I'll admit, grudgingly, that I went through a period in undergrad where I thought that a magical cleavage fairy would leave quarters under my pillow if my plunging neckline actually intersected with my navel. Basically, I became famous for attending my gay roommate's fraternity formal (I was his beard), pausing for a moment, staring downward, and then drunkenly muttering, "Good, my nipples are still covered."
But, as I age, I am haunted by the image of Mariah Carey stuffed into her boob-exposing monstrosities. Although an open neckline helps create a more proportionate figure and balances out hips, sometimes it's just a little Client #9. So, I appreciate Shipley and Halmos. Their styles are perfect for work, and they remind me of a mixture of Mod, Annie Hall, and Katherine Hepburn. Tailored and sophisticated, you're guaranteed to not look like you're wearing a Eurotrash sausage casing.
This lightweight trench ($436) is great for in-between weather, and the bow detail at the collar offers a feminine twist.

See All Of The Week’s Sample Sales
Check Out Lady Gaga and Cate Blanchett In Vogue
Avoid Winter Doldrums with Franco Sarto Boots