Here's an interesting way to wear leather: take a very classic dress design and make it leather. This is exactly what Rag & Bone has done with their Raw Edge Leather Dress ($995 - eek!).
It's great for going out worn as above with cool boots... but the great thing about the design is that it's classic enough that you could throw on a long cardigan and some tights and wear it to the office too. With a piece this expensive you'd want to get a lot of wear out of it...
I've found two more options for menswear inspired dresses that are thankfully much more affordable than the gorgeous D&G version that I wrote about earlier this Fall.
This one by Nanette Lepore ($350) in a wool blend plaid, can be dressed up or down. Layer it with a thin turtleneck for a day look or wear it alone with super-high black heels and a chic clutch for evening. Here in this picture from Bloomingdales they've layered it with a cap sleeve top, I'm not very fond of that look personally. This dress actually looks much better in person! They have it in the window at the Precision boutique on 3rd Ave betw. 74th and 75th Streets right now, it's a really beautiful dress.
This one from BR Monogram Collection ($224) is a cotton/poly blend in a classic glenplaid. It has a twisted neckline similar to the D&G dress. Straight skirt and narrow belted waist. It's a more dressy look than the Nanette Lepore but you could layer it with a sweater for work to make it a day into night option.
