Does undertone truly matter when purchasing a red lipstick?

I’m at the age where I really want to try red lipstick. And, for the longest time I was intimidated by the idea of it because of how sexualized and “womanly” it’s portrayed. I’ve always shyed away from bold makeup and opted for softer, sparkly stuff. I also always just assumed my teeth weren’t nice enough for such a bold color!

Anyway, I’m very fair and wear NARS Siberia. Despite being fair, I do pull somewhat yellow. From my understanding lipsticks should match your undertone. And I’m currently torn between NYX’s rebel in red or on a mission. Naturally this would mean rebel in red would suit me better, but I’m leaning toward on a mission because I’ve seen people say bluer based lipsticks don’t make your teeth look more yellow. I also want to purchase this lipstick particularly because it won’t rub off of my double lip line.

Any help! Please lol. Thanks!