I like the cropped jeans outfit on the RI link. What is going on with those boots in the white mini skirt picture. They look like they have fur leg warmers over the top.
As far as tucking in jeans goes this is why you have to get skinny jeans as the bootcut ones have too much fabric which ruins the fit in the boots. You can get them to fit by pulling the fabric tight and wrapping the excess round your ankle. If the boots aren't long enough though you get it bulking out over the top of the boot. The best fit are skinny, cropped jeans so there's hardly anything to tuck in. It's also easier if your boots are zip up. I have pull on boots and I can only fit skinny jeans into them.
And as for skinny jeans those high heels look dreadful with them, even with the teenage models. I tried ballet shoes with my skinnies but even they look a bit odd. Now only to be worn with boots...