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When a man sneaks up on his girlfriend or wife while she is sleeping and puts it in her butt.
While Emma slept, Gary snuck under the covers and gave her the... u-boat.
U-boat by The Blodger October 27, 2011
Related Words

plus size boat 

In the sport of Crew (rowing) a boat that includes all the fat asses as the coach simply can not risk putting them in the top boats. Generally 2 or 3 poor rowers that are either amazing and set the example for the "plus size rowers" as well as the ones with terrible form get screwed over in the same boat or the ones that give off that "WTF are you even doing here" feel. This type of boat generally gets wrecked in any and all events as the fatty's double fuck over the boat in that they A) Weigh the boat down with there weight and B) Have absolutely no muscle tone and can not pull there weight. They are useally middle 4.
Plus size boat example:

Stroke seat (fit): Coach what was our time in the time in the race?!!
Coach: The winner got 6:30 and you guys got 20:35's
Fat ass: wait that race was full pressure right? I thought it was half.....
Stroke: wtf gtfo off my boat.

steam boat willie 

a steam boat willie is when you find a homeless man and call him willie, place a captains hat on his head then he proceeds to shit a horrible homeless shit on your chest. while he does this you yell out loud "I I caption!"
hey girl I'm so in love with you. lets get crazy and do a steam boat willie together!
steam boat willie by syko_ January 30, 2009

Lady Boat 

(n., english) A hypothetical boat carrying those one has feelings for. This boat may carry crushes, dates, and spouses. An extended metaphor concerning the "lady boat" as well as the ocean it sails has also developed.
Character A: Do you like her?
Character B: Well, she is on my Lady Boat.
Lady Boat by willjack December 29, 2007

Whatever floats your boat, tickles your pickle, pops your peach 

The phrase used to confirm something when you are moderately indifferent to the actions of a friend who's mental faculties are questionable.
Person 1: So Im gonna ask Grey to marry me today.
Person 2: Didn't you just meet?
Person 1: So?
Person 2: Whatever floats your boat, tickles your pickle, pops your peach

Row your boat 

When you don't want to gently down the stream
Would You rather row your boat or gently down the stream?