Hollow Knight

This trophy will probably give you the biggest headache ever. There is an NPC hidden in the Resting Grounds called the Grey Mourner. She will ask you to take a Delicate Flower from where she is to the Queen's Gardens and lay it at the grave of her loved one. It is much easier said than done because there is a couple of caveats to this side quest. You cannot get hit by enemies or obstacles, doing so will destroy the flower. You also cannot fast travel from either the Stag Station or the Dream Gate, doing so will also destroy the flower. Though you can use the trams if you prefer. You have to walk from one end of Hallownest to the other without getting hit once. If that wasn't bad enough, at the grave site, there is a small obstacle of thorns that is quite tricky to navigate through. Quite the tall order. Fortunately, the Grey Mourner can provide endless Delicate Flowers so you can repeat the quest as much times as needed.

There are ways to make this easier. For starters, knowing the best path is the key to success here. There are quite a number of ways you can get there, but I recommend the following: From Resting Grounds, take the elevator down to City of Tears. From there, go to the door to the Fungal Wastes, it's locked but there is a hidden path above the door that takes you past the door. From the Fungal Wastes, go to Queen's Station and subsequently, the Fog Canyon. Lastly, the Queen's Gardens before arriving at the grave. This path presents the least obstacles. Now the enemies will also prove a challenge getting through. Fortunately, there's a way to remove them from the equation. If you go on a trial run on the route suggested and kill every enemy on your route, the enemies will remain dead so long as you do not rest at a bench. Resting on a bench will make them respawn. Some enemies will respawn but most aren't a problem, like the Fungling which just floats casually so long as you don't rest at a bench, you can try as many times as you need to get to the grave. All you have to do then is avoid the obstacles, especially near the grave itself but if you manage to traverse the entire length of the map and deliver the flower, return to the Grey Mourner with the Stag Station near the grave and she will reward you with a Mask Shard and this trophy will be yours.