All Grown Up! - Season 5 Episode 6 All Broke Up

Tommy's girlfriend, Rachel is moving away, and he's cool with it, but is not sure why. However, his friends think otherwise, believing him to be in denial. Tommy tries going about his life as normal, but everyone keeps trying to show him compassion, annoying him greatly. Tommy is advised by Dil to go along with the plan so his friends will leave him alone. However, when Tommy hooks up with another girl, the gang unexpectedly have Rachel show up to surprise Tommy. Seeing him with another girl so soon is too much for her to bear, so she walks away again, leaving Tommy to cry for real this time. Chuckie then shows up at Tommy's house to comfort him.