Totally Bootilicious! I am a BIG fan of booties, ankle boots if you like. They are drop-dead sexy and make jeans or skirts look amazeballs without even trying. Strictly speaking, booties are boot-shoes, always with a heel and up to or covering the ankle. But let’s not get too hung up on labels, right?

I prefer to wear my booties with either skinnies or a skirt with which I can wear black opaque or highly decorative stockings (usually in black) or black fishnets. But that’s just me. I readily acknowledge that booties are hot hot HOT and can be worn with just about anything and in any colour.


So I went searching for some street style booties to give you styling inspiration from around the globe. That’s the thing I love about street style; it’s not off a runway or styled for a photo shoot – it’s what YOU think about how fashion can be worn. Individual. Creative. Fabulous! And there are some GORGEOUS street style booties in this collection.

Silver sparkles (luxe with jeans) and Kate Moss, looking fierce.

Silver sparkles (luxe with jeans) and Kate Moss, looking fierce.


You MUST have a pair or leopard ankle boots; I have two pairs (wish I had more) – one is a pair of Wittner stilletto lace-ups  in leopard pony hair with black heel (I’m wearing them right now with black + blue French Connection skinny jeans, a black asymmetrical knit and IZOA statement necklace in blue + turquoise + crystals). The other pair is from  Nine West and they have a chunky high heel also covered in faux leopard pony hair.

I wear my leopard booties with skinny denim, skinny black jeans, grey skinny military pants, and with black stockings and black skirt or blacks stockings and red skirt. I LOVE leopard print with red. Anyway, back to street style booties.

street-style-booties.8 street-style-booties.3 street-style-booties.7

Sigh. From skinny jeans to leggings and even a cute tutu with leather jacket; street style booties have so many options.

street-style-booties.11 street-style-booties.6 street-style-booties.9 street-style-booties.4

Do you love booties? How many pairs do you own? How do you like to wear yours? What style tips do you have for our other readers?

See more Street Style here on Don’t Call Me Penny.

Shoes in this collection include Nicholas Kirkwood, Balenciaga, Fendi, Acne, Nike, Yves saint Laurent, and Mui Mi with images aslo courtsy of,, Adam Katz, Caroline Sieber, and Tumblr.

%d bloggers like this: