Why not try smart casual? Comfy shoes and a nice jumper over a shirt can be just as easy to wear. Make up is also good at multitasking these days; tinted moisturizers, eyelash/eyebrow dye, tinted lipbalms...there are very subtle ways to improve your looks without going overboard or having to put a lot of work into it. Personally i don't feel you should have to change for anyone but if the pressure won't go away and you want a short route to fixing the issue, there are ways to do it. You don't have to look pretty but perhaps feeling more presentable would put this issue to bed? All the best.