Since he was sixteen, he had been continuously sexually active, either with a...

Since he was sixteen, he had been continuously sexually active, either with a girlfriend or through a series of casual flings. From the point of someone like Kibby, he considered, he would be regarded as highly succesful with women.
But the real problem is relationships, which fucking social retards like Kibby can't grasp, because they're just so obsessed with getting their hole.