Most challenging moments you ever faced in a video game.

EctoBiologist

EctoBiologist

Best cat themed touhou. I love touhou and DR.
Banned User
I think Completing the true arena in Kirby Super Star Ultra is a challenge.

I had to spare the tomatoes here and there until I got to marx's soul like holy shit man also galacta knight seriously rekts me.
 
3D Player 2004 said:
Beating this
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If you mean the Daredevil Comet, bring Yoshi to the second area so you can get one extra hit although you'll most likely never get hit. Save 3 Clouds for the next area after the Cloud segment. And crouch the entire time for the Boomerang Bros part. It was pretty simple after trying it a few times.

I can't remember anything hard for me today but back then, I was pretty bad.

Back then I hated some of the secret levels in Sunshine, especially Ricco Harbor's Tower 2nd Secret, Bianco Hills 2nd Secret and Sirena Beach's 1st secret. Also I had trouble with the Purple Coins of Dreadnought Galaxy, and Dreadnought's dump.
 
Having to S Rank every boss in Megaman Battle Network 2.

The Pit of 100 Trials in Paper Mario 2 and Super

Completing the 100 battles in Sammer's Kingdom.
 
Doing this to Wario (16 round battle match, random courses, with frantic items)

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and getting a home-run with this guy

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Challenging Cynthia on Pokémon Diamond for the first time. I had my very high levelled Infernape and my around Lv. 42 Kadabra, pretty much the only two Pokémon I trained, a level 50 Dialga, a Lv. 37 Floatzel I never even used, a Lv. 20 Gyarados and a Lv. 22 Staravia. I don't even know how I managed to beat her.
 
Luigi's Purple Coins
Some of the community levels in LBP (there are a lot of intentionally-designed absurdly hard levels on there)