MIRROR: Download from MEGA
I totally understand what you mean, Kay. Some of the online domming that I do occasionally feels repetitious. So you're not alone. It takes practice to build up a repetoire of tricks.
First you need to find out what your guy actually likes, because different subs like different things. He might like pain. He might like bondage. He might like verbal abuse. He might like humiliation. He probably likes some combination of those things. So you need to ask him what sort of treatment he likes and what he finds hot about it.
Assuming that at the moment this is online domming, here's some general ideas. Bondage is pretty hard to do safely online, especially since he needs to have his hands free to type. Perhaps someone else knows of some tricks in that area. But the other three categories all have options. Verbal abuse is the easiest. Act like you've had a really bad day and need to vent your anger and frustration, and then say the sorts of rude, nasty stuff you were taught never to say. Tell him he's worthless, pathetic, wimpy, a fucking pussy, and so on. There's no way he'd every satisfy you because he's not man enough. Demand that he repeat it back to you. "You're a pussyboy." "Yes, mistress, I'm a pussyboy." Taunt him for getting off on what you're saying--no real man would tolerate what you're saying, but he's loving it. In general, comparisons to the mythical Real Man usually play well. It's sort of embarrassing and shocking to say this stuff at first, but once you get over your embarrassment and awkwardness, you'll be surprised how easy it is to be really nasty to someone.
Humiliation generally requires ordering him to do something that would be embarrassing. It works best if he has a cam (you can make him turn on his cam without turning on yours--puts him at a disadvantage and makes you a faceless, omnipotent domme). Force him to be in the nude when he chats, or force him to wear ugly or embarrasing clothes. If he like forced feminization, order him to buy some frilly women's clothing to wear, or panties, or lingerie. Order him to stand or sit on the floor--he's not good enough for the furniture. Order him to write humiliating things on himself with a magic marker (like "piece of shit" or "small dick" with an arrow pointing to his cock). Order him to buy a dog collar and model it for you; if he likes puppy play, order him to buy a dog bone to chew on, or require that he keep his tongue hanging out whenever he's talking with you. Order him to take pictures of himself in embarrassing positions and send them to you, and then tell him that you'll share them with friends and laugh at him. If he's interested in water sports, order him to piss in his underwear as he's chatting with you or into his hands and then wipe his hands on his face. Order him to masturbate but forbid him to cum, and tell him that if he cums without permission, you'll punish him. Then force him to cum.
If he likes pain, you can order him to slap himself, pinch his nipples, slap his balls or his cock, spank himself with a ruler, put clothes pins on his nipples, lips, tongue, ears, cock, balls, or so on. Order him to get hard and then keep ordering him to slap the head of his cock. Order him to start gently slapping his balls and don't let him stop; periodically tell him to increasing the force a little bit. Once it starts getting painful, make him beg you for permission to stop. When he first starts begging, say no. Make him get desperate to stop. Begging works best on the phone, when you can hear the desperation in his voice.
Once you get the hang of it, the ideas will start flowing fairly easily. Pay attention to what he really responds to and develop new variations on those bits. Good luck and let us know how it goes.
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