I've been stewing on some controversial Hollanova headcanons and I have to unleash them to become sane again, even though I am scared the world is not ready. So I'm dipping my toes in with Lilya:
The thing is, I had a Very Russian girl bff in that time period. So I know in my heart of hearts, that Lilya would not be dressing butch like I see in most fanart. If you asked her she would say that she'd actually rather die. Bc being perceived as unfeminine would be worse than death.
Ilya is very much religiously following slavic male fashion trends of the time and trying to project this macho hypermasculine image that his culture expects of him (even though it isn't his true nature), so vice versa, season 1 Lilya would not be caught dead in comfy or unfeminine clothes.
She'd actually be wearing those tacky cut up Ed Hardy tops that show lots of skin (do people remember those?) and skinny jeans she can just barely squeeze into.
She'd wear stiletto heels out shopping, in the club and even on the way to the gym, and if there's blood running down her heels every day that's just a thing you have to deal with to serve *shrug*
She's definitely highlighting her hair and I am sad to report there is quite a high likelihood she is straightening her curls :/ (moment of silence please).
She'd be worried that Jane wouldn't find her hot anymore if she shows up to a hotel night without makeup on or in non-form fitting clothes, cause she thinks it's that hyperfeminine image she projects that Jane is actually attracted to - Jane doesn't KNOW the side of her that is lazy and would like to just not put in the effort. (Jane goes absolutely feral though, when she finally gets to see Lilya without ANY makeup whatsoever for the first time, at the cottage.)
I think she'd be settled in Canada for a while by the time she allows herself to actually be seen out wearing flat shoes in a non sports setting by anyone other than Jane and it would feel really vulnurable and weird for a while.