Sorry for no image of a bracket, this is already way overdue.
Round 1 (1 point per correctly guessed):
1. AirPods vs Taco Bells vs Timmy
2. Xalxe vs Donald Anderson
3. Little Mac from Punch Out vs Hamilton vs Dr. Mario on the NES
4. John Connor from that Movie vs Finn Balor from the WWE
5. Nail clippers vs Teal (color) vs Arrested Development
6. Me vs The color blue
7. Sneakers vs Clu Clu Land on the NES vs Ganondorf
8. Dan from Street Fighter vs Star Wars
9. D&D vs O-oooooooooo AAAAE-A-A-I-A-U-JO-oooooooooooo AAE-O-A-A-U-U-A-E-eee-ee-eee AAAAE-A-E-I-E-A-JO-ooo-oo-oo-oo EEEEO-A-AAA-AAAA vs Pomplamoose (musical artist)
10. A gnoblin vs East Africa
11. Puppies vs The Red Prince vs Civilization VI
12. Ayy Lmao vs Rubik's Cube
13. Dresden Codak (webcomic) vs You vs Aryll
14. Abe Lincoln vs A gnelf
15. Back at it again at krispy kreme vs Titanium vs Piranha Plant
16. Rock Pepper Resistors Wizard Stock vs Chocolate milk
17. The Four-Color Theorem vs Balloon Fight on the NES vs It's a Trap!
18. Stranger Things vs Domesticated foxes
Round 2 (2 points):
19. Winner of 1, 2, and 3
20. Winner of 4 and 5
21. Winner of 6 and 7
22. Winner of 8 and 9
23. Winner of 10 and 11
24. Winner of 12 and 13
25. Winner of 14 and 15
26. Winner of 16, 17 and 18
Round 3 (3 points):
27. Winner of 19 and 20
28. Winner of 21 and 22
29. Winner of 23 and 24
30. Winner of 25 and 26
Round 4 (5 points):
31. Winner of 27 and 28
32. Winner of 29 and 30
Round 5 (8 points):
33. Winner of 31 and 32