Well I absolutely love lolita as well as military styled clothing so this would be right up my alley. For beginners I would definitely check out tons of references and styles of lolita. I'm a partial rivet head so I wear military clothes every now and then with my docs. Military styled clothing is to look more masculine while lolita is meant to express more femininity. I would see what you could put together to balance those two out. Maybe go for an Ouji *boystyle* outfit or even regular lolita. I'm not sure if this makes sense :P So please if you have any questions ask. I'd really love to see what you do with this!