Riley bets Ben that he can't get a second date with Heather. He gladly accepts the challenge, but when Heather doesn't jump at the chance to go out with him again, Ben resorts to desperate measures. Bonnie decides to break up with Brad, but when her realtor boyfriend declares his love, she can't bring herself to go through with it and asks Danny to end the relationship instead. Further complicating things as only Bonnie can, her love life takes another twist when she unknowingly falls for Brad's father. Meanwhile, Tucker uses Emma to pick up women.