M.M.
I personally think that skinny jeans w/ boots look good on most frames. It's just important to note that skinny does NOT = skin tight! That seems to be a big misconception out there. You just need regular jeans that taper at the bottom to be able to get them into boots. And the boots should not be calf hugging heels, but looser on the calves and with a lower heel.
That's JMO, but THAT look, I think, flatters most. It's when you try to squeeze in to too small pants and tight boots that things don't look good - on anyone. And in that vein, skinny jeans on the bottom should be paired with a looser fitting top.
I'm also a big fan of leggings with a tunic or longer sweater. Again, with boots. Or a sweater dress. Very easy to throw on and go for the day.
To echo someone else, Old Navy has some great cute stuff out there right now (I LOVE their leggings, and they're $8).