What makeup?

Ok beautiful artistic women... (and gents maybe if there’s any on this group).. I’ve never been the type to wear makeup. Maybe some eyeliner and even then in moderation. So I’d like to surprise someone .. do my hair.. put on something sexy and yes.. put on actual makeup and look alittle daring. My problem is I am not accustomed to lipsticks. Honestly even when wearing makeup I’ve always ended up putting chapstick on and having a semi glossy natural tone to my lips. In fact at times I feel like makeup doesn’t look right on me 🤷🏻‍♀️. Maybe it’s because I’m not used to it. But I’m trying to figure out what color lipstick or gloss whatever, would suite me for this occasion I described above. I’m wanting to go with something bold. Something surprising because I always go natural without makeup. Also any suggestions in general such as with my eye makeup and what might work best. Any of you beautiful people have any thoughts on the topic based on my pics? Thanks :).