10 Infuriating Video Game Bosses NOBODY Beat First Time - Commenters' Edition

10. Whitney - Pokémon Gold & Silver Versions (1999)

The gruelling battle against this vexingly twee character is the ultimate lesson in not judging books by their covers.

Up until Pokémon Gold and Silver, normal-type Pokémon were seen as a bit lacklustre. When pitted against monsters that can breathe fire and turn their bodies into literal bombs, what chance could they possibly have stood? Fans soon shut up when they were forced to go head-to-head with the Goldenrod City gym leader, Whitney.

Or, more accurately, her Miltank.

Her last and most powerful Pokémon, Miltank is maddeningly hard to beat; not because of its stats or a particularly high level, but because of a repeating attack pattern that makes it almost untouchable.

Nine times out of ten, it'll either use Rollout, which goes on for five turns with double the power each time; or it'll use its signature move, Milk Drink, which almost always heals it back to full health.

The fight is a sheer endurance test, and if you picked the fire-type Cyndaquil as your starter Pokémon, that Rollout is almost certainly going to be your downfall the first time around. To beat this crafty gym leader, you really need to start thinking about using your team wisely, and not just rely on brute force to get you through.