimmy D chooses Angel, a platinum blonde (or, as Patti might say, "the bimbo with no brains."

Patti throws Chelsea a surprise birthday party!

The birthday girl Chelsea gets a little extra surprise - a stripper!

Hey Chelsea, working hard or hardly working?

As Patti says, "What happens at Chelsea's party stays at Chelsea's party."

Angel and Jimmy D hit the casino scene in Vegas and play poker with a few of his friends (but Angel needs to work on her poker face.)

Mateo introduces his date Andrea to horse racing.

Jimmy D swings by Angel's hotel room to see if she's ready to go out, but she's feeling a little tipsy...

Mateo and Andrea have a romantic meal, but Andrea reveals she would never convert to Catholicism.