A pity date is when you agree to get together with somebody you aren’t interested in. These dates are bad for both parties because it only delays the inevitable: you’ll end up rejecting them at some point anyway. If you get the sense that they’re a boring person or quickly realize you have nothing in common, but stick with it, you're definitely on a pity date. When you’re on a date with somebody you really like, your attention remains fully on them. When the opposite is true, the date seems to drag on forever and you find yourself looking around at the other patrons. You don’t want alone time with them. You insist on inviting a friend and his/her partner to make it a double date.
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