For me in 1.0 at launch my tail clipped with everything that wasn't skin tight. It was in a lot of ways worse than it is now. Even later as a whm there was actually a strip of the af skirt missing in the back in order to keep it from clipping for Miqo'te. One of the things they changed in the transition to 2.0 was where tails naturally hung and rested to try and cut down on clipping (they rest a little farther away from the body now). I agree that it is baffling that SE doesn't take ears/tails/horns into account at the design phase for gear (or hairstyles for that matter), but they never have so I don't have any real hope that they will change