I also thought it would be lots of fun. As cute and psychopathic as Bennett and Topher are, it's a bit of a bad start to a relationship when one person attempts to have someone killed, and the other person knocks the first person out. But I still love them. Furthermore, Bennett and Caroline's schoolgirl lesbian relationship was going to be a bit of an issue if Topher and Bennett wanted to go about having a cute, psychopathic relationship anytime in the future.
So when your prospective love interest is battling bitter feelings about your active co-worker, it's going to make things a little tricky. But hey, dead arms and attempted murders are all things that can be worked through, right? Right?