You need a heavy implement. Perhaps a large paddle, but I think a thick cane or a thick leather tawse works best (or all three for the variety).
Aim for the region from the middle of his bottom down to where the thighs and the bum meet. Too high and he feels it in his low back (even though you didn't actually hit there, it seems that way to him). Going too low is not a problem, as the backs of his thighs are well-padded, but this is for sure "extra" punishment.
Aim so that the very tip of the implement hits anywhere between the side-to-side midpoint of each cheek. I made the mistake of aiming the general end of the strap or cane, not aiming the very tip. As a result, the strap or cane wraps around his hips, and damages the thinner skin at his hips. That is no good. So just understand that the very tip is what is moving the fastest, and wherever that hits, that is where he will feel it most. Just aim that part for the fleshiest parts.
Notice the spanking concentrating beneath the midline of his bum? She went a little more over to the side, and a few smacks down low for extra punishment. Those thigh smacks tend to bruise up nicely and cause soreness for a while.
When I go hard, I like to have him flat on the bed, with maybe just one or two pillows under his hips to raise him up a bit. If I bend him over too much the skin stretches tight, he loses the padding, and it becomes too much agony (for david anyways, your mileage may vary).I think you should restrain him so that you can really take your time beating him, and be confident that you are really in charge (he needs to feel that as well - and restraining him makes him feel completely in your power). A belt wrapped around and around his ankles is a good start. You need to pull extra hard as you are tightening it because when it settles back in it loosens, and as he wiggles around and kicks it loosens as well. You can also consider a second belt around his knees as well. This keeps his thighs together and prevents any chance of accidentally strapping his balls. Then some kind of restraint around his wrists as well. Perhaps one of those furry things from a sex shop. Fasten his hands in front of him, and either tie them to the top of the bed, or just have him lie down on his hands. I don't mind that he plays with his penis during the beating. If it gives him some comfort, then so be it, he needs all he can get! You don't want to restrain his hands behind his back, as they may get in the way.
I also like a ball gag. A nice big one.
Make him go out and buy everything you need. With a ball gag, again, you must fasten it down more tightly than you imagine, as it loosens up as it slides around. Be prepared for a lot of slobber, though, and perhaps put a towel down at his head.
Then just go to town for as long as you want on his derrière. Take your time with each stroke, but really aim it carefully, and use a full swing of your arm and your body. It is easy to practice this alone. Just set up a few pillows and beat the stuffing out of them (just like you will do with your man later). Honestly, five minutes of practice is all it takes. We're not talking rocket science here.
And if you miss and are a little off centre with a strike, don't worry about it, and DON'T apologize whatever you do. Just remind him that if he hadn't screwed up, he wouldn't be lying here now having to receive a beating.
Don't be concerned about the sounds that come out of him. You can easily smack him hard enough to get a spine-curdling scream from him without injuring him. This has happened many times with me. It sounds like you're killing him, and he's just fine as soon as the beating is over. Just something you need some experience with.
I personally like beating him until I see some bruising. Red is not even in question: he should be deep red. Beat him until you see him really sweating. If he is not stinky and sweating, you are not going hard enough. There should also be tears in his eyes. It's not that he cries exactly, it's more like the pain is just so great that the tears leak out on their own.
For a proper beating, keep at it for at least thirty minutes, something around 300 strokes or so should get the message across.
You need to get him past the first 100 or so, after that he numbs up a bit and can take the strokes easier, but that is where the strokes that will cause him the deeper, longer lasting soreness will be doled out, so don't skimp on these if you would like to see him in discomfort for the rest of the day, and maybe well into the next, which is fun.
Yes he will be a pitiful sight to behold, but he'll be just fine from almost the moment you stop, with just the residual soreness. But a beating like this can be very cathartic for a subby male, and he will love you even more for doing it to him. Even the soreness will be a badge of honour for him, and something you can tease him about for days. He will not be injured even though his bum will look very beaten up.
I don't like to just end a beating like this casually. I will put him against the wall, bare beaten bum showing, holding up a coin with his nose. If you beat him in the bedroom, then take him nude into the living room for this. The unfamiliar surroundings will add to his distress. Make sure to let him know that if he drops the coin, he will be beaten again. If he does drop it, you absolutely must carry through on the promise, and then start his timeout from the beginning again. Fifteen minutes can be a very long time to him, and is what I generally use for timeout.
After he is done, allow him to come out and make him crawl over and kiss your feet and thank you for beating him so severely. You may then take some pity on him, and perhaps rub some cream into his bottom. Despite the beating he is usually horny after I do this (especially if I let my hand stray when applying cream or lotion). I will allow him to jerk himself off while I watch so long as he swallows his mess afterwards.
You should aim for something like this.
So that is how I beat my man when he needs it. It took me a while to get over the thought that I was hurting him, but now I really enjoy making him suffer for me, and, ultimately, so does he.
Disclaimer: this type of limit-pushing play is only for couples who genuinely wish to engage in it: both parties. It is immoral, illegal, and incorrect to ever do such a thing in any way non-consensually. Be safe, be sane, and be consensual always. And have fun!