Fifth base is fucking a girl in the asshole.
Man, that girl has an onion ass.....I hope I get to fifth base on that shit!
by Pierce Binoche September 3, 2004
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The only base you can slide into where you KNOW you'll get your pants muddy.
Brian: How far'd ya get with her?

Mike: Fifth base!

Brian: Really?

Mike: Yeah, this mourning I totally had to wash the uniform.
by Brian_is_tasty July 1, 2006
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When you get past fourth base on a chick, (or on a guy if your queer). This is when you place your meat in her ass. Commonley refered to as Puerto Rican style.
Hey TJ, I fith based this chick on saturday night, Puerto Rican style. I pulled out and there was a peice of corn on my helmut.
by Kelly June 3, 2003
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The act of propping open a woman's anus with a metal ring and placing one's testicles in her. Remove the ring and the testicles will be trapped inside her until the women releases her sphincter and passes stool. The act of the woman shitting one's testicles out is called "fifth base".
My girlfriend wanted a little more than anal sex last night so i decided to take her to fifth base. The ring hurt her but not as much as her ass hurt me!
by verticle;:) October 22, 2010
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Most people will tell you that fifth base is butt sex. If you've lost your anal virginity, the below example is one nights equivalence to butt sex.
Wilson: "How are things going with Cuddy?
House: "Great, last night I got to fifth base. That's 2 home-runs and then she gives me back a triple."
by Cason Bank March 20, 2019
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