Season 5

2024 · 25 episodes

Episodes

1Tough LoveWhen Phillip makes a shocking decision, Jeremy rethinks the way he handled the recent argument between them. Everybody is worried about Phillip's safety, and Jeremy wonders if his tough love did more harm than good. Mr. Brown goes through a breakup.
2Ay-Bay-BayLeah wants to try for another baby; when Jeremy plays hard to get, Leah hatches a plan to seduce him; Mr. Brown has to babysit Kimberly's grandson who appears to be the perfect angel, until he reveals himself to be a mischievous handful.
3One DropWhen Efe's foundation offers free D.N.A. tests, Karen participates and discovers something; Leah employs Two Hunks and A Trunk to spur Jeremy into action to complete his "honey-do" list.
4A Brown BaptismVinny's nightmare makes him want to get saved; Mr. Brown does the baptizing, while Lindor is up to his neck in everyone's IT needs.
5To The LeftJeremy and Leah hatch a plan to make Philip realize his worth and get out of his toxic relationship. Meanwhile, Anastasia lands a big audition that could help her get back on top.
6Dying for LoveCora has been contacted by an old crush from high school who shows up, and to her surprise, he proposes; Leah gets concerned when Jeremy starts coming home later than usual and spending time with single friends she's never met.
7Drippin' JesusSandra has been ghosting Lindor because she moved on to a new college boy so Lindor uses the family to try and win Sandra back; Mr. Brown writes his first gospel rap hit Drippin' Jesus and immediately releases it.
8Forget Me KnotReginald shocks the Pleasant Days crew when he begins behaving in uncharacteristic ways; Efe knows why but struggles to keep Reginald's secret; Karen challenges Vinny to a cook-off.
9Roll ModelVinny's weed smoking is making him a bad role model for Philip, so he attempts to rehab his image by volunteering at Cora's church; Cora lands a date with a promising gentlemen.
10Red HandedPhilip gets caught watching porn by Leah, Jeremy brushes it under the rug causing a major rift between he and Leah because of Jeremy's betrayal. Efe encourages a role reversal exercise that brings all of Jeremy and Leah's,thoughts to light.
11Cancel CultureSandra wants to switch her college major, but she's afraid to tell her parents.
12The SparkSandra utilizes her social media skills to help Anastasia launch a PR campaign to rehab her image, but they find out Anastasia's longtime actress rival is fueling a smear campaign against her.
13Where's My Refund?Jeremy and Leah can't seem to see eye to eye on how to spend their unexpected and welcomed I.R.S. refund check. Anastasia and Vinny have their hands full trying to help Theodore study for science.
14Baby StepsLeah shocks Jeremy with some baby-making trends she wants to incorporate into their daily routine, but he finds them annoying and unnecessary; at the same time, Sandra and Philip take charge when a possible social media ban threatens their status quo.
15Remember The TimesWhen Jeremy sees a throwback photo of him and his best friend and college roommate, he reminisces about his college days and decides to track him down to reconnect after many years.
16Ghost WriterAnastasia needs to write and perform an original monologue but is running out of time and has to swallow her pride and get Mr. Brown's help, whom she just called an amateur.
17Total KnockoutJeremy enters a charity boxing match, only to find out his opponent is Leah's wealthy ex. Mr. Brown hires someone huge and unexpected as his trainer. Meanwhile, Reginald is on a quest to regain his youth and solicits Philip to give him a new look.
18Failure 2 LaunchJeremy and Leah wonder if Leah has infertility issues, so they visit a doctor to get tested. But when the tests come back that both Leah and Jeremy have fertility issues, they have a decision to make.
19Who's BadJeremy helps Vinny track down who stole his mouth-watering ribs, and Phillip acts tough to win over Chilecia's brother, a former gang member.
2024 HoursAfter suffering chest pains, Vinny is upset to learn he must be substance-free for 24 hours, and Phillip, after procrastinating too long, uses AI to write a school paper for him.
21Bye Bye ByeAnastasia gets an opportunity of a lifetime, but it comes at a cost she isn't sure she can afford. Meanwhile, Mr. Brown and Cora help Philip with his prom-posal to Chilecia.
22Breaking BadSandra goes helicopter parent on Philip when she notices he's playing with fire. The crew organizes to give Reginald the surprise of his life.
23The Last DaysA shocking truth is revealed as Jeremy and Leah force Phillip and Sandra to come clean; Mr. Brown takes a deep dive into conspiracy theories.
24WobblewhamReginald must face a daunting truth with his son Brandon; Vinny starts a business venture that throws Pleasant Days into a chaotic spiral.
25Spare the RodJeremy and Leah are forced to put their foot down upon receiving disappointing news concerning Phillip.