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worse: it gets into so much trouble you have to give it away

Good; You wake up one day with an IQ of 190.

Bad: its caused by a tumor
(movie reference)

Worse: It's fatal cancer. You have a month or less to live.

(Flowers for Algernon by any chance? I remember watching that in school...)

Good: You won free tickets to see your favorite sports team play.

Bad: You had asthma and a fire broke out.

Worse: Your seat is right next to the fire, and now you're wheezing and burning. Also, your favorite team lost during the aftermath while you were hospitalized.

Good:You had everything you wanted for Christmas

Bad: you had to pay for it, all of it

Worst: you found out Santa Claus isn't real. The hard way.

Good: your favorite meal is spread before you, and it's the best you've had it

Bad: You only get to eat a single bite of it before Garfield eats it all.

Yes Garfield the cat btw.

Worse: Garfield burps in you face and it smells rancid

Good: you are getting paid to spend a year in a mansion on a secluded island~

Bad: The mansion is in disrepair.

Worse: It's spooky's house of jumpscares. Filled with horrors and disgusting monsters. It's likely you won't survive the year.

Good; You start a new tread, which becomes really popular.

Bad: A famous YouTuber does it and claims that it was their idea, and other people believe them over you.

Worse: It turns out all the YouTubers have WAY more followers and favorites and makes you sad and it turns out you aren't as funny as them.

Good: You get to see Josh Dun for your birthday.

Bad: you don't really know who that is