In this paper, sufficient conditions ensuring existence and multiplicity of positive solutions for a class of nonlinear singular fractional differential systems are derived with Riemann–Stieltjes coupled integral boundary value conditions in Banach Spaces. Nonlinear functions f(t,u,v) and g(t,u,v) in the considered systems are allowed to be singular at every variable. The boundary conditions here are coupled forms with Riemann–Stieltjes integrals. In order to overcome the difficulties arising from the singularity, a suitable cone is constructed through the properties of Green’s functions associated with the systems. The main tool used in the present paper is the fixed point theorem on cone. Lastly, an example is offered to show the effectiveness of our obtained new results.