The tucked shirt with low sneakers looks weird to me, as does pulling those jeans up that high. Don't think you're going to have any luck tucking a shirt into those.
Untuck and unbutton shirt, uncuff jeans, sag them a bit. I've never liked the way JPs look on anybody, but I guess lots of other people do. I'd swap them out for pretty much anything with a better/more defined shape, including vans, common projects, desert boots if you must (gasp!), boots with a heel (from anywhere), pretty much anything. The cuff hits that low sneaker awkwardly, try it again in two years when those jeans are like 4-5 shades lighter. I like your glasses. Do more badness with dat hair.