Chapter 15: Present Day 8

Kennedy’s eyes opened. Helena’s room smelled heavily of sex, stale cum and pussy juice. His mouth tasted the same. No light shone through the blinds, so it wasn’t quite dawn yet. Moving quietly, Kennedy slipped out of Helena’s bedroom and into the bathroom. He showered before brushing his teeth. Returning to his room, Kennedy put his cock cage on and dressed in a basic white smock dress, a bra, and bikini-cut panties. Going to the kitchen, the young man started breakfast. He wasn’t sure what Adam would want, but he made acai fruit bowls for his Mistresses.

Once he had the coffee brewing, Kennedy sat at the kitchen table and considered the previous night. Technically, he was still a virgin because he hadn’t penetrated a pussy with his cock yet. However, that and not having a man cum in his ass were the last sexual experiences he had yet to have. Kennedy thought about his life. He knew his schoolmates would tease and bully him mercilessly if they knew he dressed as a girl at home and that he had incestuous sex with his mother and sister. The teasing would be even worse if they knew he willingly sucked cocks and took them up his ass. However, he also knew his classmates were immature and juvenile compared to him. His Mistress gave him far more responsibility and freedom than any of his classmates, with only Angie Maddison the possible exception.

Kennedy realised he knew more about sex than almost all teenagers and could easily please any girl or woman he dated because his mother and sister had taught him to look after their needs first before worrying about his. His Mistresses rewarded him by allowing him to cum after he’d quenched their desires. Which meant that, unlike other boys his age, Kennedy had magnificent staying power. He figured that he also got more sex than the rest of his male classmates combined.