Get Dated Never ask for a first date on Friday or Saturday night... These two main, big, serious date nights are too important a place to start. Start off with a weekdays like Wednesday or Thursday night, which are nights when people generally don't have much planned. Also avoid Mondays like the plague. Everybody hates Mondays. Timing is everything... Don't ask for tomorrow or next year for a date. 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 a coffee ?" can get you an immediate yes; you can also expand this invitation to a "maybe next week" if you get a NO. Covering yourself .. Have it in Good Day... You're cuter when you're happy, and self confidence is sexy. Don't get into the "Well, today is a write-off, I may as well ask, get rejected, and make it a perfect score" mentality. You can tolerate being turned down more easily when you're feeling strong - not to mention that it's a lot less likely.