There's so much projection going on in this thread we could show a movie!
As far as the comic itself goes, Angus went with a sex joke to defuse the tension from her refusal to talk seriously with him.
Angus is planning on moving to NY. That's where the jobs are for him, and he clearly likes it there. He loves Faye, and he wants her to come with him and be with her, but if it comes down to staying put because of her neuroses or pursuing his dreams and unwillingness to grow up and face the future, dreams should win (being held back from pursuing the dreams would kill the love anyway). He wanted some variation of "with you," and since he didn't get it things aren't looking too good for them. Not thinking about the future is generally bad for the future, as any corporation paying cleanup costs can verify.
To other people in the thread, Faye is in her late 20s. She needs to start thinking about the future now even if it's hard, because holding a menial service position isn't exactly providing great medical benefits or a retirement plan. 5 year questions are actually about the present; do you want to stay in stasis (Faye), advance (I wanna be president!), or excel (I'll be the best damn sculptor on the Eastern Seaboard)? And no, you don't need a contingency plan. Just go with a basic outline of what you want to do and give it your best shot. If it doesn't work, make a new plan. I've made 2 in the last few years as it became clear the previous one wasn't going to work.