An image makeover helps Cleveland Jr. get a date to the prom, but his date thinks that he's a lesbian.

Cleveland winds up in rehab after he becomes addicted to energy pills. But when he leaves rehab to go on a cruise, he winds up being kidnapped by Somali pirates instead.

Cleveland Brown and Cleveland Jr. leave Quahog and take to the road. On their way to California, they stop in Cleveland's hometown of Stoolbend, VA, where he reunites with his old high school crush, Donna Tubbs. Cleveland, still in love with Donna, is determined to start a new life with her, even if Donna's kids aren't exactly angels.

To help pass time while posing in a holiday nativity scene, Cleveland tells his family his own version of one of his favorite holiday stories, "Die Hard." In Cleveland's version, when Waterman Cable Company is taken hostage on Christmas Eve by a group of terrorists, including Tim the Bear, Lester, Federline and Kendra, a barefoot Cleveland - wearing a tank-top much like the one Bruce Willis wore in the movie - must endure window-shattering shoot-outs and fist fights with his friends to save his wig-wearing wife, Donna, in a parody of the greatest Christmas blockbuster...

Rallo gives Cleveland Jr. tips on how to woo the girl of his dreams; Cleveland Jr. challenges her boyfriend to a rap battle.

Roberta and Rallo have a surprise for Lacey, Roberta’s wealthy rival. Meanwhile, Cleveland Junior learns responsibility while working at The Stool, but when he starts making changes to the guys’ hangout, a feud erupts between father and son.

After Rallo's prank results in Cleveland Jr. Getting kicked out of the scouts, Cleveland launches an elaborate plan to teach him a lesson.

Cleveland tries to redeem himself in the eyes of his son and family after an embarrassing toilet accident, and Rallo finally becomes tall enough to ride a roller coaster.

Cleveland and the gang head to their rival high school for an annual football game; Donna's sexy Halloween costume lands her in trouble with the police.

Cleveland temporarily loses his hearing after a hunting accident but soon discovers a new way to gain Donna's affection, while Roberta decides to run for student body president against incumbent Cleveland Jr.

Cleveland is uncomfortable when Cleveland Jr. begins dating a Mexican girl who is hotter than his wife. But things get even worse when he marries her to keep her from being deported.

Holt admits to Cleveland that he wishes he had a special someone in his life. Determined to help his lonely friend, Cleveland introduces Holt to Jill (guest voice Fergie), a cat-loving redhead who ends up being more than a handful. Meanwhile, Cleveland Jr. and Rallo anticipate the “birth” of Rallo’s pet fish.

When Cleveland is reunited with his former high school classmate, "Fatty Patty," who is now skinny, beautiful and still has a crush on Cleveland, Donna becomes extremely jealous and wary of Patty's motives for wanting to be friends with Cleveland. Patty turns out to be a little crazy, and after she tries to steal Cleveland's "essence," Donna goes on the hunt to stop her.

When Freight Train invites Cleveland to the Lowrider Convention, Dr. Fist suggests the unexpected behavior may be the result of taking too many medications.

Cleveland's plan to bring in an actress to play Donna's long-lost mother backfires on him, but actually brings Donna's real mom out of hiding.

"How Do You Solve a Problem Like Roberta?" is the eleventh episode of the second season of the American animated television sitcom The Cleveland Show. It aired on Fox in the United States on January 16, 2011. The episode had guest appearances by Wilmer Valderrama and cast members of the show Glee. In this episode, After Cleveland criticizes her parenting skills, Donna lets him deal with Roberta by himself. This episode came in third with 5.5 million viewers beating American Dad! and Bob's Burgers.

Attempting to get Cleveland Jr more friends, Cleveland invites the neighbor kid over to the house. However, when he overstays his welcome, Cleveland has a rough time trying to get him to leave.

Cleveland creates his own comic book superhero and takes the entire family to a comic book convention in San Diego, where he discovers that Donna was once the star of a blaxploitation film.

Coach Cleveland comes to the rescue of frustrated parents by taking a group of delinquent teens under his wing. With the help of Cleveland Jr., he creates a new club dubbed "The Crazy Eights," and hopes that it will keep the kids on the straight and narrow. However, he is soon mixed up in bad business, and only the "Crazy Eights" can help him out.

When a storm hits Stoolbend, the Brown/Tubbs family tries to salvage what's left of their vacation. Meanwhile, Cleveland Jr. shocks everyone with a proclamation of his religious beliefs. The crossover continues on Family Guy S10E02 Seahorse Seashell Party (II) and American Dad! S08E02 Hurricane! (III).

Cleveland and Donna get mugged at an ATM and Cleveland gets shot, and the media makes it seem as if he was a hero. Meanwhile, Roberta convinces Rallo that she might be dying of a terrible disease and makes him do her bidding.

Cleveland is upset when he finds out that Donna is still attending a single mothers' support group.

In order to teach her an important lesson, Roberta's new teacher encourages her to alter her appearance. Unbeknownst to him, Cleveland Jr. befriends, and falls in love wit the disguised Roberta.

Cleveland takes Roberta on a recruiting trip to his alma mater so that he can go to homecoming and relive his glory days, while Cleveland Jr. tries to find a replacement for Larry the Leopard.

Donna, frustrated by her husband's laziness on the weekends, nags Cleveland to help her around the house and to do something more with his life. To prove to Donna he can be as charitable as her, Cleveland recruits his buddies from Quahog and Stoolbend to participate in the First Annual Charity Beer Walk. When Donna gets injured at the event, Cleveland has to take over the housework.

