We investigate generalized inverses of matrices associated with two classes of digraphs: double star digraphs and D-linked stars digraphs. For double star digraphs, we determine the Drazin index and derive explicit formulas for the Drazin inverse. We also provide necessary and sufficient conditions for the existence of the Moore-Penrose inverse and give its explicit expression whenever it exists. For D-linked stars digraphs, we characterize when the group inverse exists and obtain its explicit form. In the singular case where BC = 0, we express the Drazin index of the matrix in terms of the Drazin index of the base digraph matrix. Additionally, we establish necessary and sufficient conditions for Moore--Penrose invertibility and derive explicit formulas in that case. Our results reveal a clear connection between the algebraic structure of generalized inverses and the combinatorial properties of these graph classes, providing a unified framework for group, Drazin, and Moore-Penrose invertibility.