Markxchan: From what I can see in the pic, I think you look wonderful in that skirt. Too bad you don't show much of the rest of your body: you seem to have nice, slender figure (and great legs!). Now... that being said, I don't know how things are there in Philipines, but I would strongly advise that, if it really is your
first-ever outing in a skirt, to try a longer one first (just above or below the knees).
I'd add: maybe something considered "masculine", like a kilt, sarong, or whatever makes you feel
confident. Not that the mini-skirt is wrong. No, not at all! On the contrary! By all means: wear it! But even for a young female, it sometimes takes an amount of bravery to wear a miniskirt for her first outings. Once you've worn a knee on ankle-length skirt several times (in front of your girlfriend, parents, relatives, friends) you'll have summoned enough confidence to wear the miniskirt (and you'll know about the circumstances, if any, in which it's not really a good idea to wear it).
I agree... boots would look great with it. I'm not into anything even remotely "military" (my skirts rather have flower-patterns), but I must admit that yours is a really nice skirt.
Again: I cannot tell how people will react in your country. All I can say is that I've travelled a lot, and I've "skirted" in front of widely diverse kinds of collectivities. I've concluded that reactions are quite similar in the different countries I've visited (I've never been to Asian nations like yours, though). As for the "lot of gay people" in Philippines... there are lots of gay people everywhere! Most of my own friends are gay, and I haven't been raped! ... yet

As a matter of fact, my guess is that, if you have any gay friend, he or she might rather give you support in your new venture.
take Care,
Juan