I have noticed the same on mine, though they sit less comically then yours I guess it depends on how you bend your headband. I have used the wooden Room's Audio line stands for a while, and have a single black Pro. They used to fit my headphones well previously, but the LCD-5 just doesn't go on right and the VC (with new headband) has a gap also, so I switched to the Woo Audio dual stands, which are just fantastic, though quite expensive these days (especially shipping to EU).Yes, I think taking the cables on and off would wear out the headphone female jacks prematurely, wouldn't it? And on the regular ROOMs stand (not Pro) the ZMFs stand nicely with the earpads not touching and allow about 5 centimeters of space for the cable to come down vertically before it turns gently. I don't see a risk of stress on the cable. And I like the non-Pro version because it all fits nicely in my cabinet to protect everything from dust (and to look good - although these pictures don't do it justice). Hope this helps on what ROOMs is about.
By the way, notice that the old ZMF headband sits perfectly on the stand. The new headband doesn't do that because of its design, but I still think it gets all the resting support it needs without creating marks.
The only quibble I have with the Room's is that my hair product seems to settle on the top of the holder and I can't really get it off without damaging the lacquer. Quite annoying and the main reason I moved away from wood stands to the Woo Audio, and why I decided not to go for the ZMF Salire.
If you have the old headband style, I can certainly recommend the Room's audio line, they are very nice. It seems they increased their prices as well so at this point I would personally go for a ZMF Salire if looking for a wood stand, or the Woo Audio if you want a premium metal stand. No bad products here though.