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MALE CHASTITY STORY - ANNE

  

  

 

I met Anne at the gym some years ago while puffing away on a stairmaster. Anne was and is an exceptionally pretty, fair skinned, green-eyed blonde, seven or eight years younger than myself. For most of our acquaintanceship we'd been like electrons rotating about different atoms in the same molecule. Once in awhile our orbits would intersect and we would chat. An ultra-casual gym thing - twenty or thirty little conversations over the course of many years.

 

I'm Dan Willis. Six-four, carpenter by trade, forty-six years old as I write this. Broad shoulders, muscular and reasonably fit from a lifetime of physical work, most of my now grey tinged blonde hair still safely on top of my head.

 

I'm a widower, sad to say. Happily, loyally married for almost twenty years to my high school sweetheart; dead from cancer at thirty-nine. Two years of deep, edge of the abyss depression until the black turned to grey and I resolved to survive, get on with life, maybe find someone to help ease the pain.

 

Meeting women was easy. Though hadn't been with anyone save my dear lost Sandra since high school, once I put out the available shingle, women found me. Over the next couple of years had numerous, invariably awkward dates with a variety of ladies. Young hot ones, middle-aged accomplished ones. Old friends, friends of friends, bar pick-ups, internet meets. You name it. A few aggressive gals contrived to get me into their beds, but I was mostly a washout. Even when I did manage to get it up, the evenings generally turned sour and would often end with me sitting alone in my darkened living room, quietly sobbing, asking myself what was the point.

 

By the time Sandra had been dead four years, had pretty much given up. I was forty-five, my contracting business was thriving, had enough good friends to make my days bearable. Sex? Right hand would do just fine.

 

From the years of our casual acquaintance, had gotten to know a little about Anne. Knew that she was alone. Knew she was an executive at a large corporation, commuting to work in the big city every day. Knew she liked some of the same movies I did, shared most of my political views, wasn't religious. After Sandra died, Anne was unique among the single women in my circle in that she never hit on me. Neither by word, nor body language did she ever do anything that could be interpreted as flirting. I rather appreciated it and treated her the same.

 

So one evening there we were. Me puffing away. Her blithely running the stairmaster at her usual improbable pace. Chatting about movies, our favorite topic.

 

"So, Dan, have you seen the latest rage - √ęThe Passion of Christ'?"

 

"No way - wouldn't give those fuckers my ten bucks if it was the greatest movie ever made."

 

"You should - it's tres hot. Two hours of pure, nonstop S&M, torturing this way sexy Italian stud in the most intense way imaginable. Camera right on his face. Pain etched in every muscle. Greatest S&M flick of all time, not even close. And packaged as religion so it breezed right past the moral guardians of our realm. Sweet."

 

As have said, knew this woman for years. Straight, normal, solid, might be three adjectives to apply. Sending up Christianity? Sure. Casually admitting an interest in seriously twisted s&m? No way. Which proves how much I knew about Anne. What's more, am all of a sudden interested, S&M being my own secret kink, something my friends might be equally astonished to learn . Not that I ever did much about it. Snuck a few magazines when my wife was around - last couple of years spending maybe too much time on the net, looking at movies, jerking off.

 

"What's the matter Dan, cat got your tongue?"

 

What is this about? Has Anne had a brain transplant?

 

"You astonish me, Anne. Might be the last person on the planet would guess likes that stuff."

"Oh Danny boy, lots of things you don't know about me." she laughs, looking at me, shining in a new light.

"Maybe it's time to learn some of them."

 

"Maybe it is."

 

And simple as that, we're back at her place in an hour, my libido working overtime, my nervous system in a state of anticipatory excitement had feared lost forever.

 

Anne lives in a nice condo at the opposite edge of town from the gym. The place is done in a style might have been called modern sometime in the nineteen sixties or seventies. Sleek, spare. Black and white motifs. Abstract art on the walls. Edgy. Cold. I want there to be more wood. Instantly want to rip out her corrian and granite kitchen and replace it with maple cabinets and chop block counter tops. At least there's a wood burning fireplace. We fix ourselves some tea and repair to the living room where we build a fire to ease the November chill. After we get it going, she sits me down on her white on white couch.

 

"Guess your interested in S&M, Mr. Dan. One little mention and ten years of casual avoidance vanquished like smoke. Any experience?"

 

"Sad to say just fantasies. You?"

 

"Some."

 

"Are you dominant? Submissive? Both?. I think I like it both ways, at least that's how I fantasize."

 

Anne laughs at this, a sharp, cruel sounding laugh that she's not shown me before.

"Well at least you know some words. That's a start. I'm dominant Dan. I like to be in complete control and I like to play hard. But if you're nervous, I'll go easy on you to start."

