The act of urinating during anal sex. Like filling a balloon with a garden hose.
"I picked up this chick from the bar and I totally water ballooned her by accident!"
by Bottle Blondy May 20, 2013
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When you wrap up and, mid smash, wait to get just soft enough to piss into the condom. Fill it up. Slyly withdrawal, pinching and tying off the "balloon". Run.
Ah shit man, I dont think I'm coming to the party.

Why not?

I water ballooned Marika last weekend, not sure if she ever got it out after. Either way, she's gonna be pissed.
by party on April 3, 2015
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the act of holding your foreskin closed while urinating so it fills up like a water balloon
Jake: Hey David what are you doing tonight?
David: Nothing probably just going to sit in the shower and do some water ballooning
by numbertwentyone January 14, 2012
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The sexual act of a male inserting his penis into the anal cavity of another individual and when penis has fully penetrated the recieving anal cavity, the male begins to urinate and continues until relieved.
After an entertaining movie and pleasant dinner, Jim asks Kendra if she is interested in coming back to his apartment. Kendra hesitates at first but then Jim quietly whispers, "I'll give you the meanest, hottest, and longest Water Balloon you've ever had." Kendra quickly agreed.
by Ken Mayhew October 21, 2006
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Those water balloons are going crazy
by milk man November 9, 2003
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You're fucking a girl with a condom, when you blow your wad in it take it off and smack her with it. Thus pissing her off but giving yourself a very good laugh.
Oh my god i got brittany with a water balloon last night.
by Josh Quail November 21, 2007
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When someone urinates in your butt during sex.
I'm going to water balloon that chick later. A nice warm stream right in her butt.
by Missyknowsall September 15, 2009
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