Boner (2012)

"Love is Hard"

Jimmy Boner, a 20-something slacker living with his parents, is given an ultimatum by his wicked stepmother to find a job and move out within 3 months after he accidentally walks in on her book club meeting wearing nothing but an iPod. Jimmy scrambles to find a job and lands an interview at a rundown, overworked accounting office where he meets Ivana, a recently-demoted corporate ice queen with whom Jimmy falls instantly in love. Through a miracle of fate, Jimmy gets the job despite having no marketable skills and puts his nose to the grindstone, working grueling hours and enduring Ivana's constant disappointment, in the hopes of impressing her and garnering her affections. Chaos, hilarity, and triumph ensue as Jimmy seeks to gain independence and find true love.