Turtleneck: Express (old, similar)  ||  Skirt: Urban Outfitters ||  OTK boots: Nina (old, similar) — Turtleneck: Express (old, similar) || Skirt: Urban Outfitters || OTK boots: Nina (old, similar)

For the longest time I've struggled with how to wear over the knee boots and not look like Pretty Woman. I've always thought they were so chic but couldn't get past the overly sexy stigma that comes with them. And to be completely honest, I'm not the biggest fan of OTK's with jeans. You can definitely do it well but I guess I just don't think it's my style. Who knows....maybe I'll change my mind. But I think the key to wearing these statement boots is to make sure the rest of your outfit is more modest. Try pairing your OTK's with a skirt or dress that is loose or bell shaped (read - not form fitting) and make sure it's not too short so there's only a little bit of room between the top of the boot and your hemline. I like this button-front denim skirt for a fun 70's vibe. Complete the look with a conservative top like a retro turtleneck. Or if you're wearing a dress, try a long sleeve high neck A-line frock to keep with the 70's style or layer an over-sized chunky cardigan or coat to add more length and down play the bold OTKs. This way you're more covered up and still rocking one of fall's biggest trends. Here are a few outfit inspirations to pair with your fav thigh highs. For more do's and don'ts of how to wear over the knee boots, check out this Who What Wear article.