Get at the top of the stairs, your partner (preferably female) is on hands and knees. You then start anal sex, then hit her upside the head to knock her out. After she is knocked out, you ride her down the stairs while having anal sex.
I have a head/butt ache after that Nantucket sleigh ride
by Wankandoodle June 3, 2009
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When you're on a sled hitting yo girl from behind and you slip it in the wrong hole and she try to pull out but you hold on and she pull you like you're on a dog sled
My girl gave me a Nantucket Sleigh Ride last night unexpectedly when I accidentally slipped ma dick in her fart box
by DeeMacintosh April 22, 2015
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Amateurs. A Nantucket Sleigh Ride is when you lay your special lady face down naked. You take her by her hair and slip the heels of your fit into her arm pits You then drop down on her going deuce hole. You then hang on and enjoy the ride. Properly performed it will bring back childhood memories of taking your flexible flyer down a hill of fresh powder.
nantucket sleigh ride
sleigh ride
sexual position
new england
whaling
by Emo2 February 15, 2011
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Filling your partners sex orifices with cheap cat meat...which was usually off cuts of whale meat..Then performining doggy style sex whilst holding her head back via a collar arround their neck.
Alternatively....open a can of cat meat..ensuring the sides are not sharp.
Slide your stiff rod in and fuck as usual..known as an alternative nantucket sleigh ride.
by ulrich von lichtenstein February 5, 2004
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Think human centipede but everyone is doing The Unicorn on each other in a straight line. Each person sticks a suction cup dildo to their head and forcibly inserts it into the rectum of the person in front of them in a smooth, fluid motion while also flailing their arms in a galloping motion. Once it gets to the person in front of the line, they let out a loud “NEEEEEEIGH” and rush forward, dragging those behind them (much like a Kentucky Tractor Puller while forehead to ass inside of eahother. Note: The person in front MUST also wear a Santa hat.
“Yo why did I hear you neighing in your room last night? You watching Christmas movies already?”
“Nah man, I went on Santa’s enchanted sleigh ride.”
Sounds fun, invite me next time though lol I’ll be Prancer.”
by MeatBeater69 December 15, 2017
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There are several steps to completing a successful sleigh ride:
1. Do the person from behind
2. Cum on their back, being sure to smear it around a bit.
3. Take a shit on their back, right at the top.
4. Tap them on the shoulder so they become upright.
5. Watch your Nutty Cosby slide all the way down on your freshly delivered powder.
Karen and I were feeling a little squirrely last night, so I gave her a sweet San Francisco Sleigh Ride, then made her clean it up afterward.
by Cocktaur The Terrible April 25, 2009
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1. When one eats a cookie edible followed by line of cocaine.

2. A terrible flavor of sleepy time tea.
Last time I had a sugar cookie sleigh ride I punched holes in the wall and passed out.
by rw3arm November 6, 2017
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