Cady Goldfield wrote:
As long as you practice with other kickers, then sure those high kicks have a good chance of serving you. But I gotta tell you -- the guys I train with now will take you apart if you try it (and so will I, know that I've learned some of their skills). In summary: Don't try high kicks with highly trained grapplers!
One thing that a lot of people seem to have been saying is that you need to set up a high kick and / or wait for a suitable opening. Is it that highly trained grapplers have particularly better resources against a high kick or just that they don't obligingly stand there and box with you until that opening arrives? So rather than carefully waiting for an oppurtunity you tend to either end up grappling on the floor or getting impatient and going for a high kick when the opening isn't there....
I'm suggesting this based on reading what other people have said and 'thinking about it' rather than from experience of trying it, but afaict once someone's sharp enough / well trained enough to see the high kick coming and go for an effective counter, aren't they going to pretty much own you whether they're a grappler or not?
 and I can see alot of things I wouldn't want to happen to me while high kicking a grappler, but then I wouldn't want a highly trained muay thai fighter to catch my leg and then elbow me in the side of the head,either.
 the latter seeming to be a rather better way of arriving at the truth on these sorts of issues....