Eight single celebrities who have been infamously unlucky in love learn how to choose the right partner while living under the same roof in this series, which begins with the group moving into a spacious Los Angeles loft and receiving relationship advice from Dr. Darcy Sterling. First up: a quick icebreaker exercise; a night out on the town; and friction between Brandi Glanville and Somaya Reece

Dr. Darcy asks the singles to step outside of their comfort zones in order to find a date for a romantic boat cruise. Later, Aubrey O'Day is confronted for refusing to participate in the exercises, behavior which frustrates her fellow celebs.

The singles are ordered to throw a house party at their posh L.A. loft. In other events, Calum Best offers some insight into the dark root of his relationship issues; Pauly D. and Aubrey share a passionate kiss; and a battle erupts between Calum and Brandi.

Somaya opens up about why she prefers dating women; the celebrities are paired up to coach each other; Aubrey givers her date a piece of her mind; Brandi teaches Josh to loosen up.

Brandi and Calum go on a date; Dr. Darcy sends the celebrities to a singles mixer; the guys choose to take a second date, throwing the loft into chaos.

When Aubrey pressures Pauly D. to claim her as his girlfriend, Pauly seeks the advice of Dr. Darcy on how to handle the situation. Later, after another fight between Pauly and Aubrey, Dr. Darcy sits them down to discuss the future of their relationship.

Pauly takes Aubrey out on their first date; a party ends in a fight between Calum and Brandi; Dr. Darcy recaps what the celebrities have learned during their time with each other.