In this talk we will discuss the connection between combinatorial properties of minimally self-intersecting curves on a surface S and the geometric behaviour of geodesics on S when S is endowed with a Riemannian metric. In particular, we will explain the interplay between a smoothing, which is a type of surgery on a curve that resolves a self-intersection, and k-systoles, which are shortest geodesics having at least k self-intersections, and we will present some results that partially elucidate this interplay. There will be lots of pictures. Based on joint work with Max Neumann-Coto.