Gucci F/W 2011
I know a few of you will comment, confessing your fear of the dark lipstick. I’ve been there; I know how you feel. My foray into darkness was with Tom Ford’s ‘Moroccan Rouge’, which isn’t even that dark but… baby steps. 
Tom Ford ‘Bruised Plum’ ($52 at Holt Renfrew)
Now that I’m fully assimilated, I would even give Mr. Ford’s ‘Bruised Plum’ a try. I know it’s one of Solo Lisa‘s favourite shades and looks phenomenal on her, not scary at all. 
Sisley Hydrating Long Lasting Lipstick #L24 ($60 at Holt Renfrew)
It’s just a shade darker than my recent cherry love, Sisley’s #L24, which arrived at my desk last spring: one season too early, but now we’re very chummy. It also marks my first lipstick by Sisley, and it’s so incredibly luxe (explains the hefty price).
THE STEAL: Revlon ‘Black Cherry’ ($8.99 at Shoppers Drug Mart)
Unless you’re a beauty writer/blogger, there is really no point in testing your dark lipstick tolerance with $50+ lipsticks, so let’s talk about some stellar reasonably priced options. Revlon makes some of my favourite shades and ‘Black Cherry’ is a beautiful deep glossy shade of cherry. If the gloss is too much, then try Revlon’s Matte Lipstick in ‘Wine Not’. 
Clinique Dual Ended Almost Lipstick & Long Last Glosswear in ‘Black Honey’ ($26 at The Bay and Shoppers Drug Mart)

And if you’re indecisive and you want to play with both the lipstick and the gloss, then you’ll love Clinique’s ingenious Dual Ended Almost Lipstick & Long Last Glosswear in ‘Black Honey’, part of their winter collection. 
I was going to call this post “Cherry Lipstick” but I was afraid I’d have that Katy Perry “Cherry Chapstick” song in my head all day. And now you do! Sorry.