After I posted last week about getting some new brown ankle boots, I got so many emails and DM’s about fall shoes in general, so I thought I would write a post to help explain! Shoes are easily my favorite part of any outfit, so I really love this time of year due to the sheer amount of variety to choose from! I think every woman should have a great pair of flats, boots (either ankle booties or tall boots), and rain boots.

Sounds simple, right? Haha, I wish! There is always the “basic” option which needs to be fulfilled before you get into the fun stuff, so allow me to suggest the basic options you need for your wardrobe.

Flats: High | Mid |  Low
Tall Boots: High | Mid | Low
Ankle Boots: High | Mid | Low
Rain Boots: High | Mid | Low

All of the shoes I listed come in multiple colors, so start with black. If you find that you wear them all the time, grab another in a different color. Red (burgundy, oxblood, maroon, etc.) is always a great fall/winter color. I just got the Rothy’s in cherry red because I love a red shoe.

Tall Boots
I hate to be the bearer of bad news, but the riding boot isn’t as popular as it has been in previous years. If you’re going to invest in boots, I would go with an over-the-knee (aka OTK) boot. Riding boots are BAD, per se, they just have started to decline in popularity and brands have started focusing on the OTK boot or booties (aka ankle boots). If you like the versatility of the riding boot, I would suggest an OTK version of that.

Ankle Boots
These boots are cute, comfortable, and they go with most outfits. Ankle boots skew more casual than pumps, so take that into consideration if you’re thinking about wearing them for work. I usually have booties in black and grey. Brown is a more casual color, so those are a secondary purchase. (Unless you never wear black.) Also, I wouldn’t recommend getting taupe colored ankle boots with a slit down the side- you can’t wear socks with them and your feet will get cold in the winter.

Rain Boots
My favorite!! This is where I have the most fun. Yes, you can get boring black rain boots, and I do have a pair of those, but colored/patterned ones are the best! Note I didn’t call these snow boots because rain boots (even with those fleece or wool inserts they sell) DO NOT KEEP YOUR FEET WARM IN THE SNOW. Don’t purchase them and think they’ll get you through a cold snowy walk. Nope. Buy snow boots for that. Also, I know a lot of people like Hunter Wellies, and I do too. The only thing I would suggest is to not buy the normal boots but purchase the packable ones instead. They’re much easier to walk in.

I will note that I have almost all of these in my closet and would recommend them. In almost every case- you get what you pay for, so the higher priced shoes tend to be a bit more durable and comfortable. That being said, if you need to replace shoes and don’t have the budget for the pricey options, start with the lower priced ones and work your way up!


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