I don't remember much , I just remember a side character every time the side character would go dating he would end up broken hearted since every time he end up with a crossdresser -despite being straight - after it happened 3 times it became a quote like - is he like xxx xxxxx - about people who would date crossdressers before they discover the truth
Maybe 'The Experimental Log of the Crazy Lich' ? There's a emperor who unintantially interested in crossdressers