Dangerousangleofadream - Femdom

Hinting at how "good" you've been backfires. Because I know you're doing it to convince me you deserve release, and that's bad. I'd never bother locking a guy for less than 2 weeks! Why would you annoy me by begging so damn early? I want to see REAL psychological effects from keeping you in chastity. Your begging only convinces me it hasn't happened yet. The sooner you learn to shut up & obey, the better this will go for you. I TOLD you before you handed me your key: I pick the time of your release. Your begging is useless.

Oh my word, I love everything about this.

Him, hooded, collared, tied, gagged - only the holes under the nostrils making the difference between being vulnerable and suffocating. He can hear his own heartbeat, the blood rushing through his veins, his scarce bodily hair standing on top, his skin, damp from sweat, registering every movement of air.

He is exposed, so exposed, so vulnerable.

He stirs under my gentle touches, under my fingertips brushing up and down his thighs, sometimes “accidentally” touching his cum filled balls. That’s when his cock, my cock, twitches manic in its cage.

I will claim him as my bitch, my slut, my whore, fuck his tight arse with my strap on. He knows this, because we both crave the same thing - my conquering of his body as much as his mind. My fucking and stretching of his boy pussy, with my fingers, my hand, my girl cock. But not yet. Later. When he thinks I’m done with him, when he believes I have forgotten about it. Later.

First, his nipples. His beautiful pink joy buds. I circle them with my fingers for a while, pinching lightly before adding little bites. I can tell from his muffled moans and his leaking cock how much he likes this. But it’s not enough, today I want to overload his senses. It’s time for the clamps, and to be honest with you, I almost feel physical pain myself when their little teeth bite into his sensitive skin. He will take the pain. For me. And maybe because he’s a little pain slut. It does not matter, because I decide when, where and how. My rules.

As the clamps dig into his flesh and he realises what’s happening to him, his body convulses. I give him a few seconds to adjust, slowly caressing his face over the hood while blowing cool breath on his nips.

“Are you ok my love?” I ask, my lips almost touching the leather of his hood. He can hear me and nods. “Talk to me my boy” … “Yff, yff m k” - I have learnt to understand what he says into his gag. I caress his hood again, kissing it on the forehead, both cheeks, over the gag. We love this intimacy.

My lips close around his nose and immediately his body tenses. So vulnerable. Then he realises I’m breathing for both of us and starts inhaling my breath. He is now literally clinging onto me for sheer life. So much responsibility. So much trust. So much intimacy. I got you, babe, don’t worry.

As he calms and eases into my rhythm, my hands find the clamps and start toying with them - more distraction, more sensual overload for him. He sucks the air out of me, breathing heavily as I slowly start pulling the nipple chain.

More cage twitching, more leaking. I smile, happy and proud, and release my lips from around his nose. I grant him a few seconds of fresh air supply.

“You are a good boy, aren’t you?” He nods “yff, yrs” (“yes, yours” - sweet, huh?) “And do you like being at my mercy like that?” Vigorous nod “yff, yff I d..” More caressing of his face through the leather hood, more slight pulling of the nipple chain. Instant reaction in the cage, rivers of delicious cock tears oozing out of the metal bars restraining his erection. “I will show you what truly being at my mercy feels like …”

And with that I place the palm of my hand under his chin, pushing his lower jaw upwards, harder into the gag inside the hood, while my fingers close around the nostrils and block all of his oxygen supply off.

I can see his internal fight to remain calm. He has literally no way out of this if I don’t let him.

At my mercy - he now understands the full impact of these three words.

“Ssshhh, calm” I reassure him. “You’re mine and you’re safe!”

You know what I’d really like to be doing this weekend? Teaching a boy to cum without touching his dick.

First off, it’s two weeks of daily masturbation with orgasm denial. He’d be instructed to get himself as close as possible without cumming - three times daily. There’s a point to this, I promise. The idea is to increase sensitivity & build up a good head of tension. Just regular ol’ chastity can work, but it’s far more effective with daily edging. Regular chastity might take a month or more to reach peak sensitivity. I’m too impatient for that, lol.

The daily edging is always accompanied by gentle stretching. A plug or a dildo that’s just slightly larger than what he’s used to. Once he stops feeling the stretch, move up to something bigger. And yes, I do mean that in the middle of a session. The constant slight burn helps to keep a boy from cumming by accident. (Honestly, the stretching isn’t strictly necessary to get a hands-free orgasm. I just like the idea of a boy getting fucked up the ass by something bigger than him & cumming everywhere because of it.)

So fast forward two weeks. I’d prefer to do the Main Event on a Saturday so that we can just go ahead & make an afternoon of it. I’d start by stripping him down & kissing him - paying special attention to the neck & underside of the jaw. A naughty boy might have to have his hands tied behind his back, but a good boy could keep his hands on my breasts instead. I’d probably leave a couple of little love bites on the dear boy’s neck - I’m terrible about that. Anway, I’d eventually move on, leaving a trail of kisses down to his definitely-hard-by-now nipples. The really excellent thing about the two weeks of edging & denial is that Everything becomes more sensitive. Even boys who don’t usually get a lot out of having their nipples sucked can hardly stand it. So I’d do that for a while, & use the opportunity to get the boy laid out on his back. (A bit uncomfortable if his hands are tied behind him, but that’s his fault, isn’t it?)

Once he’s on his back, a good boy just needs to bring his knees up, maybe wrap his legs around my waist. A naughty boy would have to be further restrained, of course. A good, sturdy spreader bar fastened just above the knees should do the trick. I don’t particularly like strapons for the first time around. I prefer a hand-held vibrator with a realistic shape. Having it in hand gives me better control, I find. The vibration isn’t always necessary, but quite useful for stubborn cases. The first thing I do with the vibe is slowly thrust it as deep as it will go. If my boy’s been stretching himself like he was told, the toy should go all the way. If it doesn’t, or if he tenses up too much, then a good spanking may be required to get things back on track. Once the vibe’s in good & deep, I like to leave it still for a few minutes. Give the boy some time to relax, build some more tension. If he’s very good, I might let him suck on my nipples in the interim. Then, once he’s just about gotten used to having something in his ass, I start moving. Slow strokes, at first. It’s all about finding the angle which best hits his prostate. Sometimes this can take a while, but it’s worth taking the time to figure out properly. If you just start banging away, sure, you’re going to hit the mark sometimes…But anything worth doing is worth doing correctly, & an anal orgasm comes from prostate stimulation. Once I’ve found the right spot, I’ll concentrate on that, & slowly build up some speed. The real key here is to use the edge of the head to sortof gently scrape across the prostate with each thrust. I like to thrust in hard & pull out more slowly. By now, his cock is probably hard, bouncing uselessly on his belly. I love the sight of it.

Eventually, I may have to turn the vibrating motor on. If that’s the case, I’ll press it hard against the prostate, & then thrust more shallowly. With all this lead up, there’s basically no way that can fail to elicit an orgasm. It doesn’t always result in proper ejaculation, though. Sometimes you’ll get a dry orgasm instead. That’s always surprising for the boy, but I’m not deterred. I’ll just keep at it until I get what I’m after. Depending on my mood, I might not even stop then. Overstimulation is such a cute look, & a vibe up the ass is a great way to achieve it.

By the time I’m finished, even a naughty boy will certainly have done well enough to deserve a treat & cuddles. (◠‿◠✿)

Riders #43-23