If there’s one shoe trend that I’m happy stuck around it’s the booties (click here to see some celeb outfit inspiration)! Now I love the way they look with just abut anything BUT there’s an effortless feel when they’re worn with shorts and dresses. The key to booties with shorts and dresses is not to put too much thought into them. Keep them unfussy with flowy dresses, rolled up skinny jeans or with your favorite shorts. My favorites are the lighter colored tan pairs that help elongate the legs and give a boho-ish vibe; while the black booties give outfits some edge. There’s a ton of different options out there from fringed, studded, zippered and even buckled, but it’s the slip on ones that are the easiest to wear with everything giving you more mileage (and we all know that boots get better with every wear). Check out some of my favorite pairs under $100 and what to wear them with.