Kyra's fine grades in social studies have earned her an invitation to study in England for the summer, but when Cheyenne announces that she must attend summer school to remain a full-time student, Reba discovers that her financial situation will only allow her to assist one of the girls. And it seems like good news when Brock and Barbra Jean announce that they are moving, until Reba finds out that the house they plan to buy is just around the corner.
A near-death experience causes Reba to put her personal affairs in order and write a will. But when she persuades Cheyenne and Van to do the same, in the interest of naming a legal guardian for Elizabeth if something should happen to them, she soon has regrets when she learns that they have picked Brock and Barbra Jean.
At Jake's school auction, Reba's good intentions turn sour when Barbra Jean places the highest bid and wins Reba as her personal assistant for the day. Meanwhile, Cheyenne is overcome with jealousy when Van's private football lessons are the hit of the auction with women lined up to place their bids.
When Van and Cheyenne reconcile with Van's parents, Reba feels threatened by the extravagant gifts they shower on baby Elizabeth and the situation soon escalates into a competition over who are the better grandparents. Meanwhile, Cheyenne has difficulty adjusting to life now that Van has returned to the football team and has little time to spend with her.
Reba is so freaked out about spending Valentine's Day with Brian that she pretends to be sick to get out of the date, but her plan backfires when he shows up with chicken soup and tells her he loves her. Meanwhile, in a battle of male egos, Brock and Van compete to see who can be the most romantic with their wives.
Attending an out-of-town funeral for Reba's college boyfriend, Reba and Brock take a walk down memory lane but are overwhelmed by feelings of guilt over the fact that Reba broke up with her boyfriend to run away with Brock. Back at home, Barbra Jean worries about Reba and Brock being alone together; and Cheyenne and Van get power hungry when they're left in charge of Kyra and Jake. Reba sings in the episode's final moments.
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.
Brock finds himself stuck between two irate women, Reba and a baby-crazed Barbra Jean, after he reveals that he had a secret vasectomy two years ago while he and Reba were trying to save their marriage. Meanwhile, following a pregnancy scare, Cheyenne and Van move out of the house in protest after a furious Reba lays down some new ground rules.
Reba is disappointed to learn she'll be spending Christmas Eve alone, but while paying a visit to the local homeless shelter she meets a special person who teaches her the true meaning of the holiday season. Meanwhile, Cheyenne and Van's plan to start a new holiday tradition backfires; and Reba and Brock argue over who will be the one to give Jake his first bike for Christmas.
Reba begins to feel more comfortable in her relationship with Brian so she bravely invites him home to meet her family. Meanwhile, Brock and the kids are less than enthusiastic after they learn they have to attend Barbra Jean's family reunion in Fisheye Bottom. At the reunion, Brock runs scared of Barbra Jean's gun-toting father, Big Daddy, and Barbra Jean finds herself the butt of the joke when it comes to her older sister and brother-in-law.
In hopes of resuscitating her non-existent love life, Reba hits the bar scene with her friend Lori Ann but is mortified when they run into Brock, Barbra Jean, Cheyenne and Van on a double date. Cheyenne finally convinces a reluctant Reba to try speed dating, and everyone is surprised when she actually makes a love connection.
Reba sets aside her pride and accepts a job reporting to Barbra Jean in Brock's dental office. As if things couldn't get any worse, she also finds herself counseling Brock after Barbra Jean complains to Reba that Brock is neglecting her. Meanwhile, Cheyenne goes back to college and Van is left to play Mr. Mom at home with the baby.
With finances tight, Reba sets out to find a job but quickly learns that her many years of experience as a mother don't transfer over into the job field. When Cheyenne and Van happily announce that they've applied for food stamps, a very frustrated Reba swallows her pride and takes Brock up on his offer to give her a job in his dental office.
With Cheyenne, Van, and the baby living in student housing, things are finally back to normal and Reba plans to focus more attention on Kyra, who has become distant. However, her plans suddenly fall short when Van injures himself, suspending his scholarship and losing his off-campus housing, forcing the Montgomery family back into Reba's home.
Reba suspects that Brock and Barbra Jean are more lenient with the kids than she is, so she pokes around to find out just what Jake and Kyra get away with while in their care. Back at the Hart residence, Cheyenne and Van bicker over the constant attention they need to give their newborn baby girl. But Reba comes to the rescue with a plan for the feuding pair to reconnect and have some time away from their crying infant.