"Popping the question" may be antiquated and backward and a weird way to approach a mutual decision to combine tax filings, but that doesn't mean it's not stressful. No one should be expected to act with grace under the weight of so much expectation.
While your engagement may not go perfectly, it'll probably go better than this one, in which a man asked a woman to marry him, she said yes, and the man promptly dropped the ring down a utility grate outside the Times Square Olive Garden. This happened right around midnight on December 1. NPR reports that the couple asked a police officer for help opening the grate, but to no avail.