To get this achievement, all you need to do is lose in any level. (I'm not joking!)
Just walk forward to a black pit, then as soon as you get the "heey~" message, the achievement unlocks.
I should also point out that the earliest you can fail a level is level 2, so if you're playing level 1 to get the other crystal achievements, make sure you load level 2 afterwards. Push the two boxes in front of you into the black pits, then simply fall into a black pit.