When Will wins a large sum of money during a charity event at Philip's Country Club, he decides to keep the money instead of donating it back to the charity.
After Hilary charges an exorbitant amount on her parent's credit cards, Philip decides to teach her a lesson by forcing her to give up her cards and find a job.
A student from Malibu Prep challenges Will to a basketball match, and to Will's opponent, winning this match is necessary because his scholarship is at stake.
Shawn does not anticipate moving in on Marlon's budding modeling career, but he winds up getting hired by one of the best designers in the fashion industry.
Leah's dad finds out he has kidney cancer and Leah struggles with how to tell her daughters; after a car accident Jade decides to reconnect with his mom.
Jade is still dealing with the fallout from her intervention with Christy, Ashley organizes a call for Holly, Briana finds out the impact of Devoin's move.
Cate and Tyler travel to Chattanooga to visit Maci and Taylor and do a podcast swap while reuniting with Kail; and Leah speaks at an addiction awareness walk.
Briana's daughter doesn't want to see her dad; Leah's daughter must have surgery, and Cheyenne is mad at Cory for not being with Ryder during her health scare.
The cast of "Teen Mom" and "Teen Mom: Young and Pregnant" join together to tell their stories, focusing on the hardships and challenges they've each faced.
When Jamie introduces Fancy to hotel guest Debbe Dunning without mentioning that she's his girlfriend, Fancy thinks that something is going on between them.
Geoffrey falls in love with a woman who claims to be the temporary maid at a neighbor's house, but he begins to question the romance after he learns her secret.
Hilary is ordered to perform community service at a free medical clinic, where she quickly falls in love with a charismatic physician harboring a secret.
After sitting on a staple gun, Marlon borrows Shawn's healthcare card to ensure medical attention, but his cover may be blown when Lisa's dad treats him.
Ashley has been dating Adam for two years, they have talked about starting a family, but Ashley wants to know why she hasn't met Adam's family and friends.