It really bothers me how she can stand wearing glasses and headphones at the same time. Shit's uncomfortable son.
Some headphones work better than others with glasses. It's mainly the padding material (I heard velor is better than leather) but I wager clamping angle also playes a part. I suppose the thickness of your glasses' frame also matters.
Can't say for sure since I don't wear glasses, but I did borrow a friend's bluetooth headphone (some B&W model) while outside wearing sunglasses some weeks ago, and they were highly uncomfortable until I took the shades off, so I can sympathize with your plight at least.