honestly? I would do something different, put your hair up, basic skin, highlight the corner of your eyes and cheeks, nude eyeshadow, matte, a lot of mascara to make your eyes pop and that’s all for the eyes. For the lips try a burgundy or aubergine tone, dark and also matte. With the tip of your pinky apply a lil bit of golden eyeshadow in the middle of your lips, rubbing it. That’s it, pretty perfect!
I wouldn’t go really far from the basic t-shirts to be honest. You can try different colors since the dungaree is black and white, but stripes already have quite some personality and you can’t clash too much, in my opinion. What you can do to make it different is to try a black tank top with lace details, making this look more feminine and romantic. The accessories can make a lot of difference too.
For your second question I would say no, I wouldn’t wear those two things together, but this is just my opinion.
I love this color! It usually goes best with light colors, preferably a white top so you can add accessories without problems. You can also wear it with a denim shirt and a colored belt, with flats. But in the end it really depends on your style.
Inspiration images for you: