Jason Strider has a one-night stand with a gal who steals his heart-and a beloved pair of jeans-and he embarks on a quest to get his pants back in the premiere of this comedy series that follows the twenty-something slacker as he navigates the ups and downs of his post-collegiate years while living in New York City. Based on the novel by David J. Rosen.

Jason, egged on by his friends (and several beers), posts an ad looking for Jane on missed connections. Tina loses her license to mock him, when, while anxiously awaiting a text from Brett, she de-virginizes an intern. Stacey and Eric have new mattress sex on a mattress that turns out to be anything but new.

Jason quits his job and hopes to network at a party hosted by James Franco; Tina questions whether she's ready to date Brett; Stacey and Eric find themselves in a foursome.

Jason and Tina plan a wild night out, hoping it will end their string of bad luck, but Stacey's bachelorette party and a needy drug dealer get in the way.

Tina has a problem... down there. After being diagnosed in a cringe-worthy scene by almost-doctor friend Eric, she must visit her ex-boyfriends to tell them the burning news. Worst of all, she'll have to go see Brett, which will permanently "off" their on-again, off-again, relationship. Jason finally finds work as a cleaning person, but when he starts hooking up with his sexy, older boss, he starts to wonder if he's getting paid for more than just his housekeeping.

Jason still can't find a job and is getting desperate for cash; Tina has a job, but is also broke due to irresponsible purchases, i.e., high-waisted skinny jeans. So broke in fact, she's evicted from her apartment. Desperate for money, the pair makes a pact that they will not turn to their respective "safety nets" for help. Sticking to the promise, Tina enlists Stacey to play lawyer, but she's disappointed when Jason punts entirely and instead chases a cute French girl who promises, "a different way to live".

Jason gets a job that requires him to dress up as a piece of cake and hand out flyers; Tina decides to confess her true feelings to Brett.

The crew heads to a party with Tina's new friend, Ness, who has a crush Jason. On the way there, a citywide blackout occurs.

Tina dates a nice guy for a change; Jason gives Ness a questionable birthday gift; Eric and Stacey are a little too honest with each other.

Ness is visited by a former flame, prompting Jason to have doubts about their relationship. Meanwhile, Tina clashes with a photographer at work, and a lovelorn Bobby interrupts Stacey and Eric's studious "lockdown mode".

Jason tries to impress his high-school crush; Tina goes on a romantic date with Paul; a tough semester has Eric questioning his future.

Tina and Jason's big night out doesn't go as planned. Jason has a run-in with Jane and tries to find out what happened between them, while Tina worries that things are moving too quickly with Paul. Elsewhere, Stacey and Eric spend the evening with a professor and his strange date.