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How long should i wait before asking someone out on online dating update cancel ad by truthfinder online dating when should you ask someone out. With your profile in place and conversation flowing, a first date is the logical next step while it may be all too tempting to sit back and hope. Once you establish a connection, you can proceed to asking a person out sometimes it takes days, sometimes - a week or two i wouldn't recommend stalling for too long, though, because your.
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