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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Captain Hook Syndrome is essentially when a person misses a particular enemy he had to fight in the past. Named after the titalur Character: Captain Hook when he missed his foe Peter Pan in the 1991 film: Hook.
Example 1:
Person 1: You know, as much as I hated the Brony Fandom I kinda miss seeing them around everywhere so I could troll them.

Person 2: Heh, sounds like you have Captain Hook Syndrome.

Example 2:

"It took two eventful tours in Vietnam, a handful of medals, a knee full of shrapnel, and an honorable discharge before the unthinkable happened: Bill ran out of wars. But now an army of infected has declared war on humanity. After decades of aimless drifting and dead-end jobs, Bill's finally gotten back the only thing he ever wanted: an enemy to fight." - Bill's Biography, Left 4 Dead
by SocialJusticeHamster November 21, 2021
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