/fa/ - Fashion

Hey /fa/, /sci/ here. I need specific help on some university wear.
I'm 183 cm, 67 kg. I'm also quite a poorfag so my closet currently has 3 tshirts, a hoodie, a pair of nice black jeans (my size and length, but not skin tight, just classical jeans, should I get them tailored?) and very light dark beige cargo (they have lots of pockets?) pants that I wear in summer time (gets way too hot for jeans over here). I want to replace the tshirts with something like pic related. I want long sleeved ones with that button thing for rolling the sleeves up (is there a name for that?) so I can wear them both in summer and winter. Is that a good idea? What colours should I go for?
I have limited funds. Should I go for 3-4 lower quality shirts, so I can cycle them and not look like I have only 2 shirts, or should I go for quality, but buy only 2? I once had the opportunity to wear an expensive silk shirt and it was very comfortable, but I doubt I could afford more than one of those.
As for shoes, I've been wearing worn up military boots, but I'll invest in Converse All Stars (above ankles). Color suggestions? Something that would go with shirts would be nice.

Overall I don't want to look like an obvious poorfag. I'm not from USA if that is of any relevance. I'll obviously try to go for the best fit possible. Can you tailor these?