Rosie moves into Drew’s loft without the approval of her family. Katie meets Kolton’s parents for the first time. Sean finally tells his dad that he and Megan are getting married. Gentille throws a birthday party for herself.

After Katie's breakup with Kolton, her daughter, Julia, plays matchmaker; Gentille questions whether to say "I do" or "I don't"; Bill plans a major surprise for Brianna; Sean's dad's disapproval jeopardizes Sean and Megan's wedding.

Brianna confronts Bill about Kathleen’s accusations. Drew asks a big question that will change Rosie’s life. Brian meets Gentille’s friends for the first time, but it doesn’t go the way Gentille hopes. Hopelessly romantic Kate worries her rapper boyfriend, Shawn, isn’t ready to settle down and get married.

Bill makes a decision that will change his and Brianna’s life forever. Megan worries that Sean is having second thoughts about their wedding. Gentille and Brian spend some time alone to focus on their future. When Shawn flirts with fans after his big NYE performance, Kate gets worried. Rosie confronts Drew about his playboy past.

As Brianna tries to fit into Bill's world, Bill arranges for her to meet up with his ex-wife to get advice; Gentille decides it's time to see where Brian lives; Katie's daughter confronts her about dating Kolton.

After Bri's mom causes a big blowout with Bill's ex-wife, Bri is left scrambling to mend the rift between the two families. Young and in love, 23-year-old Erica prepares for a showdown between her dad and her much older boyfriend, Rick. Reese faces his family's fury regarding the future of his relationship with Nonie. Multi-millionaire Kevin wants his unemployed girlfriend Kattie to split the dinner bill with him.

Brianna, 21, has a hard time fitting into 61-year old Bill's wealthy social circle; Katie dates one of her daughter's best friends; Rosie's parents are not supportive of her relationship with Drew; Brian is hesitant to mix with Gentille's friends.

With no word from her father the day before the wedding, Erica and Rick move forward with their rehearsal dinner in hopes he'll reconsider.

Erica and Rick land back in Springfield for their "Wedding Weekend", but Erica's dad may have other plans in mind.

After getting serious shade from Desiry's friend at their engagement party, Rodney puts his foot down, but Desiry isn't here for it.

While trying to clear the air with his mother, Desiry discovers Rodney has another secret. Rick and Erica finally speak for the first time since she called off the wedding. Nonie suggests long term career goals for Reese, but he's not so sure about the idea. Don flies Dani to paradise with romantic plans for their time in the sun, but Dani's concerns about the prenup could derail his big surprise.

Nervous about their reaction, Rodney breaks the news of his engagement to his parents.

Reese makes a new plan after Nonie’s surprise proposal; Rodney is unsure about his next move; Dani makes a big decision; Kathleen questions Bri’s motives; Bill shares his fertility news.

After telling Desiry about his infidelity, Rodney has to pull off an all or nothing plan in hopes of winning Desiry’s hand. Rick travels to Illinois to beg forgiveness after proposing to Erica and neglecting to ask her father first. Long distance is pulling Kevin and Kattie apart, but Kattie has an idea that may close the gap between them and keep their love alive. Things are feeling crowded in Bill’s mansion with Bri’s mother roaming the halls. Bri needs to find a way to keep both sides of her life happy before everything implodes.

After an eventful first year together, Brianna and Bill plan a big blowout in honor of Bri's 22nd birthday. They soon come to find that some of their culture clash issues from their first year are still alive and well. Brian and Gentille reconnect for the first time since their wedding day break-up. Business powerhouse Nonie confronts her skater boyfriend, Reese, about his refusal to meet her friends. Desiry questions the real reason why Rodney has kept their 2-year relationship a secret.

Still wanting to merge their worlds together, Bill organizes a dinner for Bri's mom, Sharon, and his ex-wife Kathleen to resolve tensions, but soon he becomes the target. After getting an ultimatum from Desiry, Rodney comes clean to his mom about their relationship. Strapped for cash, Reese considers a new way to make a quick buck that has Nonie rethinking their future. Gentille buys her dream house. Dani and Don's personal and professional life balance finally comes to a head.