The equestrian look is a major trend this season, so a riding boot is a definite must-have. Try them over skinny jeans or cords, or under a maxi skirt. Frye boots are a classic, so don't worry about these ever going out of style.
With a simple two-tone look and rounded edges, this pair is effortlessly elegant. Try it with a plaid blazer for a Ladies & Gents look.
This riding boot has a little heel, which will make your legs look like you've been riding horses your whole life! The heel also keeps the look from overwhelming a smaller frame.
I know I have trouble getting tight, tall boots over my legs sometimes. Try a pair like these that has a stretch panel down the sides, giving you extra room in the calves. These look awesome in black too!
Out of the country, and into the city! The Moto (i.e. Motorcycle) boot is another must-have this season. Can't you just see this pair wandering the streets of Paris?
Leather, buckles, and studs... oh my! Who said Moto boots had to be black? I'd love these with an oversized, soft pink cashmere sweater...
You can even get the Moto look in rain boots! How cute are these?
One trend that never goes away is the cowboy boot.
Cowboy boots can have higher heels, too! Take these for a night out as a comfortable alternative to spiked heel boots.
The final boot style is the bootie. Because of their low profile, these boots can go with maxi skirts, short skirts and tights, tucked-into jeans... you name it, they work!
The wedge bootie is one of the most important shoe shapes this season. Wear it with cropped pants and a blouse.
This heeled platform bootie shows femininity and power. Hands down, these are one of the sexiest, most affordable pairs out there!
Lastly, for those of you who have trouble getting boots to fit your calves, J.Crew, Cole Haan, and Zappos have extended calf size boots.