2 definitions by Jamsandwich1

Sneaking three fingers in the asshole while wearing a captains hat and blowing an airhorn.
( verb)
The Captain’s Surprise: Sneaking three fingers in the asshole while wearing a captains hat and blowing an airhorn.

“He gave me the Captains surprise on our second date at the marina.”
by Jamsandwich1 May 31, 2023
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After completing “The Captain’s Surprise” the giver will unplug from the receiver and then use the captains hat to catch any lose shit protruding from the asshole of the receiver. Then, the giver will place the shit filled hat on the receiver while blowing a foghorn.
The Captain’s Special (verb) Jonathan’s hair was caked with shit after receiving “The Captains Special” from Gary. The captains special was a shitty experience.
by Jamsandwich1 June 13, 2023
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