For an effortlessly smart look, consider pairing a navy sweatshirt with grey plaid dress pants — these pieces play really well together. You know how to breathe a dose of sophistication into this ensemble: tassel loafers. Springtime is a beautiful time of year and it calls for kick-ass outfits just like this one. A great ensemble to make you a sharp gentleman in his 30s, rather than just a gentleman in his 30s.