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i may also be doing the same thing today (if i can find a good rail that is), but i hear to bring a file incase you encounter some kind of bump/sharp edge on the rail. then you just file it out and hit the rail. maybe bring some wax? im not really sure
yup. i hit my first urban TODAY. my first run was sort of a speed check/pussy out thing. then next run you just try to get up onto the rail a bit. then a bit farther and so on/so forth until you totally grease it. and even if you fall a few times dont give up. just have some confidence