 

Assuming I'm ready to have sex or whatever you might call it without so much as a by your leave. Fucking unreal. No muss. No fuss. All my fantasies and it's exactly this easy.

"Yeah, I'm nervous, real nervous. But Anne," and I look right into her eyes, see the marvelous, hot, incredibly sexy creature who's been hidden all these years, "this is a fantasy have had all my life. To be submissive to a beautiful woman. And we've know each other how long? You want to play mistress - I put myself in your hands." Right off the cliff. Gulp.

She smiles. A big beaming fabulous smile to melt any man's heart.

 

"Thanks Dan. Yes, I've done this before. But never with someone I'm so attracted to. Dominating you has been a fantasy of mine for a very long time. Oh yes it has, a very long time indeed. And I promise you Dan, if you're really into being submissive you won't be disappointed. We'll have a great time, a super great time."

 

"I'm already having a great time Anne. Feel alive, like I haven't in far too long."

 

"Me too, Dan. Me. too." Anne sighs, gathers herself up, changing in a subtle way.

"OK, so before we get started, let me give you some rules. Tell you how I like to play, how we are going to play:

First, this is personal - between you and me. Not between two invented characters. You're Dan, I'm Anne. Never call me mistress or any phony crap like that.

 

Second, you are to do exactly what you're told. First time every time. I mean that. I'm in charge. Totally.

Third, whatever happens is for my pleasure, not yours. That's what domination is about. At least the way I play.

And that's it - simple. No bullshit."

 

"All right Anne, am willing to give this a try, just tell me what to do."

"Oh Dan, this is going to be fun. So much fun."

 

My mouth is suddenly too dry to speak. She's starts pacing. I'm watching her. So fucking turned on almost can't bear it. Aware of how very long it has been, of how keenly I have missed it. Passion. What makes live worth living. Not sex. Sex is nothing, something you can do with anyone or no one. But passion. The magical feeling that you can never predict.

After a minute or two Anne seems to arrive at a decision.

 

"OK Dan, get up on the bar," by which she must mean the polished steel surface, about two feet wide, three feet off the floor, running the length of one wall of her living room.

 

I comply, climb up, feeling like a fool already. Anne goes to her sound system and puts on some nice little Latin thing with an insistent groove.

"Now slowly, very slowly and as sexy as you can manage take your clothes off."

I dance for her. Do a slow striptease. She laughs. When my socks come off I can feel the chill of the metal in my feet. Cold as ice.

 

"You look so cute Dan. What a trip. My very own Chippendale.

When I get down to my jockey shorts she bides me stop.

"OK Danny Boy. Now take your cock and put it through that hole thing in your shorties."

This is difficult. My cock is about in proportion to my 6'4" frame. And right now it feels bigger and harder than can remember since I was twenty. But I manage.

 

Anne, who has been relaxing through most of this, sipping her tea, gets up and walks toward me.

"Fucking nice body - nice goddamn cock and so excited to be here - well so am I, in case your interested. So am I." she says while running her hands up and down my legs, about all she can reach.

 

"Now I want you to do jumping jacks for me - good form - fast as you can."

 

Humiliating - it's all been humiliating, doing this shit for Anne, for the Anne that I've known and not known all these years. Jumping jacks with my cock sticking out, waving up and down - very humiliating. My face turns red. I can't speak. But my cock remains rock hard while Anne starts to laugh and laugh. Then she sits down, still sipping her tea, the picture of relaxed amusement. I continue till I'm sweating profusely, starting to run down - 45 minutes on the stair master, now this - just about at the end of my energy. She makes me do another five minutes, faster, faster she exhorts. But finally allows me to stop, my breadth coming in gasps.

 

She then orders me to get down and stand at attention in front of her, my hands clasped behind my neck as she rubs her hands up and down my sweating torso, sending the most intense sensations of pleasure and lust into every part of me, though she doesn't get near the part of me that most wants to be touched..

 

"Oh yeah, another little wrinkle. Begging. I enjoy it. You want me not to do something, or not make you do something, you can beg. Sometimes I may even grant mercy. Usually not. Make sure the begging is begging, not demanding - I hear anything like a demand in your voice and you will suffer big time. Now get down on your knees."

 

I do as told, reveling in the intensity of her dominance. She walks over to a large stuffed chair with metal arms and makes me follow on my knees. She's dressed in a mid length black skirt, white blouse, red wool jacket. Sheer black nylons run up her legs, five inch stiletto heels enclose her feet. The sexiest woman I've ever seen.

 

"Lick my shoes - and do a good job or you will be sorry."

I begin running my tongue over the hard leather of her shoes, already into it enough to know not to let my tongue stray to her stockings without permission.

