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Nantucket Sleigh-ride 

When a man inserts an anchor of anal beads into a willing participant. The other person takes the other end of the anal beads and securely fastens it to their genitalia. The anal beads person will then drag the other person across the ground.
Bill: Why is your back so rug burned.
Ted: That bitch Carol gave me a Nantucket Sleigh-ride my ass all night. You might as well call me Moby.

nantucket sleigh ride 

Originally the term for harpooning a whale in a rickety boat usually meant to hold no more than 16 people, and letting the whale swim itself tired before killing the whale

Popularised by whale killing off nantucket island

Mainly found in old whaling books, and Moby Dick
nantucket sleigh ride by Flambeau February 28, 2005

nantucket sleigh ride 

a sex act in which the female is halfway on the floor with her ass and legs on the bed,(as if sleding face first,belly down.When it comes time for the male to spooge,he pulles it out and lets it snow.
Hey conor last night your mom and I took a nantucket sleigh ride!
nantucket sleigh ride by Matt April 21, 2003

Nantucket Sleigh ride 

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

Nantucket Sleigh Ride 

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

Nantucket Sleigh Ride 

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
Nantucket Sleigh Ride by Emo2 March 2, 2011