We can be hair sisters! That last photo is great - I think it'll be a good look on you. I wonder if I'll ever cut my hair shorter like that.
It was a popular style for punk-ish queer women around me in San Francisco a few years ago (and apparently even more so in NYC - my gay NYC-raised grad student was teasing me about SF being a few years behind), and from there I've watched it become more mainstream. It also got a boost from a well-known DJ (Skrillex) though I heard more people mocking his hair than admiring it.
It feels daring but safe enough, if that makes sense. Especially the shorter versions, I think - it is just the right amount of sharp contrast between the short and longer sections. And it's pretty low maintenance day to day, even if you have to keep up with trimming it regularly. I like my haircut because even if I'm wearing my most basic tee and jeans and sneakers, I know I'll look a little bit edgy.
I saw an older woman with hair just like your first photo at Nordstrom the other day and decided I want to look like her when I'm older. Sadly I probably can't (texture and color too different) but that's ok!