"Now the heels."

I hesitate slightly at this but comply, licking her heels.

"Now the bottoms."

Yech. Hasn't she walked with me from the gym in these shoes. Doesn't seem cool and, instead of doing as ordered, I look up at her.

 

"What? Danny Boy. Too fastidious to get a little dirt in your mouth? "

I start to say something, but she interrupts.

"I don't want to hear any excuses Dan, I want you to lick the bottoms of my shoes. Yes, the shoes I've been walking around in all day. Now."

 

"That's gross, Anne. I don't want to do that."

"Stand up. At attention, clasp your elbows behind your back, feet apart."

 

Anne is maybe 5'4", maybe a hundred ten pounds. If that. Then, no fucking warning, she punches me in the gut. Last thing I expected and small as she is she hits pretty hard. The air whooshes out and I double over.

 

"Stand up." she barks in a sharp nasty voice that would have been hard to imagine back at the gym. I do as she commands and she punches me again, this time really knocking the wind out and I double over again.

"Never question my orders Dan, that's the first rule of being submissive. As I said, if you don't want to do something you can beg. But never refuse. Understand?"

 

"Yes Anne, I understand."

"Good. Now get back on your knees and lets get to work on my shoes."

"Please Anne. Please don't make me clean the bottoms of your shoes. Please?"

"No Dan, this is a lesson in obedience for you. Trust me, your digestive system is made to handle much worse. It's not going to harm anything but your dignity."

 

"Yes Anne."

"Now, lay on your back, spread your legs and bend your knees and arms like a little doggie"

I comply, getting into that most vulnerable position.

"Good dog. Good doggie." she mocks, scratching my stomach.

 

" Now stick your tongue out. All the way out."

She moves her chair to where I'm lying, sits, takes up her tea and positions one shoe above my face, pushing the heel of the other into my chest. I have to reach out with my tongue and clean the bottoms of her shoes. It's pretty revolting. All I can do to keep from gagging.

 

After maybe ten minutes of this she gives me a bathroom break to clean my mouth with disinfectant, in case she decides to allow me the privilege of pleasuring her. When I return to the living room she's stripped down to her bra, stockings, garter belt, thong and heels. I'm still in my jockey shorts, cock still ramrod stiff, poking through the hole.

Anne hands me a small leather strap.

 

"A cock strap. Your first bit of bondage."

 

I'm told to take my shorts off, then wrap the strap under my balls and around the base of my cock. There's a series of snaps and I'm told to make it as tight as possible. I pull on the strap, constricting my balls painfully and snap the thing shut.

"Tighter" she commands. So I have to get it on the next snap which causes my balls to be restricted in a really painful way.

Next she has me attach a handcuff to one of my ankles and then lift my foot up and attach the other cuff of the pair to a steel ring in the bar which leaves me balanced awkwardly on one foot. Once this is done, she uses another pair of handcuffs to bind my wrists tightly behind my back. Then stands in front of me, looking right up into my eyes.

 

"Pain, Dan. Pain. I'm going to hurt you. A lot. For several hours. You're going to sweat and beg for mercy. Maybe even cry. But I'm going to continue. It's what I like most in the world. Inflicting pain on a helpless victim. And helpless you are, bound like this - completely at my mercy, a quality I have very little of.

 

But you won't be harmed, I promise. No matter how much it hurts, it's really just a bunch of nerves.

"Anne, I'm scared. This is going pretty fast. Maybe you could go a bit easy on me. Please?"

 

"I could, but I won't. You're excited by this. I think you want it intense, need it to be intense - look at your cock. And there is a certain kind of intensity that we can only have tonite, our first nite, while we are still strangers."

It's true, my cock is still rock hard. And it's true at some deeper level I need this. A purge. A transition, so I can not just go on, but begin to enjoy life again. But I'm still scared.

 

"And besides. As I said. This is about what I want. If you like it, that's nice. But not essential."

 

With that Anne flicks her middle finger into my balls. Those tightly constricted balls are filled with semen and that little flick hurts perhaps more than anything I can remember since I broke my arm in three places falling off a ladder while trying to fix somebodies gutter in twenty mile an hour winds.

 

"Like that Danny - I do."

 

"No Anne. That really hurts. Not sure if I can take that much pain."

"You're a big strong tough guy, Danny, sure you can take a little pain."

 

Again she flicks. I suppress a scream, trying to back away as she prepares another but she laughs at my trying to avoid the unavoidable and bades me stay still. She taunts me. Teases me. By the six or eighth flick I'm begging her to stop, by the fifteenth or twentieth me, Dan Willis, carpenter, so called tough guy, begin to cry. Tears streaming down my face, begging Anne for mercy, my cock stiff as a nail.

