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A social faux-pas wherein a person, usually male, will schedule two separate romantic encounters for the same day. Will eventually be discovered, generally when one date forces a delay of the next.
Jackie was pissed to discover that Andrew had been double-booking she and Elyse, and broke up with him right there.
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The moment when you are browsing Facebook on your computer, and then reach for your phone and instinctually check Facebook, thus resulting in an awkward, "Double-Booking."
I noticed I was double-booking yesterday as I was updating my status on the computer and liking your photo on my phone!
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The horrendous situation observed in a typical office toilet that contains 2 cubicles, both of which are simultaneously occupied resulting in damnation without relief.
Lloyd: "Wow Dave, you were back from the shitter quickly!"
Dave: "Do not go in there. There's an absolutely awful Double Booking!"
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the act of sexual intercourse with a pregnant woman, and ejaculating inside of her, intending to refertilize her. a kind of a creampie.
shawn-"did you hear debbie is preggers?"
jake k-"Man, id double book that!"
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