I don't think you're pushing him, I reckon you're checking his prostate so I'm going with something doctory.
I got it! You are an English major! And since you can't find a job with a degree in English, you have lots of time to be on a boat! *I say this as a former English major
I was hoping someone will get it right. The fact is that I have told some people while chatting with them. How about we wait for another week or so?