 

After maybe an hour my legs begin to cramp from the awkward position am in. Amazingly, except for one stretch where she flicks rapidly for a few minutes, my cock stays hard. The pain sometimes is almost pleasure and there is a corner of my mind that stays apart from the experience, looking at it, awestruck that you can be 46 and find something so novel and intense to get into.

 

Anne seems calm, serious. If she is turned on, I can't tell. But I want her to kiss me even as she tortures me. Want to know that she cares for me. It's very, very strange and new and exciting and horrible and terrifying all at once.

Finally she undoes the ankle cuff and the tight cock ring, massages my legs, runs her nail softly up the shaft of my cock, then allows me to sit, hands still cuffed behind my back. My balls are sore but it is a relief to have the pain stop and I feel good. Great. Marvelous.

 

"What do you think?" she asks in the more normal tone of voice remember from our old acquaintanceship.

What do I think? What do I think? God, all I can think to say is "I love you", words never thought would think or say to any woman again.

 

"You've got me Anne. Love being under your control. Best thing that has happened to me in a long time."

"Really Dan - how bout all that pain. You were crying and begging and screaming to raise the dead."

"Hate it, love it, don't know. Confusing. Weird. Fascinating. But you know what Anne? Have been with any number of women since Sandra died and nothing any of em did ever made my cock this hard, or even very hard at all."

"Thanks for saying that Dan. I'm pretty excited myself. And this fantasy is at least as good in real life as it has been in my imagination all these years."

 

"Really? I wasn't sure. It's great to hear that."

"Yeah Dan, really - just love how you can be so averse to the pain, so deeply into pleading for mercy, yet so aroused at the same time - it has so far been quite a rush for me."

 

"So what now?"

"Anxious to continue?"

"You bet. But can we have, you know, like some regular sex? You can see how am dying for it?"

"Hmm, you mean like fucking?"

"Please?"

"Why don't you get down on your knees and ask me properly."

"Please, Anne, please can we fuck, please?"

"Yes Dan, I do think you have earned a reward for your courage."

 

So ten or fifteen minutes later Anne has me tied down tightly on her bed, legs splayed, hands over my head. She makes herself comfortable on my face where I'm more than happy to pleasure her with my tongue while she runs her index finger oh so softly up and down my cock. Then the real fun begins. She positions herself above my cock and gently eases herself down on it, fucking me in ultra slow motion. Wow does that feel good. I mean sex always feels good, but this is fantastic. I'm not allowed to move a muscle and must beg for every stroke. I get maybe ten. Despite some serious, pathetic pleading on my part she eases herself off goes to her closet and returns with a thin wooden switch.

"I suppose you want some more Danny boy."

 

"More than anything have ever wanted, Anne."

 

"So here's the deal - I'm going to whip your feet if you beg me to do it. Every stroke on your feet earns you one stroke of my pussy on your cock. OK?"

How bad can this be, I think - I mean what could hurt worse than her flicking her finger on my constricted balls?

"Please Anne, please whip my feet."

 

Which she does. And it hurts worse. A blinding searing burning kind of pain that is indescribably unbearable. Then she gives me one slow stroke on my cock. And I beg for it again. And again. And again.

Of course she could do this all day and I still wouldn't cum.

 

Especially since she intersperses every few strokes with sitting on my face so I can make her cum.

After a fairly large amount of this Anne unties me. We shower together, my cock totally stiff and unsatisfied. We kiss in the shower and that one kiss is better than any other sex have had in years. She gets dressed but I'm forced to remain naked. It's after 1:00am - where has the evening gone?

 

"Unfortunately I think it is time to end this for now - I've got to be up in 5 hours and I'm exhausted and imagine you are as well."

"And horny and starving."

 

"Well, I'm starving, but that tongue of yours has sure done a great job on my pussy - thanks Dan. Thanks a lot - this has been one of the best evenings of my life."

"Me too Anne. Yeah, I'm horny as hell and my feet hurt and my balls hurt but I feel great."

"You want to continue?"

"You bet."

 

"I have something really intense in mind. My most intense fantasy, in fact. Something you can take home with you to keep the scene going when we are apart."

"Think I'm game for most anything."

Anne leaves and returns with a complicated contraption. I gasp. My most intense fantasy.

"You seem to know what this is."

I can't speak, just nod.

"Put it on."

"Anne, I'm willing but I really need to cum first - OK?"

 

"No Dan - that is my most intense fantasy - to have someone, actually not someone but you in particular - in this state and then make them wear my chastity belt. So put it on. Now. Give me total control of your cock."

 

"Yes Anne."

 

And I do.

 

¬©  Femdom