The final galaxy in SMG2 was challenging, but much more enjoyable than Tubular, which after a fairly short time just become frustrating.

Boss rush mode on intense in Brawl was pretty tough, especially without using Charizard.

And the #1: Colossus 3 on hard mode time attack from SotC.

Colossus 15 was also ridiculously cheap, but on 3 you’re essentially forced to exploit at least one difficult-to-activate minor glitch to even have a chance at defeating it under the time limit, and there can be no mistakes. It’s the only ‘level’ in a game I’ve ever failed to beat. 15 took a few days, but I’ve been fighting 3 off and on for almost 6 months.

The final galaxy in SMG2 was challenging, but much more enjoyable than Tubular, which after a fairly short time just become frustrating.

Boss rush mode on intense in Brawl was pretty tough, especially without using Charizard.

And the #1: Colossus 3 on hard mode time attack from SotC.

Colossus 15 was also ridiculously cheap, but on 3 you’re essentially forced to exploit at least one difficult-to-activate minor glitch to even have a chance at defeating it under the time limit, and there can be no mistakes. It’s the only ‘level’ in a game I’ve ever failed to beat. 15 took a few days, but I’ve been fighting 3 off and on for almost 6 months.

Crash Bandicoot 2: Final Boss

Also, not really hard so much as utterly upsetting: making it through to what seemed like the end of Castlevania: Symphony of the Night, only to find out that I had to go back through the entire castle again UPSIDE DOWN. So, so, frustrating.

G – Police 1 & 2 on the PS 1 – You can handle the levels up until level 9 on both games and then things get ridiculous. I haven’t played these games in a long time and can not remember the exact info of the levels, but in #2 when you reach level 9 you have to fly to the end of the map and destroy a target in order to stop a nuclear blast, needles to say it has a time limit. I have never completed either version. Definitely a controller throwing nightmare.

Colony Wars 1, 2 , 3 on the PS 1 – This series of games features some of the most mind numbingly hard levels you have ever played and that’s not just my opinion.
In the magazines PSM, The Official Playstation Mag and one other one I can not remember right now. These were one of the only games that I ever saw that was given a perfect score but each had a point removed because of the levels of difficulty.

For example in Colony wars 1 there is a level where you have to defend your Capital ship against 2 enemy capital ships.
If that wasn’t enough you are the only ship there as supposedly no help can reach you. The capital ships launch around 30 – 40 fighters to blow you from space but you also must watch out for the floating space gun platforms which are trying to blast you with huge lasers and such your capital ship in to them.
If you can survive this onslaught then you must destroy the two capital ships with your very small space fighter before time runs out. If you do run out of time you are beamed to another quadrant to try and save your space station, and you guessed it, you’re alone. If you do not complete this, game over, I have never been able to save even the capital ships even after much game play. Pulling hair and pooping on you’re couch definitely becomes an option.

Ace Combat 2 for the PS1 was also quite difficult. I have others I can’t remember right now as most of us do, but these are the ones that stick out in my mind.