Hi Belle,

I really (REALLY) like the look of leather leggings.  Can you help me figure out what to look for or what to buy?  Maybe what to wear them with?  

Thanks! K

First, let’s talk about how to wear leather leggings.  As with any pair of leggings, both front and rear coverage matters.  This charcoal tunic sweater is a great option.  I also like this high-low cashmere sweater from Neiman Marcus Last Call.  But the best choice has to be this $40 cowl-neck, cable tunic in ivory.  I love the contrast between the slick leather and the cable knit.

You can also layer the leggings under a simple sweater dress.  This cashmere sweater from Bloomingdale’s is lovely.

Now, onto which leggings I like…

Ann Taylor Leather-Ponte Leggings ($98, also in tall and petite)

The nice thing about a longer sweater is that it provides balance for the pear-shaped among us.  But even with that coverage, full-leather (or leather-like) leggings were too much for my psyche to handle.  After trying on a half-dozen pair, I decided  to go for a mix of leather and ponte.  Much better.  (These Guess leggings are a good under-$75 option.)

Want the full leather look?  I like that these Karen Kane leggings have an elastic waistband and a not-to-shiny finish.  The new Piperlime Collection has a good-looking pair for $98.  This Michael Kors pair also have a great look to them.

Plus-size?  These Ralph Lauren leather-like leggings are a good option.  Need something under-$75? Try these mixed media leggings.

Now, let’s talk about footwear.  Tall leather boots with leather leggings…too much like you should be carrying a whip and wearing a dog collar.  I recommend pointed toe pumps or suede booties.  A pair of patent-leather flats is also a good option.