Hi Emily --
You look great even in #1 but the "afters" definitely give a different look -- so polished and what a great job with your hair.
I'm more of a natural lip person so am drawn to that look, but the brighter lip color really suits your intense eye color.
I switched to LM foundation last year and while the primer (sample) made a bit of a difference in look/staying power, it wasn't enough for me to want to use it daily. Of course everyone's skin is different, but I'm pretty sure you'll find the tinted moisturizer is great in and of itself for everyday and the primer a nice add-on.
Have fun with your new "tools!"