Dave finds himself trapped in a prison of his own making and must figure out a way to escape from it.

With pressure mounting as he records his debut album, Dave has some decisions to make about what he's willing to sacrifice.

Dave and the gang are on tour! First stop, Texas. Dave is looking for love, but Texas is looking for Lil Dicky.

Back in his hometown of Philadelphia, Dave grapples with his romantic origin story - both in his art, and in real life.

The tour continues in Atlanta where an encounter with Rick Ross causes a chain reaction that requires Dave and GaTa's full attention.

Ally joins the tour to rekindle an old flame, while Dave looks to ignite a new one.

Dave straddles the line between fantasy and reality as he contemplates his dream girl.

Dave journeys to a legendary recording studio, hoping to break through his creative block, but he is forced to confront his greatest obstacle: his own ego.

Dave meets with labels about a record deal, and ends up in the studio with Justin Bieber and Benny Blanco. After getting invited to his first Hollywood party, Dave rubs elbows with Kourtney Kardashian, while Ally and Elz get browned out.

Dave has a professional set back and is forced to spend more time with his parents. Family time has never been more eye-opening.

Dave joins an exclusive online dating app and matches with a pop star. Technological courtship ensues, as Dave gets caught up in the excitement of a modern day romance.

Dave and Emma reminisce about their advertising days while battling present day identity crises, at one of hip hop's largest showcases.

Dave is in Philly for his first concert ever, and the gang stays with his parents. After reuniting with his overnight camp friends, Dave ponders his artistic roots.

Dave and Ally attend her sister's wedding in Napa, and Ally wants to impress her family with the perfect maid of honor speech. Dave struggles to be a good boyfriend while negotiating a record deal.

Dave has an opportunity to open for a big rapper, but his nerves cause him to spiral into an identity crisis. When Dave asks GaTa to act as his hype man, GaTa is forced to confront memories from his past and reveal his biggest secret to his friends.

Dave attends his first Met Gala, while Gata attends his first mental health panel.

Dave’s quest for love reaches its epic conclusion.

Dave encounters GaTa for the first time and learns the social dynamics of the rap world and under her tutelage, he attempts to score a feature verse from YG.

Dave and Elz's friendship is tested when they perform together at a Bar Mitzvah. GaTa has a night out.

Dave books his first live performance, but it's in the worst place imaginable. Elz hesittantly agrees to DJ. Mike shows Dave a new skincare routine.

Ally tries to open Dave up to new sexual experiences but inadvertently exposes his deepest, darkest insecurities. Dave asks his friends for advice about satiating Ally's newfound appetites.

Someone breaks into Emma's car, and Elz tries to help her recover her laptop. Meanwhile, in an effort to play his beats for Trippie, Elz ends up taking on a precarious task.

Dave meets NBA all-time leading scorer Kareem Abdul-Jabbar, but gaining his affection is not exactly a lay up.

Dave's making a video that will vault him to global success, but he's forced to face reality as the project threatens to implode - and create an international incident.

Back home, Dave is trying to hold his own feet to the creative fire, but the world has conspired to throw every possible distraction at him - especially the fact that he's going to see Ally for the first time since they broke up.