Now face down with his ass high in the air in a humiliating position, a spot light brilliantly illuminating his virgin hole, Brett gets his first enema. Then, I rimmed his tight, sweat hole, and use my finger to take his virginity. Once he was loosened up, I fucked him with a small, training dildo, being gentle with him because his agreement was so tentative. Poor Brett felt awkward and "strange but complied with all of my requests, including fucking himself with the dildo. I finished by making him sit on the dildo and jerk himself off, surprising even himself that he was able to cum with i...

Now face down with his ass high in the air in a humiliating position, a spot light brilliantly illuminating his virgin hole, Brett gets his first enema. Then, I rimmed his tight, sweat hole, and use my finger to take his virginity. Once he was loosened up, I fucked him with a small, training dildo, being gentle with him because his agreement was so tentative. Poor Brett felt awkward and "strange but complied with all of my requests, including fucking himself with the dildo. I finished by making him sit on the dildo and jerk himself off, surprising even himself that he was able to cum with it inside him, and that the orgasm was so intense.