The "two guys" are Berg and Pete who share an apartment and support themselves by delivering pizza from Beacon Street Pizza run by Bill. In the first years of medical school, Berg had a cavalier approach to life and women but now finds himself with Ashley, a fellow med student. Berg is generally happy about this relationship, but it has its ups and downs - that's what makes it so much fun. Pete has abandoned his plans to become an architect and is searching for a career Sharon is "the girl" - the upstairs neighbor who hates being a chemical saleswoman although she can't complain about the benefits, including a hefty salary and a shining "Beemer." Sharon's boyfriend Johnny adores her, but she's not sure what she wants... maybe it's because she's already met the ideal man but doesn't know it. For now, she enjoys being part of a special threesome enjoying life no matter how unbelievable it can really be.
Pete, Berg and Sharon, three close friends from college, are introduced, along with their workplace, Beacon Street Pizza.
Berg thinks he may have drugged Pete before an important architecture presentation.
Feeling neglected by Sharon, the guys plan to sabotage her new relationship.
After Berg gets to sit on the bench at a Boston Celtics game, he steals one of the team's championship banners to smooth things over with a jealous Pete.
Berg and Sharon make it their business to interview prospective tenants when a vacancy opens in the building.
Berg and Pete start a co-ed softball team in order to meet women.
To help his friend get over Melissa, Berg sets up Pete up with a patient at the hospital.
Berg throws Pete a fake 30th birthday party just to make time with a woman whom he thinks he may love.
Berg and Sharon set Pete up with a girl they find listed in the personal ads, but she soon makes it clear she won't let anyone come between them, even to come in Berg's bedroom at night with a baseball bat.
Berg gets suspicious of Pete when he always want's to deliver the pizza to 845 Arlington. So Berg makes the delivery for a change and discovers that it's a gorgeous artist who paints with her nude body that's been making the orders. This leads Berg and Sharon to believe that Pete is cheating on Melissa with her.
Pete and Berg reflect on their college days when Bill asks them how come neither of them was ever romantically involved with Sharon.
Pete is trusted to keep the fact that Berg's dad has quit his law firm to become a caricaturist in the park from Berg and that Berg is no longer in law school from Berg's father.
Pete and Berg fight back against their landlord when he goes over the edge with the rules for living in the building.