My guess is your roller blades are not properly fitted? When I learned I remember being sore afterwards, but it shouldn't cripple you while you're still doing it. You might try poking around various stores until you find someone who actually know what they're talking about, and asking him/her.
Yeah, from the little that I roller bladed in... Umm... 6th grade? I remember that sometimes it would KILL my ankles, and other times, it would be relatively comfortable. I imagine that it was because sometimes I didn't have them on right.
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So, that's probably it.
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