Over the course of their exam, the handsome doctor gets Jonathan undressed. The boy’s firm, young body had become muscular and toned in ways that were quite admirable. Although he’d been through the exam many times in the past, the boy seemed fidgety whenever the doctor touched his body. Dr. Wolf could tell the boy was enjoying his touch. The doctor hadn’t yet asked the boy about his sexual orientation, but he wondered if the young man would confirm his suspicions.

Given the advent of online pornography, the boy’s concern shouldn’t have caught the physician so completely off guard! Not only was the boy into other boys, but he was into men who were much bigger than him. He was surprised to find the boy was extremely nervous that he wouldn’t be able to accommodate much inside his tight little backside.

The handsome, older man quickly reassured Jonathan that his little anus was indeed quite pliable. With some practice, the boy would learn to accommodate the girthiest and largest of endowments. Dr. Wolf knew from experience that the issue was almost always psychological — fear of the unknown during a boy’s first time. His explanation prompted Jonathan to ask if he could show Dr. Wolf the problem, and maybe then help him figure out the best way to loosen up…

The young athlete quickly lies face down on the exam table while the tall, handsome doctor begins the slow process of filling his virgin hole with a plug. It satisfied the doctor to feel the boy's tight sphincter struggle to take the small bulb. As the boy’s moans went from pain to pleasure, he was given the feeling of being penetrated, and the doctor became even more aroused!

As the small guy struggles to take the stretching, his trust in his doctor makes it possible. He feels safe in the big, strong hands of the handsome man. The doctor is hardly surprised by how aroused the young man had become, but was surprised by how quickly the boy’s little anus seemed to readily accommodate more.

Dr. Wolf was turned on by his tiny patient’s deflowering, watching with pride and excitement as the little guy took more and more of what he was given. Jonathan’s cock grew hard against the table, leaking a river of precum as Dr. Wolf finally offers him the chance to upgrade to the real thing…

The boy responds by lifting his legs and watching as his tall, handsome doctor pulls his huge cock out of his pants and readies it for his hole. He can’t believe the size of the man’s huge erection! With his ass warmed up and wet, the doctor pushes the enormously fat mushroom head of his cock past the virgin boy’s tight little sphincter. It doesn’t take long before he’s able to take the giant man’s member smoothly, feeling it slide up against his prostate in one, long, pleasant push.

Jonathan can’t believe he’s finally losing his virginity, but can’t be happier to have it happen in the safety and privacy of his doctor’s office! Dr. Wolf pumps his thick cock into the small boy, giving him the most explosive and pleasurable orgasm of his young life to date!