I recently went through my lip product pocket and dug out this MAC Ruby Woo lipstick I bought a while ago in my hunt for the perfect red. It makes for an interesting photograph but I think that it's just a bit too dayglow against my skin for everyday use. I've decided to hang onto it for the time being because it's a very charismatic color. I don't think it looks bad on me, per say, it's just a little louder than my usual makeup but I think it'd be fun to wear out places, especially at night so I'll be putting it back into rotation.
If you're curious, I did eventually find my perfect red lip color: MAC's Russian Red. A makeup artist put it on me and I fell in love instantly and went and bought the shade the very next day and have been wearing it ever since!
Jacket: Land's End (Somewhat similar here)
Shoes: J. Crew