Three points:
(1) I don't think this is the reason it did not work. There are lots of things that make you look like a dork -- PCs, airpods etc -- but they took off like rocketships (speaking as someone who adopted these dork items whole heartedly).
(2) I agree it is a mystery why Segways didn't work, but I think it remains an unsolved mystery.
(3) We have more information now that we have lime and other similar items available. (*)
(*) This is actually a point in PG's favor because the lime's are skateboard inspired. But they're not undorky.