A lot of natal women look masculine as all getup. Runway models, artists, actresses... all kinds. There is a very wide dispersion of physical characteristics in the female gender, all dependent on genes. I've seen women with prominent brow-lines that seriously look like men from the side (Pink). I've seen women with very long chins or very wide jaws (Jennifer Aniston and Keira Knightley look REALLY masculine, and absolutely ugly when their photography isn't flattering, yet men drool over them). I've seen women with noses that make them look like a falcon (Barbara Streisand, anyone?). I've seen women with very high browlines (Christina Ricci... yikes.) And I've seen women who have all of the above.
If you're from America, like me, you live in a culture where every image of every woman around you in the media is taken with absolute perfection in mind. Airbrushing, flattering angles, flattering hairstyles and clothes. We start out not knowing left from right as far as fashion and makeup goes, most of the time. So we wonder why we don't look flawless like the girls in magazines. EVERY woman in American goes through this. Do what I do, and look up ugly, unflattering tabloid shots of celebrity women. God does it feel good.
The one bit of advice I can give you, and any other women suffering from this, is VOICE VOICE VOICE. You CAN train your voice to sound perfectly female, but it takes, literally, years. About three years of effort before it slips into a natural state. Fine a good bit of spectrogram software (google deep stealth), practice like hell, and get a speech therapist. I've had years of therapy and HRT, but nothing boosted my confidence more thoroughly than meeting with my speech therapist and perfecting my voice.
I've seen TS girls that pass and are gorgeous (all the surgery, whole 9 yards) and they were too lazy to put in the effort to train their voice, so they sound just plain nasty. It ruins everything completely. Destroys their chances of passing.
We are apes. We need our voices... they, along with our hands, have built everything we know. Neglect your voice, and you'll never pass, no matter what you look like.
Perfect your voice, and you can look pretty damn mannish, but people are just going to think "Goddamn, that is one manly looking woman!" as opposed to "Ew, a crossdresser" if you neglect it.