By nature boys (of all ages) try to take and maintain control. If you (a girl) are attempting to discipline a boy, the first thing that you need to do is to take that control for yourself. Start with psychology.
Explain to him that he has done something worthy of discipline, and make him admit to the infraction.
Once he admits to the deed, give him a blindfold to wear. This immediately shifts the balance of power. He’s now at a loss to understand not only when you might discipline him but also how you might do that. Knowing that some form of discipline is coming he will begin to imagine all manner of discipline generally far worse than you may plan to execute. Now you get quite and deliberate. Let him have plenty of time to think about what’s coming. If he begins asking questions, tell him sternly that he should be thinking about his infraction, not talking.
After a suitable period of contemplation, remove his clothes, slowly and deliberately.
Bring a book and sit down and just let him stand and wonder about what’s next.
Lead him to a position in front of a table top and have him spread his legs widely with his toes pointed inward. (HE won’t know that he is in front of a table yet).
Next, secure his wrists completely behind him. Once his wrists are secure have him bend forward till his chest is on the table top (you’ll have to help him, which will demonstrate to him how vulnerable he has become). HE going to be expecting a spanking at this point. A good place for his mind to be occupied.
Next, put on a pair of latex gloves as loudly as you can. This will, no doubt, send his mind reeling.
Take another length of cord, and from behind wrap 2 or 3 snug wraps around his scrotum and then tie a knot so that it won’t come loose. Drag the tails of the cords between his cheeks and pull them up to the wrist restraints and secure them.
A little tug on the cord that is now running up between his cheeks will let him know that you are now in total control.
Take some lubricant and lubricate his anus…the exterior only. Again let him contemplate his situation. Next lubricate a finger and insert is in his rectum, slowly, while grasping his penis. Work the finger around making sure to stimulate his prostate. The intent is to cause his prostate to swell, and arouse him but not to cause him to ejaculate. You want him to edge but not cum…this is after all, discipline. When you can feel his prostate and beginning to swell and his penis begin to throb, remove your finger from the prostate and concentrate on lubricating his anal sphincter only. When he’s well lubricated take a drug store infant medication syringe and inject 10 mL of liquid glycerin.
With in a couple minute you will see him begin to squirm as the glycerin take effect. (It may be prudent to put a towel between his legs should he have and accident.
Allow him to moan and complain about his situation for a few minutes. This is not a bad time to remind him of the infraction he committed and it’s a great time to tug on the cord between his cheeks so that he things there is more discipline still coming.
Prepare a hot soapy enema. It’s your choice whether you do this quietly or let him hear what’s coming. Now take the cord between his legs and stretch it so that it comes out from between his cheeks and is stretched over his cheeks, stretching the scrotum.
When the enema is prepared, insert the enema nozzle. The best nozzle to use is a single or double balloon nozzle so that you maintain control. Once the nozzle is in place, and his scrotum is stretching…grasp his penis and being him back to full erection. As he stiffens, open the clamp on the enema bag and let him come to the edge again. Like before, when you feel him beginning to surge stop the stimulation and shut off the enema.
Now you let him cool off. Observation of his penis will tell you when he’s ready to another round of stimulation. When you see he’s ready again, quietly open the clamp and let the hot water surprise him. As soon as he senses it you are back to working with his penis. A squeeze to the testicles is also a nice touch to make him, more needy. When he’s back on the edge, stop again. Keep working this till he can’t decide whether he needs to cum more than he needs to go. When you think that he has reached the limit of the enema, and you could refill it if necessary, take him to the toilet to expel. Don’t remove his restraints or the cord on his scrotum. When he’s finished clean him up and bring him back to the table. Now thoroughly cleansed, once again insert your finger and massage the prostate till he’s at the edge again. When he’ very close to cumming, hold your finger still and you can now discuss his infraction. Believing that he is about to be allowed to come he will admit to and agree to anything that you may want, all the time cooling off. When you are satisfied that you have disciplined him adequately, insert your finger one more time and bring him back to the edge one final time. Do not let him cum. Remove your finger before he cums. Remove the cord from his scrotum and then remove the writs restraints.
HE should then remain naked for the remained of the day so that you may keep him under close observation for the rest of the day. This discipline is best implemented in the early part of the day so that he has to be in desperate need all day. It can be repeated till the infractions end.