As for whether I like it or not, it depends on the character and the context. For example, Maki in the manga linked above... well, she really rocked it! Yowza!
Damn I miss Aigaaru, both Maki and the premise were great. It's a 5-ch. manga but only the first two were translated. If only someone would translate the remaining 3 chapters!
Maki was a perfect example of full drag: man suit, tie, boyish haircut, manly body outline... like one of those crossdressing girls at drag king host clubs, lol.
Since we are on the subject, what about uniforms? Like military ones. Male officers wear an officer suit, shirt and tie. Counts as a full suit, right? The ladies, I'm not sure, but prolly wear a version with skirt, so... if a woman was to wear the male officer uniform, complete with pants... would that look better than the normal lady uniform?