Spider-Man: Shattered Dimensions

The earliest you can get this achievement is in the tutorial.

Once you gain control of the black suit, you will go through a tutorial on how to web sling.

Jump into the chasm you are supposed to cross by hitting "A", and then hold "RT" to begin a web sling. Half way across, hit "A" again to break the sling, and just let yourself fall.

The game will eventually slow down, and will enter a first person mode where your arms begin to cross on the screen. At this point hit "RT" and you will be launched straight up.

Let yourself just fall again, and rinse and repeat.

No brainer here,

Just fall off of the side of any high object. Your first opportunity is off the damn in the tutorial immediately after putting on the black suit. Wait for the RB prompt to recover from a "critical fall". Repeat 10 times.