A few years ago, I decided to take the plunge and purchase a pair of over the knee boots. I was a little nervous about it. I had the fear I couldn’t pull them off and I would end up looking like Julia Roberts in Pretty Woman (you know, pre-Richard Gere). It helped that I didn’t purchase a patent leather pair, and I don’t wear a newsboy cap, but it was sill a fear.
Now that I have had them a couple of years, I feel a lot better about them and a lot more confident. Although I have tall black boots, these just feel different – a little edgier, just a little more out there. They are fun to break out and can really make an outfit.
If you are like me and are a little unsure about them, I’ve got a few things to keep in mind that might help you out.
If you are shopping for your first pair, you might want to start out with a flat boot. I felt a little more comfortable starting with a flat boot. It might just be a mental thing for me, but I felt better starting out with a flat boot. I would love to get a suede heel pair, but right now I only have the one pair.
Another tip if you are just dipping your toe into the over the knee boot pool is to keep the rest of your look fairly simple. They are the statement piece of your outfit, so you might want to keep your outfit simple.
The good news is that over the knee boots really look great with anything – skirts, dresses, leggings, jeans. Mine are stretchy pull ons, so mine probably would be pretty hard for me to get on with jeans, but a stirrup legging would work perfectly. If you are thinking you would want the option to wear them with jeans, you might want to look for a pair that zip to make it a little easier. Or try a pair that isn’t as stretchy and a little looser so you can get those jeans in.
Here are a few of my suggestions for over the knee boots: