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Taking Grandma to Applebees 

Vague sexual euphemism for the act of soaking your hand in water until it becomes wrinkly, and then manipulating your rectum. Popular among an extremely small segment of late night television viewers.
Conan's been in the tub all morning. Last time he did this I caught him taking Grandma to Applebees. I hope he at least trimmed his fingernails first this time.
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Taking Grandma to Applebees 

When a Grandma and or "Gilf" in your Neighborhood goes down on 3 or more neighbors within a one block radius. She would be "Eating good in the Neighborhood".
Three of my neighbors are "Taking Grandma to Applebees". She sure is "eating good in the neighborhood".
Taking Grandma to Applebees by lvjb November 11, 2010

Taking Grandma to Applebees 

An inexpensive means of entertaining an elderly woman, requiring only male shamelessness and her healthy libido.
Taking Grandma to Applebees only cost me my dignity and self respect.

taking grandma to applebees 

doing her from behind while she's bent over on a walker, while simultaneously eating ribs off her back.
Dude, I had such a crazy time with that bitch last night! Let's just say we got wasted, and then I was definitely taking grandma to applebees!

Taking grandma to Applebees 

"Man, last night I was Taking grandma to Applebees."

Taking Grandma to Applebee's 

Sex. Cheap, dirty sex.

Term dubbed by Conan O'Brien 11-9-2010
You better be taking grandma to applebee's this weekend, dude.

taking grandma to applebee's 

Sexual act in which a man stuffs a piece of fruit, though most often an apple, entirely up an elderly woman's pussy. He then proceeds to remove it from her gray cave and serve it to her on a cheap and dirty acrylic plate.
Hector: I took Dolores to Applebee's last night.
Gustavo: Oh yeah? How was the food?
Hector: No, you idiot. I stuffed a pear in her box then made her eat it.
Gustavo: <silence>
Hector: You've never enjoyed the experience of taking grandma to Applebee's before?
Gustavo: Can't say that I have.
Hector: You're missing out. Sometimes the old hag will leave you a tip. Depends on the quality of the fruit though.
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briefcake 

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Brought to public attention by Bob Woodward and Carl Bernstein in the book on the fall of Richard Nixon, All The President’s Men, ratfucker was Nixon’s term for a political operative who sows chaos among opponents; an agent provocateur. It is thought to have originated among campus political rivalries at USC, and seems to have some usage in the US military.
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Ratfucker by Ricky Ramjet November 2, 2017
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