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Why should I tell you? 

It means they don't know, or are a stupid troll.
"Ok, if you're a genius, then what's the square root of 6456?"
"Why should I tell you?"

Why Should I Wear a Mask? 

The question anti-maskers worldwide have been asking themselves, because in their minds, Covid or not, they won’t die, as their Creator is the One who determines their number of days on earth, although corporate prayers from righteous men and women could prolong their stay a little bit longer.
“Why should I wear a mask?” and “Why should I be jabbed?” might outwardly appear to be selfish questions, but spiritually or philosophically speaking, they are nontrivial questions that politicians and religious leaders often try to shun away from.

Why should I? 

If you want to know a word Search it in the search box.It Legitimately Says “Type Any Word”.
So type your word. Don’t ask why.
Kevin: “Why should I?”

Helen: “Did they really just ask the search box why they they should search any word?”

Johnathan: “I think they did. Why the hell would you ask that to a search box?”
Why should I? by Jobn126 July 8, 2020

why should i live 

There is no point only pain
why should i live by Kirashina November 13, 2022

Why should people listen to you? 

Thanks Dave! I've been meaning to do this one for a couple of days.
Gayve "Why should people listen to you?"

Hym "I'm not making them. Their doing it of their own volition. What gives you the right to stop them? Are children LEGALLY INCOMPETENT? They like it! The little kiddos like what I'm doing to them. It's almost as if.... I'm a retard in a group home............... and I'm having women scheduled to come fuck me. And YOU'RE trying to stop me from fucking them! Ohohohohohoho! See that!? See how that works shidiot?"

Why should I give it to you? 

Because I want it more than anyone else even cares.
Bartholomew Bartholomewson "Why should I give it to you?"

Hym "That" ☝️