So here's an odd game. You are a hipster, so you do hipster things, like hoverboards, dabbing, vaping, and fidget spinning.

The achievements are given for completing the tasks. It doesn't matter if you fail one specific task, the achievements are given out whatever. So you don't need to keep winning the dabbing to get achievements that have dabbing pictures etc.

The more challenges you complete, the shorter time you have to complete future challenges before game over.

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Hoverboard:
Use W and S keys to balance.
Start with W, then use S a tiny bit. Success when the bar at the top fills up.

Dabbing (waving arms in the air):
Keep pressing space. Easy.

Vaping (like smoking):
Keep pressing space. Easy.

Fidget Spinner:
Keep rolling your mouse wheel (the wheel on the mouse).
This one is the hardest challenge.

Falling Numbers:
Press Space + Left mouse button + right mouse button on any of the numbers

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100% achievements should take 15 minutes. It might stop showing the pop-ups because there is so many: click on the game in your library to double check the number is going up if unsure.