It is important to approach this question with an open mind because it will say a lot about your financial future together. Do not run away from this whole situation, handle it carefully right from the word go, in a way that is both comfortable for you and your partner. If you decide to settle the bill, at least let your date know about your intentions. Ask him or her about how you are going to pay for the bill in a polite manner and offer to pay, if he or she is okay with it.If you would like both of you to split the bill, let your partner know as well. Just don’t assume you are on the same page as far as paying the bill is concerned.