1. Color(s)

Unless money is no object, you're going to want to keep your spring and fall wardrobes in mind, and make sure your cowboy rain boots will match at least 75% of your ensembles, and not cause people to wince and cover their eyes in the other 25%.

2. Return Policy

Especially if you're buying online. Don't ever buy online without reading those terms and conditions people usually so blithely click through, unread. If the boots are absolutely adorable, but you cry when you think about wearing them, then you'll need to exchange them for ones that actually fit. Don't just keep them because they're such a bother to return.

3. Sizing

If you're ordering online, do some research. The Dav brand, for example, is repeatedly mentioned as running very small, while Capellis are said to run big. Have your foot properly measured, since feet do change over time. Take into consideration what you will be wearing inside the boot. If thick, bulky socks will be the norm, then you will want to add another ½ size. This will be what size you will buy unless the reviews state the boots run large or small.

4. Length of time on foot

If you're just going to wear cowboy rain boots to get from Point A to Point B, you won't need to be as great a stickler on comfort. Consider not only how long you'll be in them, but how long you'll actually be on your feet. If they feel snug the minute you put them on, you're probably looking at an exchange. But if you will mostly be sitting, and just walking a block or two, then you might decide to keep them.

5. Price

Only in the sense that you are probably going to want to buy ten pairs. These boots are adorable! They
come in a practically unlimited array of colors and designs, and not just standard designs, either. There's a pair that has beautiful red roses on a background of skulls. 60's psychedelic designs, standard cowboy, peacock feathers, tattoos, rainbows, cartoon characters, geishas, and more. There really is no limit to the variety these boots encompass.

6. Designers

There are quite a few manufacturers creating cowboy rain boots, so unless you instantly find the pair you love, do some looking. Designers range from Dav to Nomad, Rain Bops and beyond.

As you have no doubt realized by now, your decision isn't whether or not to buy cowboy rain boots. It's what designer, what style, and how many pairs you can justify acquiring. If you're reading reviews and seeing overall happiness with their purchase, that's the manufacturer you'll likely want to purchase from.