|“||Who, Justin Michaelson? Oh no, he's kind of the loser of the bunch. He never really has any girls after him.||”|
|—Trisha Cappelletti, episode 39|
Justin Michaelson is a student at Overland Park High School, and is a member of the Overland Park Football Team. He briefly quit the team to spend more time with Jenna Darabond and the Overland Park High School Student Collective, until Episode 57, where he breaks up with Jenna and quits the hipsters after seeing her kiss Than.
It is implied that Justin is uninterested in long-term relationships and may have commitment issues. This is shown when Brittnay Matthews approaches him during prom and openly makes out with him in front of his girlfriend Ashley Katchadorian. Despite his relationship with her, he does not pull away and shows no shame in kissing Brittnay back. It is also revealed that he had a previous romance with Mackenzie Zales as Jenna Darabond tells how she saw them making out whilst still with Ashley spawning her hatred of Mackenzie. Due to Justin's conversion to Hipsterism and Hipster ideals, he may have chosen to be bisexual similar to what Jenna Dapananian, Jenna Darabond and Jonathan Getslinhaumer did.
As of Episode 57, Justin quits the hipsters and breaks up with Jenna Darabond after he saw her and Than making out. He goes off to the football game and sits near Tristan Mckie.
The first mentioned love interest of Justin's in the series was Ashley Katchadorian. Ashley was Justin's girlfriend in Series 1, presumably up until Episode 13. Their relationship was obviously unhappy. This is shown when he makes out with Brittnay during prom. It is also hinted by Mackenzie's reaction to Brittnay kissing him that he and Mackenzie were romantically involved at some point in the past.
Justin resents his father as revealed in Episode 16 for moving to Pittsburgh on his 4th birthday to live with his receptionist, which is a very emotional subject for Justin. His father currently sends him a card and renews his Game Fly membership whenever it's Justin's birthday.
In Episode 30, Justin is seen kissing Jenna Darabond in her first appearance in the show. It was finally confirmed that Justin is actually in a relationship with Jenna. Justin and Jenna's relationship ended in Episode 57 (third part of the Season 3 finale) after Justin caught Jenna and Jonathan Getslinhaumer making out. Jenna says that she was just using Than, but Justin doesn't believe her, saying that she only cares about power and revenge and so leaves (resulting in him quitting the hipster movement). Jenna angrily says that she'll eventually control the whole school and doesn't need Justin anyway.