So, now that you have your tall boots, how about finding a way to wear them? While sweater dresses and leggings can be fun, they aren’t always appropriate—plus of course you want to vary your look!

But, luckily for you (and me), you can pair your tall boots with dresses. They look good with long dresses especially.

This pintucked dress (which comes in a variety of prints and solid colors) is a great example of a dress to wear with tall boots. The pintucks give it a unique and pretty style, and the length is comfortable for winter, especially with tights underneath.

Another plus size dress is this one, made of comfortable, soft French terry. Pair this with tall boots in a fun color! (Black works, too.)

And finally, this button-front embroidered dress is so pretty and so perfect with a pair of tall black boots. An outfit like this is a great option for holiday church going or other formal events.

For Thanksgiving dinner this year I decided to wear a sweater dress, tights, and knee-high boots. But, while I thought I had tall boots from a few years ago, turns out I didn’t! (I’d given them to Goodwill). Fortunately a quick trip to the mall remedied my problem—because tall boots are EVERYWHERE.

How do you know which tall boots to choose? In some ways they’re all very much alike: neutral colors (mostly black) with a similar shape. But style detail (zippers? scrunch or no? etc.) and heel height can vary a lot between boots.

How did I choose? I picked boots that fit me and were easy to get on. I wanted black, because my sweater dress and tights were shades of gray. And I like basic, so I stayed away from some of the wilder detailing or incredibly high heels.

Your boot choice should be all about what you like and what's comfortable for you. If you can’t find a style you like at a particular store, don’t settle! With all the options out there right now, you will eventually find your perfect set of tall boots. Check out Silhouettes' collection of boots here, and pick out the styles you love.