1. When he was so close to coming out on top:

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2. When he tried to avoid getting in the middle of a messy relationship:

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3. When he had the chance to be right but was wrong again:

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4. When he had a little something to say about the big, bad world:

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5. When leopards obviously made more sense than lepers:

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6. When he was so mad that it was impossible to say the right word:

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7. And when, while he's still dressed as Christ, he tries to make his sentence PG, but accidentally fails:

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8. When he tried to do like the cool kids do:

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9. When "casino night" almost became more sexual than originally intended:

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10. When he played around with root words to form his own:

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11. When he was basically a wine connoisseur:

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12. When he wasn't about to take the fall for anyone:

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13. When he was momentarily confused by hair clips and bread:

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14. When he tried to sound super professional and important:

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15. When he was stabbed in the back and started handing out proverbs:

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16. When he thought his sentence needed more Family Matters in it:

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17. When he explained women:

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18. When he couldn't handle all of the thoughts in his head:

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19. When he was too excited to see Jim again:

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20. When he was so proud of himself for proving Charles wrong:

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21. When he just *knew* the phrase had a type of food in it, but he chose the wrong one:

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22. When he was very worried about Kelly:

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23. When he was there for Pam during her contractions:

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24. When he was searching for the word "unisex":

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25. When he added his own special Michael logic to a common phrase:

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26. When he was so freakin' close, he could almost taste it:

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27. And when he got overwhelmed by all of the letters in a word:

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