If aesthetics is all it's about then I don't think you should transition at all. If it's a combination of the inside and the outside, so to speak, then passing is something you have to 'deal' with in my opinion. Before anything, consider if what you have to lose is far greater than what you have to gain.
I think we live in an age where we have been seeing a greater blend between the gender aesthetic thru all age groups. For example, I went to a supermarket today, and I saw tall, fat, skinny, short, manly handed, large headed, masculine, feminine, androgynous, almost x-rated, clearly shouln't be showing that much flesh for their age/weight/both, wide shouldered, toothless, tatooed, short haired, long haired, badly made up, no makeup,....... type women everywhere. What gave them away as women was everything else that wasn't their appearance, like voice and manerisms etc which has been discussed ad nausea. In fact, one of my partners friends is very masculine looking and sounding (due to cigarettes) for a woman yet she's been married twice and has 2 kids. Her mannerisms and dress sense is very feminine yet she'd make a good looking guy.
Maybe our 'standards' are different in the UK than elsewhere which is why I'm not emmigrating just yet

Also, if transitioning makes you a happier and better person regardless of whether you think you pass, then do it. Especially if it stops you going nuts and ending it all.