Of all the styles and cuts of jeans available, my favorite style has to be skinny jeans. They are super convenient to wear with boots since they aren't bulky at the bottom and you don't have to get them tailored to the right length like you would with most boot-cut jeans.
The most useful tip I can offer about jeans is to buy jeans that are described as having a "mid-rise" cut.
It's a happy medium between "low-rise" cut which can give you that overstuffed look around the waist, and mom jeans which sit at your belly button and can be unflattering on your butt.
The brands of skinny that I have and are recommending are all "premium" denim, but I since I bought them all on clearance they actually cost an average of $60 each: If you go to someplace like the Nordstrom Rack, or online to 6pm.com you can usually find a good deal on denim.
1. Paige Denim "Skyline"
These are fitted without being skintight and come in many shades of blue and more. They are my favorites!
2. 7 for All Mankind
These are made from a nice stretchy denim that isn't overly tight, but they do hold their shape when you wear them and don't get baggy at the knees.
3. J. Brand "Grayson"
For some variety you could try these because with the cargo pockets on the side, flap pockets on the back and the zips on the front are fun without straying too far from the skinny jean silhouette.