You jump, kick the deck back and land back on the deck when it is back under your feet. it takes ALOT of practice. theres alot of videos on youtube showing how to tailwhip. what u wanna do is jump flick ur scooter deck with ur feet then spin it wit ur handle bars and then stick ur feet out when the deck comes around.ou jump, kick the deck back and land back on the deck when it is back under your feet. it takes ALOT of practice. theres alot of videos on youtube showing how to tailwhip. what u wanna do is jump flick ur scooter deck with ur feet then spin it wit ur handle bars and then stick ur feet out when the deck comes around.