1. Chad Or whatever his name is (Bully/Bully Scholarship Edition): Captain of the football team, Chad is the final boss you face during this section of the game, and you face him only after getting through his team of muscel bound, explosive football throwing, jockeys. The sad part is that after getting through all of this he goes down in one hit, and after attempting to run away.
2. Chaos 0 (Sonic Adventure DX: Director's Cut): It only took 3 hits to beat him, and he barely fought back. It is the first boss, no, first THING you do in the whole game though.
3. Seifer (Kingdom Hearts II): The first boss, and battle in the game, and used as the battle tutorial dummy, Seifer is still officially listed as a boss. His attacks are slow and predictable, but he can hammer down your HP if you play around for too long.
4. Egg Hornet: Dr. Eggman's first attempt at defeating Sonic, and the second boss in Sonic Adventure, Eggman equips his Egg-Mobile with two giant spikes, and some heat seeking missiles, and you've got yourself a 5 minute long boss fight. Congratualtions Dr. Eggman.
5. Any Boss Battle fought by Tails in Sonic Adventure 2 (Sonic Adventure 2: Battle): Tail's projectile attacks are all heat seeking, he can glide, he has a powerful melee attack, and devastating special attacks? Plus a life gauge that refills with rings, the most common item in the whole Sonic franchise?! You'd have to be completely autistic to lose with this guy!!