Sexual act where you have two ppl penetrating one person (one anally or vaginally and then another orally) thus like bookends on a shelf.
man sally got bookended last night by these 2 guys
by jeff2401 July 5, 2007
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When the person who lights the joint and takes the first puff also finishes it off, it is known as a "bookend". If another person finishes it off but they did not light the doobie, it is called a "bookmark".
"Here bro you rolled it, bookend that zoot"
by BeerBaron101 November 8, 2017
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The act of having a meal that consist of eating an appetizer and a dessert.
We are going to go having dinner at Applebee's and bookend it. I think I may have mozzarella sticks, nachos, and chocolate cake.
by SalPhone January 7, 2012
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When one drinks a chaser before and after a shot, they officially have bookended it. Therefore they are a bitch. Originated by Michael M, Boston College.
Andrea took a sip of orange juice, did not swallow and then proceeded to take a shot of vodka and then chased it with more orange juice. Andrea Bookended it.
by BC2022 September 16, 2018
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The act of two partners both anally penetrated using the same double ended dildo.

Both partners then rub against each other - back to back in order to create the visual of bookends.
"Me and my wife tried bookending last night! That double ended dildo was way too big for me! My ass is soooooo sore today but it's not that bad in comparison as she's still at home trying to fish it out.... Great night!"
by MrMeow147 April 22, 2017
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1.) Having sex with one person, leaving them and having sex with someone else unbeknownst to the first and, finally, returning to the first and banging them a final time, all within a short period of time.

2.) A person who particpates in such a sexual excursion.
1.) One night, in the Geen, the girl had a bookender.

2.) After the fun the night before, she was officially a bookender.
by Ben Filippini December 3, 2003
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To pad the start and/or end of vacation leave with sick days.
Homer bookended his vacation to Paris, by taking a sick day to pack, and a sick day to recover from jet lag.
by netstruc65 December 14, 2007
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