I can't believe I'm spending time providing a serious answer to this nonsense question, but here goes.

Yes. Obviously yes. At least assuming the bullet survived out of the gun.

Tylenol is a pain killer, but it's not a magic videogame pill. Its effects are nowhere near strong enough to overcome the pain of being shot. And even if they were, it still takes time to be absorbed.

Your best hope is that the Tylenol pill is too fragile and it breaks up within the gun, leaving a large number of small, light particles of Tylenol flying at you, which will get decelerated much more quickly by air resistance than would a single solid pill.

Being shot by anything will hurt. Force equals mass times acceleration. It doesn't matter what that mass is composed of

Yes.

Ethical debate, huh?

Just say no to ethical debate. Friends don't let friends do ethical debates.

Every impact of a high speed accelerated object will hurt. Even a bullet made of hydromorphone (one of the strongest pain killers) or lidocaine (local anesthetic) will hurt long before the active agent has any chance to do its thing.

It hurts to get shot with the wrong look for me so I'f say yeah

Yes m

Take a rubber band and shoot it as a projectile. If it hurts, multiply it by 12 and that’s how much a bullet would hurt.

No. It would be like a mild tap if anything.

Unless you were closer than a few hundred metres. Then it starts to get serious.