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
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.
by Emo2 February 15, 2011
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
Popularised by whale killing off nantucket island
Mainly found in old whaling books, and Moby Dick
by Flambeau February 28, 2005
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.
by Matt April 21, 2003
you bang a fat girl while she's in bondage. Then you let her go after a week and ride her ass as she crawl the refrigerator for food.
Person 1: Where you the last week?
Person 2: I took a real huge porker on a nantucket sleigh-ride last night.
Person 1: Was it the best time of your life?
Person 2: Absolutely.
Person 2: I took a real huge porker on a nantucket sleigh-ride last night.
Person 1: Was it the best time of your life?
Person 2: Absolutely.
by All the Difference May 23, 2010
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.
by Wankandoodle June 03, 2009
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.
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 05, 2004