i want to buy cowboy boot but i have no idea how im supposed wear them.. im more concerned about what to wear on the top side then the bottom

where can i get NICE cowboy boots or something similar in toronto?
nothing second hand, none of that.
something stylish but really ressembles a cowboy boot.
links would be even better
thx!

I grew tired of wearing the baggy, homeboy type jeans that have been so popular for the past decade. In my quest for the best, I was introduced to shopping in the women’s department and found I am an 11Long. I currently have a bunch of pairs of womens and junior’s jeans in my wardrobe, and my favorites are these stretch flares that are more bellbottom than flared. I wear these with black sneakers or chunky boots and usually a T shirt or button down. I also own some frye boots that look great with tight jeans, usually i wear a straighter leg jean with those, but i like the cowboy boot and bellbottom look too. I have long hair and my ears pierced and I think I pull off a look thats kind of funky/rock’n'roll – definitely a huge contrast to the preppy/emo/skater/homie styles that are currently the rage. I guess my question is, does anyone think I am making a huge fashion mistake? I feel like tight jeans are getting popular, so it’s not too out of the ordinary, but are the flares an issue?

i want black leather flat boots but in a size for a kid. well it’s neither five in women or 3.5 in kids. i like it kinda slouchy but it doesn’t have to be. or if there isn’t any i would like a brown western cowboy boot same size. price under 0
i don’t want uggs nor suede so please and thank you