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Is it a Real Date or Not?

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More than just you and him on the "date"? Sorry, not a date. And if a co-worker or client invites you out under the guise of talking business, take that at face value and don't assume it's a date – you could damage your professional relationship. A date happens when one person contacts another person to make advance arrangements to go somewhere. And by "advance," we don't mean an hour before things happen. Unless agreed upon in advance, a date is a one-on-one situation that doesn't involve his college buddies or your sorority sisters. Double dates with mutual friends are a great way to take the heat off a first date, however. Dates exist so that you can explore whether any romantic feelings may exist between the two of you; there is no such expectation when the event is a non-date.