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1.
When you accidently make two plans/dates for the same night or day.
Ryan: "What are you doing next Friday night?"
deth: "Oh, i'm going to the artwalk with Heidi...Oh, crap! I was supposed to go see this band with someone else the same night..! Looks like I've doublebooked myself again.""
by dethkitn December 02, 2009
 
2.
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!"
by pinksicksock July 22, 2010