Questions is a Woody Allenesque romantic comedy about Omar Baker, who is a struggling writer who isn’t making ends meet with his blog and is down to his last penny. He’s hoping to get a permanent position at a major publication. Omar is not quite making ends meet in his relationship with Diane, either, his girlfriend of three years. Their relationship has been shaky of late, and most recently, Diane is mad at Omar because he didn’t get her a Valentine’s Day gift even though she had asked him not to. As if things can’t get any worse for Omar, he finally gets the opportunity he’s been working so hard for these last few years. All he has to do is what no man has been able to In order to do this, Omar calls his three best friends together: Brian, a guy who has absolutely no impulse control and who is in an inconceivably happy relationship; Justin, a struggling actor who’s being taken advantage of by his agent and his girlfriend; and C-Illa, a guy who has a thuggish appearance and who hasn’t had a girlfriend in years. Together, they set out to do, in one week, what man has been trying to do since the beginning of time…figure out women.