Make him a sissy bitch boy.

Chet Masters is 5 feet tall and weighs under 100 pounds, he is weak and wimpy and gets tired just from carrying around a backpack. In high school he was the manager of the football team but in reality they just used him for "relief" and brutally fucked his mouth and boy pussy. He can only get hard from being dominated and humiliated but he's also a premature ejaculator and will cum the moment a dick or dildo enters his ass or just from seeing a woman's bare foot close to his penis. Chet's penis is 2 inches long when hard but he cums a surprisingly large amount. Chet is incontinent and has worn a diaper for his entire life he is unable to change himself and relies on help from others. Chet tries to act tough but he has a hard time disobeying orders from others and only wears girl clothes since they are all his mother will provide him with. Chet is dating Sucktoy Doe but the closest they have come to sex is her stepping on his dick through his diaper. Chet looks extremely feminine.

John finished writing this and looked where Chet had been standing. Now instead of a big intimidating blonde jock there was a tiny thin little twink wearing a pretty pink princess dress that did not fully conceal his big puffy diaper. One of his football buddies grabbed Chet's ass and he yelped thrusting his hips forward, quite obviously cumming into his diaper.

"I don't see why you don't just take a dildo and fuck his pert little ass." Said Chet's former buddy looking at Sucktoy.

"Oh please." She replied a look of genuine disgust on her face. "As if I would ever have sex with this little pervert." She then hooked his leg with her own pulling Chet down so he landed hard on his ass and stepped right on his crotch digging her foot in for emphasis. Chet shuddered and jerked obviously cumming multiple times. Suddenly Chet's face changed from orgasmic bliss to hope mixed with terror.

"Mistress Sucktoy. This total pervert has pissed his diaper would you please assist this one in changing his diaper?" He pleaded with her. She looked down at him with disgust.

"No little bitchboy you're going to stew in that mix of urine and semen for a while maybe it will teach you not to be such a quick shot."

"Yes Mistress Sucktoy." He looked morose and dejected. This was pretty funny but you were still mad at your sister.

"Sucktoy that's not very nice change his diaper and give him a handjob to make up for being so mean. However you are right that he did bad so once you're done come up with a humiliating way for him to throw it out."

Sucktoy glared at John but obeyed, pushing Chet down onto his back and lifting up his skirt. The moment she touched his diaper his hips thrust and he came again. The diaper was so full now that semen was starting to spill out of the edges. She undid the clasps and opened it up. What was waiting inside was a soaking yellow pad and what looked like a gallon of semen, John was impressed that the tiny little dicklet Chet was sporting could hold that much semen. Looking none to happy about it Sucktoy grabbed his dick, one hand easily held the entire thing, and gave it a quick jerk. This was enough for Chets hips to buck and white gooey semen to start leaking out from her hand. Once he had finished she wiped her hand off on his face took a new diaper from his bag and swiftly changed him. She then stood up and looked down at him disgusted.

"I don't want to pollute the trash receptacle with your inferior seed so you are going to stand up scoop all the semen out of that diaper that you can and rub it into your hair and onto your face. Then march all around the mall with your diaper over your head announcing for the world to hear that you are a little piss baby who can't hold in his wee-wee."

Chet stood up and complied. When he was done with the semen his hair was literally full out white globs, to get most of it on his head he had needed to swallow a fair bit of it. His head looked like it had been on the receiving end of a bukkake party. He then began his march.