So his mom made sure he was kept diapered for all his naps and before putting him to bed at night. Since Tommy tended to be both immature and a bit of a sissy, his mom made use of the girl next door, Brooke, to babysit him him when she couldn't be around. This happened every Thursday and Friday night when his mom had to work late at the hospital.
Even though Brooke was only a couple years older than Tommy, his mom gave her full authority over her son, a fact that made Tommy burn with resentment. And often times, Brooke would insist on putting him in his diapers as soon as she came over, rather than waiting until his bedtime of 9 pm. Tonight was just such a night and Brooke was known for her strong willed nature with the effeminate boy.
Laying three of the soft, thick diapers on the changing pad, she led Tommy over and sat him down upon them. Looking up at her, he blushed with embarrassment at this necessary ritual of shame. As usual, she was dressed casually in a halter top and shorts but he was entranced by the view of her bosom as she bent over to powder his hairless crotch.
"Its diaper time, Tommy," she said in her teasing voice which only made him blush deeper.
"C-can't we wait until bedtime," he whimpered weakly.
"Sorry baby, what kind of babysitter would I be if I let you wet your pants? Your mom would never forgive me," she explained as she sprinkled fragrant baby powder on him.
"B-but I don't wet my pants," he cried indignantly and his feet kicked in frustration.
"Maybe," she said skeptically, "but I don't want to take any chances. When I'm in charge, you'll wear your diapers all the time, day or night."
Tommy pouted as she pulled the sides of his diapers up and pinned them securely, followed by the other side. Being diapered like a helpless toddler never failed to emphasis the dynamic between them. Although in his imagination, he felt like Brooke was more or less his peer, in reality, she thought of him as little more than a sissy bedwetter.
"And now for your plastic panties so you'll be all safe and secure," she said with a smug smile.
Tommy could only continue to blush as she snaked the colorful yellow nursery print panties up his skinny legs and over his bulging diapers. After powdering between his legs, she patted the thick front of his diaper, as if dismissing the fact that he was even male in any meaningful way.
"There you are Tommy, now you can go and play with your toys for another hour."