A sentimental Brock is so upset to find out that a strapped-for-cash Reba is selling her engagement ring on Ebay that he enters the bidding in an attempt to get the ring back. However, keeping the ring ""in the family"" takes a bizarre turn when Barbra Jean assumes the ring is for her. Meanwhile, Van decides it's time to buy Cheyenne a ring of her own, but is embarrassed when he is forced to choose between a cubic zirconia or a tiny diamond. Scarlett Pomers and Mitch Holleman also star.

Although Kyra has accepted the fact that Reba gave her summer-abroad money to Cheyenne so she could remain in college, it makes her decide she should move in with her father and Barbra Jean. If she goes, Cheyenne and Van contemplate using her old room as a nursery.

When Reba decides to pursue a career in real estate after losing her current job, Brock reluctantly agrees to let Reba handle the sale of his precious condo. Unfortunately, the situation gets a little sticky when Reba receives a great offer, but Brock refuses to sell, validating Barbra Jean's concern that Brock is holding on to his bachelor pad as a security blanket. Meanwhile, Van begrudgingly chaperones Kyra so she can perform with her band at a club, but Van quickly changes his tune when he sees real talent in Kyra and offers to manage the band.

Cheyenne who is feeling strain on her marriage with Van decides to setup a play date for Elizabeth not knowing that the father of this play date believes this new play date means something more. Upon receipt of flowers who Reba and BJ believe are from this father tell her to send flowers back with a note saying this relationship is over. The father returns the flowers but they end up in Van's hands where he reads the note believing the flowers and note are for him. Meanwhile, Van's addiction of on line poker attracts and hooks Reba who ends up talking with a man in the chat room who she is beating badly. They both end up really interested in each other until Reba finds out this man lives across the street and is someone she knows...Brock!