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silly dilly willie nelson style 

the act of ending any phrase or comment with "silly dilly willie nelson style"
Jizzon: You guys ready to play some golf.

Peezy: Oh for sure. I'm gonna slap them, "silly dilly willie nelson style."

Oh My God, It's Bruce Willis! 

Something someone says during a long, akward silence to get people's attention and to start up a conversation.
(Long, akward silence)

Joe: (pointing into space) Oh my god, it's Bruce Willis!

Everyone else: Where!? I don't see him!?

(Conversation starts)

Willie with a suitcase 

In 20th century prison populations Willie with a suitcase is the man on the outside who is cuckolding you (keeping his shoes under your woman's bed, spanking your kids, and kicking your dog). Primarily used by African-American inmates. The equivalent amongst Latinos is Sancho while for White convicts he is known as Joe the Grinder.
Hey, Tyrone, I hear Willie with a suitcase is keeping a smile on your lady's face tonight.
Willie with a suitcase by Retsil December 3, 2021

poo stank wet willie

when you put ya finger in ya booty, spit on it to make it moist and stick it in someones ear.
This nigga was talkin shit so when he fell asleep i gave him a poo stank wet willie.

steamboat willie 

When a girl blows on a guy's penis after taking a drag from a cigarette and then proceeds to stick a finger in the guy's ass and yell choo choo while blowing and sucking on the penis!
Choo choo muthafucka that bitch totally gave me a steamboat willie and then I shit on her face!

Slick Willie

1) Nickname given to Bill Clinton, the 42nd President, for allegedly being cunning and deceptive.

2a) A cigar that is being inserted or has been inserted into a vagina.

2b) Act of sticking a cigar into a vagina.
1) Republican: Slick Willie has destroyed the American economy and has deceived everybody into thinking otherwise.

2a) "Oh, you like that? You like the Slick Willie more than my finger?"

2b) "I don't smoke them as much as I give Slick Willies."
Slick Willie by AbnormalBoy April 19, 2004