Cleveland finds out who his real friends are.

Cleveland's mom, Cookie, runs away with George Clinton and the P-Funk All-Stars; Cleveland Jr. engages in an elaborate fantasy at an office-supply store.

Cleveland and Donna go on an overdue honeymoon to New York City, however, Cleveland suggests bringing his friends from the Stool, much to Donna's chagrin, to help Coach McFall reunite with a woman from his past. Meanwhile, Roberta, Junior and Rallo stowaway on the trip.

After a nostalgic flashback to the glory days as his high school's baseball all-star, Cleveland visits his Alma Mater to find out there's no longer a team. Principal Wally gives Cleveland one week to raise money to re-build the stadium before the season begins. Cleveland then steps in as head coach and dusts off his retired jersey in an attempt to convince Cleveland Jr. to play ball instead of joining the math club

In a mob-style parody in Italy, Cleveland must pick Rallo or Cleveland Jr. as his successor; Cleveland Jr. insists on having a Quinceañera in Mexico; Cleveland builds a robot.

Donna makes Cleveland go to marriage counseling after he messes up their wedding vow renewal; Junior's refrigerator breaks.

Cleveland pretends to be homeless when he discovers that the food served at a local shelter is better than it is at home; Roberta is hired to be a Christmas elf in a store owned by a man who makes Santa's helpers wear sexy outfits.

When Rallo's teacher forces him to spend the weekend at a retirement home to get to know the senior citizens during the holidays, he meets Murray, who teaches him about Hanukkah. In an attempt to rekindle Murray's holiday spirit, Rallo helps him escape, but when his new friend's health begins to suffer, Rallo has to bring Murray back to the home. Meanwhile, Cleveland trains for a boxing match against his bully of a father, Freight Train, which ends with some bumps and bruises.

After his confidence is shattered, Cleveland plans a family vacation to Africa.

Coach Cleveland gets greedy to win the high school baseball state championship game and turns to cheating when his star pitcher goes out for the season.

When Donna finds a rat in the house, she takes the kids and stays with her mother, but Cleveland forms an attachment to the creature; Rallo and Jr. play spies.

Cleveland finds out that Cleveland Jr. will inherit all of his ex-wife's belongings and that his parents, Cookie and Freight Train, plan to remarry. To add insult to injury, Freight Train dumps Cleveland as his best man in favor of Donna's ex-husband, Robert.

In an animation first, the episode offers the audience a behind-the-scenes look at the "filming" of the episode. When Cleveland and Donna attempt to celebrate their anniversary, their unruly kids and disruptive friends, including Donna's ex-husband, Robert, get in their way.

Cleveland, wanting to make his new stepdaughter like him more, asks her to accompany him to the school's father/daughter dance. All goes well until Cleveland has a mishap with the family pet and ruins his chance.

Cleveland Jr. and Kendra, ashamed of their appearance in a swimsuit, feel left out of the fun when the family spends an afternoon in the pool and petition to pass a bill to grant equal rights for those who are overweight. Disgruntled by their defeat in the polls, Junior and Kendra flee to Wisconsin, a land where they feel more free and accepted, and Cleveland and Lester vow to bring them back to where they belong.

When Cleveland fills in as Santa Claus at his office holiday party, he has one too many eggnogs and lets the truth slip about Rallo’s father.

Cleveland discovers a shocking secret about his wife & his best friend Terry. Meanwhile, Cleveland Jr. tries to get Rallo to break a nasty habit.

When the Browns move to Los Angeles, Cleveland pursues his dream of becoming a major league baseball scout; Donna and the kids become enamoured with L.A.'s glitzy lifestyle.

When Donna's ex-husband crashes Freight Train's birthday party, Freight Train decides to adopt him; Rallo and Junior track down lost dogs to collect the rewards.

Donna tries to keep Cleveland out of her campaign as she runs for a spot on the school board; Junior learns he is an incredible diver, but is afraid of wearing the school's uniform -- a tiny bathing suit.

After Cleveland gambles away Roberta's college fund, Kendra discovers that Cleveland was actually cheated out of his money and recruits Donna and Arianna for a "Cleveland's Angels" mission.

Cleveland tries to become more racially sensitive after Choni moves into the neighborhood, and Cleveland Jr. becomes jealous after he agrees to set up his new wife on a date with a classmate.

When Cleveland Jr. bonds with Donna's ex-husband, Robert, Cleveland becomes jealous that Jr. thinks Robert is so much cooler than him. In order to prove how cool he is to his son, Cleveland challenges Robert to a "Coolympics" competition.

When Donna decides she wants another baby, Cleveland realizes he must keep his vasectomy a secret; Rallo gets the lead role in a community production of "Annie."

When Cleveland is diagnosed with high cholesterol, Donna puts him on a new high-fiber diet, which causes an intestinal backlash. It may stink up the place, but Cleveland quickly realizes his gas might score him a few points in the Broken Stool's karaoke contest. Meanwhile, Quagmire pays a visit to Stoolbend to deliver Cleveland some upsetting news.

Cleveland and Donna celebrate Valentine’s Day with a trip to Los Angeles after scoring courtside seats to the all-star basketball game. Caught up in the excitement, Cleveland gets rowdy and talks smack to the players from the sideline throughout the game. The basketball champs, feeling hurt, seek revenge by paying a surprise visit to Stoolbend and putting Cleveland in his place.

Cleveland and Donna become overwhelmed with the kids’ hectic schedules.