My all time favorite red lipstick is Ruby Woo w/Cherry Lip Liner! If I want a glossy look, I'll top it off with Pure Vanity(LE).
I've been fortunate enough to be able to pull off any red. However, I find Orange based Reds are my least favorite. I can wear them, but I prefer the Blue Based reds much more
NARS has a Matte Lip Pencil called Dragon Girl and I also adore Christian Dior's Electrifying Red for a nice 1940s feel. More people seem to prefer me in red, it's sort of my signature lip color, even if I'm wearing a dramatic eye