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1.
An allusion to Lewis Carroll's Alice in Wonderland. To go "down the rabbit hole" is to enter a period of chaos or confusion. Can also be said when taking a hallucinogenic, as some suspect Carroll's novel was really about a drug trip.
School's starting up again, time to "Go Down the Rabbit Hole" once more.
von ginanp16 3. August 2008
 
2.
The process by which a sex partner, presumably a male, inserts an object into the anus without permission.
While doing Jennifer doggy stile, Joey attempted to "go down the rabbit hole", much to Jennifer's chagrin.
von Gerald Dickens 31. Oktober 2007