When someone's dick is too small to grab with the whole hand when masturbating, they use one finger, looking like a pirate hook.
A:"Why's Tilly so mad?"
B:"Mike caught him Captain Hooking, now we all know he's got a lil cock"
by Cool cunt January 3, 2017
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When a niggas dick hooks upward
Mallory: You know that nigga Louden
John: Yea
Mallory: he’s got a Captain Hook
John: no way that shits gay as hell
by malgal3349 November 19, 2019
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A dude and a chick that have been fucked by the same guy.
Girl: "You see that guy with the snake tattoo? I totally shagged him last night!"

Guy:"Really?!? He rode me so hard last week I couldn't stand up for three days!!"

Girl: " I guess we are both apart of Captain Jack's Crew."
by death the fox August 31, 2011
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captain-callahan.tumblr.com is a blog run by a girl named gwen. Gwen is a perfect example of the 4 F's. ( fierce, flawless, fabulous, and fantastic) She is the queen of the New York Rangers which would make her Henrik Lundqvist's wife. Even Wayne Gretzky bows down to her. Gwen knows everything about the 1994 Rangers season and keyboard cat which makes her even more perf. I mean, just look at her posts. They are more then the bees knees (because we all know bees don't have knees) they are like the horses wings. Which was basically a reference to Taylor Hall's hair if you didn't catch that.
"Omg look at that captain-callahan blog. that girl is wonderful"

"Ikr. I heard when Gwen went to a game, Brandon Prust's overbite jaw dropped."
by gwenfan1 January 31, 2012
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Friend to friend, " My husband's nickname is Captain Gankaroo..."

Other friend, " Do what? (Laughing)"

Friend, " Yeah my husband beats off all the time with/on anything... plastic bags, dirty clothes, you name it, so I call him Captain Gankaroo because he ganks everything"
(I walk in catching my husband beating off using a plastic bag), "Well hello Captain Gankaroo".
by Justice League Kat October 19, 2021
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