I’m trying to tease a boy who hasn’t cum in 9 days. I can have him touch and tease himself however I want for another 6 days and then I’m going to tease him in person. Wanted some advice on how to drive him crazy, since he’s hard to edge in person. If I can get him to beg to cum I win a stuffie, so any help is appreciated

Well anon, as we know from fairgrounds people will do all kinds of things for a stuffie, so let’s see what we can get up to.

Long distance teasing

So first of all is what you can achieve before you get there, with your messages. We cannot get enough of hearing how horny you are. Like really, if we’re into you that shit is like a drug. So anything saying how hot denying him has got you will be great, stuff like:

  • I think I dreamt of you last night, I woke up so wet
  • I get so turned on thinking of how horny you are
  • I can’t stop touching myself thinking about how full your balls must be getting
  • and basically any combo of words that suggests you’re horny, wet, or touching yourself will never fail.

Secondly getting him touching in more creative ways is a winner. 

So making him do it while you’re chatting is always hot. BUT also try the reverse, that he has to ask to be allowed to touch, and when he does, tell him what you want him doing.

Speaking of which, don’t just let him wank normally. Try things like:

  • Humping his cock between a pillow and mattress (don’t just hump the bed as it can actually do some damage
  • Lubing the inside of a condom and wanking that
  • Doing it somewhere different like another room or even where he might get caught
  • Giving him a certain number of strokes before he has to stop
  • Watching porn you choose

Finally make sure he’s thinking about what might happen when you do get to him in person. When he’s edging make HIM share fantasies of what might go on, see what he’ll admit. The best things to mess with him are the stuff he shares, as you know it’s going to hit home.

I personally always like to leave the idea that maybe he won’t even cum when you’re there as an option. The biggest mindfuck early on with denial is that moment you COULD cum, but you’re given the option to choose to be denied longer. So, so good.

Oh actually, lastly, if you like this so much, just see how desperate he gets if you lock up his cock in a cage… Try suggesting it beforehand, they’re so cheap on ebay for a CB6000S copy.

In person teasing

So number one, take your time! You’ve built up all this desire, don’t go wasting it in minutes or hours. If I’ve been playing a game like this with my wife, which we’ll often do in anticipation of a sexy weekend away, we generally try not to let me cum for the entire first day so I’m on a denial high (which gets me extra dominant which she adores). We’ve even enforced this with me in a cock cage which was ridiculously hot.

So yes, absolutely no rush, tease, touch, flirt. A big part of this is planning how you look. Pick something that will take his breath away. Be confident, the desire in his eyes will be the biggest confidence boost you can imagine.

Make lots of eye contact, and physical contact. His body will be like a wound up spring, wind him up even more. For most guys in that state our nipples are like lightning rods for desire, so see how he reacts to you stroking across them. When my wife wants to show me she’s in the mood in public her go to move is hugging me from behind with a secret nipple rub. Works every time. Kissing, his mouth and neck are also very powerful. Really, if it turns you on then it will probably turn him on.

I’d play games with a submissive classic too. Some point early on I’d have him sitting, get him to take his pants off, then kneel between his legs. As this point mention you’re not even sure you’re going to let him cum today, just to mess with him (maybe) and have a squeeze of his balls through his undies, making some comment about their fullness, and adding they could be fuller.

Then, get him to get it out, he’s so expecting you to play, or suck him now. So don’t. Chat to him, about it, about how it’s felt, with his cock out, not even touching it. This is your first good chance to make him beg. Not beg to cum, just beg to have you play, to stroke, to kiss it, to suck it. Whether he does or not. Don’t, not yet.

‘I think you need more practise begging before I do anything like that’ you can tell him. But admit how horny it’s got you.

So switch next, him between YOUR legs ‘ Show me how desperate you are, and don’t you touch that fucking cock is that clear?’ will drive him NUTS.

Hopefully he’ll make you cum, although an edge will keep you meaner, you decide. Either way ‘a few more of those today and I might start being persuaded’ is how you finish that.

And then, well I’d keep him naked, or at least keep his cock out – maybe tie a hairband or cock ring around it to keep it hard (don’t leave it on too long). No touching allowed of course.

You being dressed, him not is also a powerful turn on in this scenario. Some snuggling up like that, with a movie perhaps, where you just play with his nipples and occasionally brush over his cock but mostly his thighs and massaging his balls sometimes will work well.

If you fancy it you could put on some porn too. Put on some of your favourites and have him rub you as you watch. Get him to share what he watches too, and whisper can he imagine having a girl blow him while he watched. He can now.  Of course it’ll need more orgasms and begging if he ever hopes to have it happen.

At this point, if you want to work towards a grand finale, I’d be tying him up. Whatever his kink preference, dom, switch, sub, anything, that power exchange is always exciting (safewords in place of course). 

Old leggings work great if you don’t have anything else, or your back up can be just he puts his hands under his bottom and if they come out, you stop.

Either way, TAKE YOUR TIME. Get some good lube, not spit, nothing water based. Silicone lube is the way to go for a long, teasing wank. Although this ‘Release’ lube from Lovehoney is AMAZING for handjobs (and on the UK site you can get three of them for £15 plus 20% off this weekend.

If you need to learn how close he is, get him to give you numbers from one to ten where ten would be cumming.

Promise if he goes over without permission you’re going to ruin it, then Post Orgasm Torture him by rubbing his super sensitive cock with all the cum he just wasted – that might put him off.

But try not to let him go over. Get him to beg, truly beg. Get him to admit his fantasies as you edge him, how much he’s loved you doing this, how he can’t stop thinking about you caging his cock or whatever else you’ve put in his mind.

And then, when he’s right on the edge, slow down, and ask

‘So you decide… which should I do, let you cum, ruin you, or just keep you denied?’

You might be surprised at his answer.

I hope that helps, fun to write a male denial answer. As you can see, most of this can just be switched around for a woman, so I hope it’s useful for everyone.

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