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Tossing The Wiffleball 

An act in which three partners (2 girls 1 guy) engage in a sexual activity. In said activity the guy has sexual intercourse (vaginal or anal) with girl A proceeding to ejaculate inside of her. Girl A then proceeds to stand over girl B (whilst girl B opens up either her vagina or anus) and girl A release the "wiffleball" into girl B.
Brian- Dude, I hooked up Susan and Naomi last night.

Justin- Were they Tossing the Wiffleball?

Brian- Of course

Justin- Your sick

Brian- I know

Woffelball

A game where you put a ping pong in your vagina and shoot the ball out and see who's goes farthest
Don't forget to put your name on your ping pong ball before we play woffelball.

Wiffleball bat 

A slang term for a penis. This was invented by many rappers/hip-hop artists throughout music history. It is usually used in the context "beat her with a wiffleball bat." or other variants such as "brought my wiffleball bat."
Girlfreind "Hey, wanna come over?"

Guy "I'll bring my wiffleball bat."

Or this:

Girl "I can't believe you cheated on me! Were over! "

Guy "I'll beat you with my wiffleball bat, bitch!"
Wiffleball bat by Gangsta254 December 3, 2009

Fairfax Wiffleball 

A club that was created at Fairfax High School in 2009. The Fairfax Wiffleball club was filled with so many elite wiffleball players that it sparked the actual term Fairfax Wiffleball, which refers to an elite wiffleball league. It can also be used as Fairfax Wiffleballer which means an elite player or an all-star wiffleball player. The term can be traced back to it's three genious creators.
Kevin: Hey are you joining Fairfax Wiffleball?

Chris: Hell yeah that jaint is sick!

Alex: Why wouldn't you join it? It's stacked with wiffleballers.

Maryland Wiffleball Bat

inserting a wifflebat into your friends anus, then proceeding to go crazy while going in and out then proceeding to jizz, throw up, and piss on the bat. After all that, you feed it to them
Person 1: "Look Cole fell asleep"

Person 2: "Im gonna give him a maryland wiffleball bat"
It is said of the situation where a person has the bad luck to make contact with his testicles against an undefined surface or object, intentioned or not.
Given the nature of the word, it is more appropriate to design cases where the interaction is made with a moving object, for example, a ball.
Although it is extremely painful for the victim, it tends to be considerably funny to people who witness it.
Today in the baseball game the pitcher took a nutshot; the baseball hit him in the nuts.

Man, I just watched the funniest nutshot video ever.
Nutshot by Uberflaven March 1, 2009
Word of the Day on June 26, 2026