Remember that timing is everything

Don’t ask for tomorrow or next year. A basic rule is to ask for a first date a week to ten days in advance, but you can break this rule with impunity as the need arises. You can ignore these guidelines if the spirit moves you to be spontaneous. For example, “Hey, got time for an ice cream cone?” can get you an immediate yes; you can also expand this invitation to a “maybe next week” if you get a no.
Now is always a better time to ask than later because your courage may diminish over time. There are some obvious exceptions to this rule: Don’t ask someone who is in a crisis (never ask for a date at a funeral), just getting out of a relationship (never ask for a date at a divorce hearing, even if the person isn’t one of the parties involved; it’s bad karma), or going through any other experience when you may appear to be exploiting a weakness. You need to take the other person’s life situation into account as well.