In the stringy cosmology, we investigate singularities in geodesic surface congruences for the timelike and null strings to yield the Raychaudhuri type equations possessing correction terms associated with the novel features owing to the strings. Assuming the stringy strong energy condition, we have a Hawking-Penrose type inequality equation. If the initial expansion is negative so that the congruence is converging, we show that the expansion must pass through the singularity within a proper time. We observe that the stringy strong energy conditions of both the timelike and null string congruences produce the same inequality equation.