Have you tried IEMs?
I recently looked into IEM's cause I figured, if audiophiles love IEM's for music why not for video games?!?! Also great for just music listening. All the things that audiophiles gush about, sound separation, directionality, sound stage (still trying to figure this one out), they kinda work in video games too! I wear glasses, so eventually the headphones start to hurt the sides of my face... and I really dislike headset hair lol and have in ears are more comfortable to me.
If you ever get tired of headset, look into some IEM's. I picked up the FiiO FH3's but apparently the KZ ZS10 Pro is fantastic at only $50!
EDIT: they're all wired, so If you hate wires then these might not work for you.