I have an and always will believe that Winter and Autumn are the best times to experiment with a bold lip. I usually tend to go with more purple under toned lipsticks because I feel that they work better with my makeup. My all time favourite autumn/winter lipstick is the Maybelline Colour Sensation Lipstick in Midnight Plum. It last pretty much all day and even when it fades it leaves a lovely colour to my lips.
I just bought one of the Apocalips and Kate Moss Rimmel lipsticks (and some other lip products) in darker colors. I didn’t think I’d ever go for them, but something about Fall makes me want to wear plum lipstick 😀
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I thought exactly the same thing, I have never really gone for bold lipsticks but I am SO in love with Midnight Plum. A tad more subtle than a bright red but lasts all day 🙂