For ps3 and Xbox 360 u get the left analog stick and push it up
and leave it when pumping up a ramp flick the left analog stick up
and up then let go to get more speed and air. For wii i have no
idea.
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More answers
Pumping(or "pushing") is to gain momentum and speed to get
farther on your skateboard for just cruising, or to get speed for
an upcoming obstacle like a ramp(or dog :))