I'm with the minority - I did have a kilt pin get caught, it did rip the kilt apron, and as a result I only wear a pin on dress occasions. Especially with the number of jumping dogs I encounter in casual situations.
When I do wear a kiltpin, I also stay away from the "sword" type. My favorites are my X Marks kilt pin and one similar to this:
(I have really got to take some pictures ...)
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