After some encouragement from his therapist, Jason attends his friend Erick's wedding with good intentions, but the event is filled with pressure from family and friends for him to finally settle down. Erick deals with a bout of cold feet and marries Lisa. Things take a turn when a love from his past arrives at the reception.
Jason gets a new assignment at work with a well-known client. Lacy gets the call for an audition that could put her acting career back on track. After a run-in with her ex-husband, Lacy's attitude and inability to let go of the past affects her future prospects. Jason unexpectedly goes to a speed dating event and runs into Erick's ex, who invites him to a party with ulterior motives.
Erick's father makes a surprise weekend visit with the hopes of getting to know Lisa better. Patricia urges Jason and Alexandria to settle down. Jason reluctantly rolls solo to his married friends' get-together and the event quickly goes downhill.
Jason finally meets his new client, Lola Lane, and deals with the work place blues. Lacy goes out with the date she's been hiding, Steven, and runs into Bryan who learns why she's been hiding him. Alicia is tired of waiting for Bryan to be ready to get married, and the two discuss the future of their relationship.
Jason goes on a date with a woman who is forced to bring her young son along, and it's clear he has no home training. The date quickly goes bad and leads him back to Carmen. Bryan deals with the fallout of his relationship much to the crew's dismay. Lacy gets the call for a new opportunity. Carmen makes herself comfortable in Jason's life.
Jason and Cody celebrate their new business along with the rest of the gang, who each have exciting news of their own, but there are many surprises that will follow them along the way. Jason gets news that could change his life in more ways than one.
Jason explores the dating scene while expecting a baby with Carmen. Alicia gives Bryan an ultimatum. Erick struggles to find common ground with Lisa’s father. Alexandria stumbles across her mother’s secret and reveals one of her own. Jason and the crew’s reunion doesn’t go as smoothly as planned.
Jason and Carmen go all in with co-parenting. Bryan and Alicia start couples therapy. Erick connects with a new teacher, Shontel. Jason explores a new love interest. Lacy tries her hand in the dating game but can’t catch a break.
Jason’s relationship with new love interest Bella grows. Bryan and Alicia take a risky step in the right direction. Lacy has an unorthodox date with a professional basketball star. Erick spends time with Shontel outside of work.
Erick’s marriage is tested when Lisa learns about Shontel. Bryan and Alicia reach a critical point in their relationship. Erick and Jason have a blowup that threatens their friendship. Jason and Carmen receive colossal news that shakes them to their core.
Jason struggles to deal with his grief and shuts himself off from everyone. Bryan and Lacy have another secret rendezvous that doesn’t go as he expected. Bryan attempts to bring a regretful Erick and Jason back together.
As the whole squad gathers for Erick and Lisa’s housewarming, their relationships are put through the ringer and the evening quickly turns into the dinner party from hell.
