Woeful

[Gregory]

an expression of [sad] tidings or events.

[Vania]

Said when something bad, or unfunny happens. Different tones are used for different scenarios

[Psychopathic] Woeful
Shouted at the top of someones voice until veins start appearing on forehead, used after something so bad its beyond belief.
Low tone Woeful
Goes very deep, and said slowly, usually when something boring or pointless is about to happen.
Mark [Lawrenson] Woeful
Type in Pluck That [Tash] on Google and play the game to find out the sound, used after poor football or sporting skills are shown.
Normal Woeful

[Luis Fok]

Characterized by, expressive of, or causing sorrow or misery.

[Sarah]

very bad or (of something very bad or unpleasant) very large or extreme: