IMO This combo is a good kind of "try hard". Think about it. Youre walking around town or at a concert on a weekend night, you see people with loud club striped shirts, bright polos, and bright ties, 'humor' t-shirts hoping to get attention. A tie will always get you attention (easy opener for girls, they'll try and grab it, ask to wear it, etc). So throwing a slim solid tie onto a normal,cool outfit (dark jeans, white or light button-up) is not a bad idea at all. No need for dress pants or a jacket. Just go with the jeans.