I want to try using more adventurous lip stuffs and I really love the look of bright lipsticks, but I hate the dryness and the smudging and the not kissing. Please, please tell me there is something or some process out there you recommend for lip fanciness that helps my lips feel moisturized while simultaneously keeping color on my lips and nothing and no one else. <3
The holy grail of lipstick is something moist that doesn't transfer. (Yeah, I still don't like the word moist. *laugh*) There are a variety of products that make some progress, but I think all of them involve some compromise.
You can get longwear lipsticks - but they aren't actually going to last all day and they tend to be very drying. You can counter that by applying lip balm but it's going to vary by brand how that impacts the wear.
My favorite is a matte red from MAC called Ruby Woo - but because it's matte, it's hella dry. And it DOES transfer to other people. I just keep some wet wipes handy if I'm going to be smooching faces there.
Really, though, I think you should check out lip stain! Lip markers are one of my favorite things basically ever. They're a little harder to find than regular lipsticks but they are SO WORTH IT. Because then the color really does stain your lips and stay there. You can remove them with oil-based cleansers.
I really like the color options here:
http://www.josiemarancosmetics.com/shop/lips/magic-marker-lip-and-cheek-stain-jitterbug
There's some bright pinks and a really nice red.
You CAN layer stains, too - like if the color isn't bright enough for you with one layer, let it set and then go back over it! You can apply lip balm if you're feeling dry - but don't put it on first. The lip stain won't go on well over it. Exfoliate your lips a little bit, pat them dry, then go to town with the stain before you moisturize things up.Â
There might be some minor transfer with stains - but it's not going to be anything like  lipstick. Stains are PERFECT for making out. I think you're going to be really pleased.