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Nantucket Sleighride

A "Nantucket Sleighride" was the result of harpooning a whale. The ship subsequently was dragged behind the whale by a line running from the harpoon to the ship. The Nantucket Sleighride would continue until the whale died, the line broke, or the ship sank.
After harpooning the whale, the good ship "Alabaster" was taken on a Nantucket Sleighride for nearly an hour.
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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 nutback 

A shot of whiskey with a cum chaser.
Nancy's favorite drink has always been the Nantucket Nutback.
nantucket nutback by kidnic* August 6, 2017

Nantucket Chiller

a golden shower, followed by being blown on by a box fan for 3-5 minutes while eating a can of baked beans; also known as 'Nor-Easter Wet Willie'
Frank gave Sally a nantucket chiller for her birthday.
Nantucket Chiller by w.l. speller September 15, 2006

Nantucket Bucket 

When you catch a fresh fish from the sea, stick it in a bucket full of salt water, then use the slime from the fish as lube.
Hey what special items do you use for sex? I use the Nantucket Bucket to help get my dick in.

nantucket surprise 

The act of pulling out of vaginal intercourse and engaging in imprumptu and brief anal intercourse and yelling "Surprise!!!"
Tom was getting it on with sue when he suddenly pulled out, shoved it in her a$$ and yelled "Surprise!!!" He never saw sue again.

Nantucket Sleighride

Originally named for the act of harpooning a whale and being pulled by the harpoon line until the whale dies, the line breaks, or the boat sinks, the Nantucket Sleighride is a sexual experience where you have your pecker stuck in a woman bigger than you and she drags you around the room trying to break free.
I was plowing this huge woman and my cock became stuck in her ass, so she gave me a Nantucket Sleighride trying to get it out..
Nantucket Sleighride by Hoosier Poet February 16, 2020