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The app shows you others who are also interested in going out.
Select people you'd like to meet and Tonight sets things up for you, even going so far as to pick a cool spot to meet. The sole downside is that the app is currently only live in Manhattan and Brooklyn.
From there, you can send messages or "winks" (similar to likes) to other members and wait for the replies to roll in. Whim (free on i OS) is the answer: The app gets rid of the kind of endless communication that can go on for days.
Just create a profile and enter which days that week are good for you.
The app is a leap of faith since you don't know who will join your event (it's also very new, so its pool of users doesn't seem very big yet), but it might be worth a try if you're burnt out on other options.