Dangerousangleofadream - Femdom

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. (◠‿◠✿)

having a clingy, needy pretty boy who’s cock warming my strap. he’s trying his best to stay quiet and be my good boy, but he can’t help the whimpers and moans that escape his lips every time i move even the slightest. as time goes on, he only gets needier, fingers curling around my shirt and hazy whines escaping his lips as he tries his best not to squirm, before quiet pleads start to escape his pretty lips, begging me for permission to move, pleading for more attention, to touch him, to kiss him, to even look at him.

my fingers are shoved in his mouth to shut him up, and he only sucks eagerly to distract himself, but it’s only a matter of time before he’s even more needy, moaning around my fingers like an absolute whore, drool dripping down his chin as he begs me to fuck him, even though it’s so muffled.

maybe i’ll give in, finally bending him over my desk and fucking him like the slut he is, or maybe i’ll hold his hips down, preventing him from moving for a few more minutes if not hours for being a bad boy <3

people are always like "Oh a vampire wouldn't get horny while drinking someone's blood, that's like getting horny while eating a sandwich" and like man have you never had a really good fucking sandwich?

Hi Mrs. Hannigan!,

I just wanted to touch base with you on the status of your husband. I’m not going to lie, things are progressing quite slowly with him. He is one of the most stubborn and reluctant ones that I’ve come across. He still has lots of tantrums and breakdowns, so I have to keep him restrained a majority of the time. He really doesn’t like not being able to walk. The spiked booties keep him crawling and toddling on his knees, and he can be quite fussy when having to undergo his infantile tasks. There are some good days, however, when he can be quite compliant, eats all of his baby food without trying to spit it back at me, doesn’t try to pee on me during changes, and will sit and watch his hypno cartoons without incident. Those days are becoming more and more frequent.

The bottles keep him fairly regular, and he is making at least 2 poopy diapers a day. He is still quite embarrassed when doing so, and is very whiny and squirmy during his diaper change, but he doesn’t fight it or try to hold it as much as he’s used to. The hormones already seem to be taking effect. He complains that his nipples are hurting, and he’s even starting to get little nubs for breasts. His bladder nerves are starting to numb, I can tell by the way his eyebrows shoot up in surprise as his diaper plumps up with piss.

He has not been granted an orgasm since he’s been here, but every day (if he is well behaved) I give him thirty seconds of “tummy time” where he is allowed to lay on the buzzy toy and press it against his padded cage. Obviously, he only gets to do this when his diaper is in its most depraved state. Just the other day, he was particularly desperate in a diaper I hadn’t changed in 18 hours or so. He was humping so aggressively that he accidentally turned the vibrator off! Oh if you could have heard his pathetic whines! He looked like an actual baby crying on the floor! I’m sure he’ll learn to cum in the allotted time eventually, but for now I guess his balls will stay swollen and blue. It’s a good thing he’s in diapers as the leakies coming out of his cage are constant! Haha!

Do you like his new hair extensions? He was quite pouty while sitting in the chair, but he was rewarded with a lollipop after. He’ll never admit it, but I think he likes how pretty it makes him look. I’ve found that men usually hate being feminized at first, but really they just don’t like looking like a cheap bimbo. Once their makeup and hair routine progresses, their fake eyelashes applied, and their feminine body starts to take shape, you can tell they get a little prideful, they enjoy looking hot and fuckable the same way us women do.

As requested, his cocksucking training is moving along, albeit slowly. I still have to plug his nose and jam the dildos down his throat, but he is gagging less and less now. He is able to take my 7 inch cock all the way up his ass now. I kid you not, the other day when I was pounding him my strapon, he actually started backing up into it! He sounded so desperate and needy. His inner slut creeps out at the most inopportune times! So I think we will move on to the girthier 8 incher next week!

The following week, your hubby will suck his first real cock. My cohort, Quincy, always looks forward to this day. He delights in being inside virgin sissy mouth holes. I’m sure your husband will be quite reluctant, but I’ve found that after being deprived of release for so long, the promise of release will get them to do just about anything. Men can be so pathetic sometimes. Their little clitties control their every action. Eventually, your husband will be begging to suck a cock, just so he can get to cum or even get his diaper changed. If you would like to witness your hubbie’s first steps into slut hood, feel free to stop by!

Anyway, I just wanted to assure you that all is well. Your husband’s training is moving along nicely. I hope you are enjoying your unrequited time with your new lover! I promise that by the time I have your husband back to you, he will be a changed man. Or—sissy—rather. He will be de-pottytrained, and will be quite effective at fluffing your lover and cleaning up after. You will enjoy having a little sissy slave to keep the house spotless and provide constant entertainment, all the wives who use my services do! If you don’t mind, I just ask that you leave me a good Google Review if my work is up to your standards and you are satisfied with your husband’s transformation into sissybabyhood! Thanks again for your business! Talk to you soon!

~ Mistress Maeve