First off, as much as you would like to, you can’t wear jeans every day. Especially jean shorts.
Now that the awkwardess is out of the way, may we suggest a smooth alternative – khakis. Not quite dress pants and not quite jeans, khakis can be your go-to attire when you want to wear something so people take you seriously (but not too seriously).
Pair them with a button up and you are ready to go to a nice dinner in a 3-star restaurant (no, not a 4 or 5-star). Pair them with a navy blazer and john varvatos converse all-stars and you are ready to hit the boat club with your wanna-be friends from college. Pair them with a black v-neck and some havaiana flip flops and you are ready to be oh-so-fresh at that trendy L.A. rooftop bar by the beach.
Ready to fight the mad bomber that has been blowing up busses? Rock out with a white t-shirt and a bullet proof vest (see: Keanu).