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Short for, "tell me when to stop". The grammatically improper, but obedient reply is, when. Some people who use this phrase are so pedantic about receiving an obedient reply that they will not stop if the reply is other than, "when", because they think it's funny.
Say when.

OK... That's enough.

I said that's enough!

Will you stop already?!?

When you say "when".

When, already! You've ruined my drink!!!
say when by Downstrike December 28, 2005
Words you can keep
What Tom (god) says (Tombstone)

Basically, this is a subtle nod to the famous epic movie of a spaghetti western namedTombstone, when the titular Doc Holiday says "Say when"
Tom: "Hey Dayveeitd."
Davit: "Yeah??????"
Tom: "I got a good one-uh."
Dayveit: "Okay...?"
Tom: "I'M DOC HOLIDAY Say When!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!" ;3
David: *walks awayuhn XD*
Say When by Hilfred Steelhelm May 30, 2020

What do you say when the cops come calling? 

I mean... If the send officer sexy then...
Hym "Sit on my face please? Ma'am- Er, uh- Officer? Can I request my last meal early? No? I'll confess immediately if you let me hit it from the back? You got me! I was conspiring to murder that pussy, baby! I'M GONNA SHOOT!!! My load in you...? What DO you say when the cops come calling? I mean, you know what they say: The cops can't come calling if you're coming in a cop! Uum... Do I fill out the paperwork BEFORE or AFTER I fill you... Out? Up? I donno... But yeah, one of those ☝️

When u say that ur fine, but ur not rly fine

When u say that ur fine, but ur not rly fine

smile when you say that 

(Western US via cowboy movies)

Your last remark crossed the line. Immediately retract/clarify/soften it, or I'll be offended/in your face/pumping you full of lead.
"Of course, there never was a man born in those parts who was worth a damn..."

"Smile when you say that!"
smile when you say that by Shane August 11, 2003

when you say that's so gay do you realize what you say knock it off 

-that's so gay
-When you say that's so gay do you realize what you say knock it off

When I say "jump" you say "how high?" 

The catchphrase of boomers in particular, possibly coming from the movie "Stripes" is a phrase that fuels their narccisim and the outcome being they wonder why their kids and grand kids go No Contact and abandon them or throw them into homes and abandon them.

The idea is you are supposed to question an order not act in blind subordenation. They just say "JUMP!" being confused you ask "How high and why?"

Boomers comically use the phrase "If your friend jumps off a bridge would you follow?" fueling more of their hypocisy.
"When I say "jump" you say "how high?"-Boomers

"Why do my kids hate me?"-Boomers
More from Urban Dictionary
Acronym, meaning Too Long Didn't Understand
Similar to TLDR
Sister: This meeting was to discuss the rough draft of my essay, where we discussed the subsidiary questions I added in my rough draft. We also discussed the relationship between my main title and the real-life situations I chose to use in my essay. We discussed the structure of my essay as well, specifically the Math AOK section and how it relates to the contradiction of the title. This second meeting was particularly helpful in discussing the implications of my essay claims and how to apply the title across various areas of knowledge. There were many sections of the essay that could have been cut down in wordiness and the ways of knowing required further and more in-depth analysis.

Me: Woah! TLDU!
TLDU by L-Evans January 14, 2019
Word of the Day on August 30, 2026
the act of having anonymous sexual encounters with other men in public toilets.
Cottaging by greeef April 24, 2003
Word of the Day on August 29, 2026

Salad Days 

green inexperienced youthful judgement and cold blooded execution of those judgements.

Rashness with little concern of consequence.

Antony and Cleopatra. William Shakespeare

"My salad days,
When I was green in judgment, cold in blood."

- William Shakespeare, Antony and Cleopatra, 1.5
"How did you end up in jail?"

"Salad days, 'nuf said."
Salad Days by GilbyRFC0 October 7, 2011
Word of the Day on August 28, 2026

age gate 

An absolutely foolproof way to keep minors from viewing content deemed "too mature" for them to watch.
Billy: "So I was trying to watch some videos for an M rated game, and I ran into an age gate, so I put in my real birthday. SOMEHOW it managed to figure out that I am 12. CURSE YOU AGE GATE!!!"

Bill: "Fucking age gate! *quick scroll* THERE! I was born on January 1, 1904. Fuck you age gate."
age gate by Banja January 7, 2011
Word of the Day on August 27, 2026

board chow 

A)
The Crud that collects under the keys in a keyboard. Usually more severe in the keyboards of programmers and webmasters as they tend to spend a lot of time at the the computer and thus eat at their desk. Mainly affecting IBM Model M (clicly) style boards.

B)
Can also be used to gross out Non-Techie people
A)
Bill: want to go to the club?
Bob: No, I've got to clean out my board chow, keys are starting to stick.

B)
Bill: Want to go out to get a bite?
Bob: No, i am just going to have some of my board chow/
Bill: Whats' that?
Bob: The food scraps that collect in my keyboard; Want some?
Bill: *GAG* *HURL* *GAG*
board chow by BinaryHackerMan September 3, 2007
Word of the Day on August 26, 2026
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