Young Dylan’s grandmother decides to send him to live indefinitely with her affluent son’s family. The Wilson family household is soon turned upside down as lifestyles clash between aspiring hip hop star and his straight-laced cousins.
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The day of Dylan and Rebecca's launch party for their label is finally here! However, after a venue Rebecca had planned ends up being taken, the duo must find a way to secure a new venue for their big event before it's too late; Charlie and Viola contribute on their part to the label by opening up a mini diner at the house.
After Charlie's video of Dylan performing a dance goes viral, Dylan must recover his reputation at school; Myles and Yasmine use coupons to trick Rebecca into doing house chores, until Viola and Rebecca get the upper hand.
In an epic sleepover showdown, the girls and boys engage in a fierce battle to claim dominance over the living room; Myles and Yasmine attempt to have an entire night of fun to themselves in the garage, until Viola crashes the party.
Dylan and Charlie's holiday spirit comes to a halt when they are grounded and are trapped in a delivery van on Christmas Eve; Yasmine becomes the student after trying to teach Rebecca a lesson about gratitude.
When Rebecca embarks on a mission to sell Fun Goo, Dylan accidentally ruins all of her products, causing sabotage to her master plan to leave for Houston for an academic championship. Now Dylan and Rebecca have to make a new batch of goo, but when Dylan notices something is up with Rebecca, he soon learns the real reason why; Charlie goes to drastic lengths to avoid being embarrassed when he decides to join Yasmine's Bible club to impress a girl.
Deciding they aren't babies anymore, Dylan and Charlie turn their bedroom into a man cave... until they end up with a rodent problem; Rebecca helps Myles co-manage his fantasy basketball team, but the two soon find themselves at odds.
After Rebecca is chosen as a model for a hot clothing boutique, Dylan and Bethany will do anything to get her back; a reluctant Charlie decides to let Myles and Yasmine take care of his baby egg for his class project.
Dylan and Rebecca secure a guest spot on a popular hot-wing eating talk show to promote their new record label, but when they get embarrassed on live TV and become the laughingstock of the school, they turn to Charlie to help get them back on the show; Myles and Viola compete against each other to see who is the most "adventurous", even if it means getting a risky tattoo.
Dylan and Rebecca hatch up a plan to set Viola up on a date with the delivery man.
Dylan tries to convince local street artists to create a mural featuring himself resulting in widespread chaos.
Dylan tries to mend a rift between Rebecca and Bethany only to make matters worse.
It's Halloween, and the Wilsons take the holiday very seriously; Dylan must deal with his family dressed up for Halloween when the heads of a hot brand stop by to interview him as a potential spokesperson, but while trying to do so, he experiences a series of fright, horror and trauma.
Charlie convinces Dylan to stand-in for him in this year's Mother-Son dance leading to surprising consequences.
Myles worries he's losing the bond with Charlie as Charlie develops new interests that don't include Myles. Dylan and Rebecca learn about the financial woes of running their own record label.
While receiving tutoring from Bethany, Dylan's decision to cheat leads to sabotaging Bethany's class presentation.
Charlie enlists Dylan to help run his campaign for school ambassador against their mutual enemy Ace.
Viola teaches Rebecca and Dylan a lesson in sabotage. Myles introduces the family to camping.
Dylan and Rebecca unexpectedly play the role of magician's assistant, while determined to return a cash-filled lock box to its rightful owner.
Young Dylan’s grandmother decides to send him to live indefinitely with her affluent son’s family. The Wilson family household is soon turned upside down as lifestyles clash between aspiring hip hop star and his straight-laced cousins.
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