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1. When he didn't have a very pleasant experience on the ~tramampoline~.
2. When he was rejected from becoming Mr. Burns's heir.
3. When some kid from Shelbyville tried to steal his "thing".
4. When his time at the carnival was less than enjoyable.
5. When running away from a pack of hangry children was too much to handle.
6. When he consumed a bit too much sugar.
7. When he lost his beloved pet goldfish.
8. When he lost his eyebrows in an unfortunate rocket launching incident.
9. When Homer didn't pick him up for the school car pool.
10. When he was caught taking pictures in the photo booth.
11. When Principal Skinner ruined a potential romantic moment.
12. When things didn't really go the way he'd imagined.
13. And then everything just somehow got a whole lot worse.
14. When school picture day was ruined, thanks to a mysterious illness.
15. When playing the role of Fallout Boy wasn't all it was cracked up to be.
16. And finally, when he was used as an incentive to win a football game.
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