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Diary of a Penis Penitentiary Inmate

Ivy — Mon, 12 Dec 2011 10:00:32 +0000

I don’t give my inmates er…victims, many freedoms. But, writing in a diary is one of them. Reading their thoughts and fears and about their time here sends exciting shivers up my spine and moistens my panties. Makes me want to take them and turn the tens unit up a bit higher to see a new reaction

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I sit in my cell here in the penis penitentiary with no view to the outside, the cell is clean and utilitarian. My cock and ass hurt severly after today’s session with Ms Ivy. The day started in a pretty normal fashion. I havn’t cum in over a month now and each day, often multiple times a day I have sessions with her…usually some light cbt or other forms of mild torture, but today my Mistress was in a particularly viscious mood….

I had never seen this room, the walls black, the lighting dim and tinged red. I was led by her minions, beautiful in their own right, but never the unimaginable beauty of Mistress Ivy, the warden, the gatekeeper of this hellish domain. Dressed in black leather bra’s and panties and long black leather boots with spiked heels they led me to the rack. For the most part it looked like a piece of gym equipment, chrome and black vinyl. They put me in the seat, like a partial stool, centered in it and chained my arms and legs to the chassis. Before me, a table of tools, devices and paraphenalia.

Mistress Ivy enters the room, dressed in a red leather corset and panties, black stockings, and thigh high red leather boots with 6 inch heels. Her long black hair falls over her shoulders widening her features. She has a demonic look as she says “Cindy, you have been a bad little stroker boy…we caught you on camera last night….stroking your cock without permission!”. She asks me to explain, but I just stutter, there is no excuse, I will be given no quarter and I deserve no such mercy.

She looks at me as her minions come up beside me. They begin to hold me and caress my cock and it hardens immediately. I know it’s wrong, but I can’t help it and the smile on Mistress Ivy’s face says something other than “enjoy it”. They begin stroking me, getting me rock hard. Then one of her minions take me in her mouth. The pleasure is amazing and I close my eyes only to be awakened by a sharp pain in my testicles. Mistress Ivy has just clipped a large metal clip to both testicles and each has a wire dangling from it with a hook. Her minion strokes and sucks me as Mistress Ivy starts applying weights to the hooks. The clips tug at my testicles and my cock leaks and I moan, but I don’t know if it’s pleasure or pain.

I continue to recieve the most amazing fellatio as Mistress Ivy brings a nylon rope over. It’s red and about 4 ft long and she begins tying it around the base of my cock and balls. She then puts a collar on me and clips the end of the rope to it. Her hand, her mouth, it feels so good and I lean back only to realize the trap. If my head leans back it tightens the knot around my cock, squeezing the balls up. I desperatly want to lean back and moan with pleasure, but know that I can’t.

Then I feel the wetness behind. Some type of lubrication, jell, or oil on my ass. I try to turn and see, but the rope tightens. Then I feel a cold metal object, rouded at the top begin to move around my asshole. It works it’s way in as I realize it is the other minion beginning to ass fuck me with a huge metal strap on. The other continuing to pleasure my cock as my ass rips apart receiving this massive pole. My mind wanders as I try to deal with all the sensation When a violent shock wave hits. The cock is electrified and it jolts me hard sending waves of pain through my ass. Mistress Ivy laughs loudly and I see she has the control for that. She adds more weight to the hooks dragging my testicles down.

I am torn with different emotions, massive pleasure, massive pain as I continue having my ass pounded from behind. But I feel myself coming to a climax and the minion sucks harder and harder and as I am about to explode my head jerks back reflexively, quickly tightening the rope and strangling my cock…The minion moves aside and Mistress Ivy steps forward clamping a gloved hand around my cock. She simultaneously presses the button and shock waves of pain shoot through my ass. The glove is freezing cold and has small but sharp spikes all over the palm and they prickle my cock. My head explodes with the multiple sources of pain and I know longer want to cum, I am demoralized, humiliated.

Mistress Ivy unbindes the chains and frees me from my torturous bonds. She looks at me as I slump to the floor, naked.. Well, you won’t be touching that little clitty of yours for a while will you Cindy…I hear her laughing as the minions drag me away, back to my cell. What does the future hold here in the Penis Penitentiary?

Employee Gets Much Deserved Punishment

Ivy — Thu, 08 Dec 2011 04:49:34 +0000

Pigslut, so far you have pleased your mistress. I know how much you wish to belong to me. and I enjoy draining you as I tease your cock and balls. Keep it going. Or you’ll find yourself in a similar predicament as this special employee down below~Keep on Giving…and Keep on Receiving.

You find yourself waking up. Drowsy, slightly dizzy…and confused. You look around turning your head and realize that you have what seems to be a collar around your neck but you can’t take it off. You move your hands to discover you’ve been shackled and you can’t go very far with your arms before the chain pulls back on it.

You try to stand and a sharp jolt shoots through your body from what is now discover, your shock collar.

It’s dark

There is tiny window above you. But nothing more.

You finally hear the taps of stiletto heels against the cold concrete floor. The sounds tops and you hear a vindictive laugh come from the shadows.

You are hoisted up, with your shackles released from the wall and you are taken to sit in the middle of the room. And your shackles attached to the back of the chair so you can’t run.

You see the dark figure of a feminine outline. You see her long leg come out of the shadows and place her heel in the middle of your legs … and press down, grinding on your balls as she hoists herself up to reach the light above and pulls the string to click it on.

She chuckles as you moan out in pain.

When the fuzziness disappears and your eyes have re-adjusted to the dim light you see exactly who has trapped you.

It is your boss.

You try to stammer out a quite ‘why are you doing this’ but she zaps the shock collar once more and says

‘Speaking is not something you are allowed to do any longer, unless told to do so’

You bite your lower lip afraid of what is to come next.

She stands in front of you with a crop and promptly snaps it on your cock and balls. You let out a little wince, trying to keep quiet. Then she explains’

‘I’m not a woman that believes in sexual harassment suits…I believe in getting even. I heard you joking with your buds how you would tap that…well how did you like my tap?”

And she whips you once again with the crop.

You fucked with the girl. And now—you find yourself as a new inmate at penis penitentiary. Don’t scream, no one can hear you.

You can’t run and even if you DID escape…who would believe lil’ ol me would be able to bring down a ‘big strong man’ like you hmmm?

Don’t worry, I’ve taken the liberty of writing your resignation from the company and canceling your lease…no one thinks you live here anymore—they all think you’ve left and moved away…So you are all mine my new slave bitch

And we are going to have some fun I’m going to push you to your limits and then some.

Today…you will be worshipping my ass…quite literally KISSING it…BEGGING for forgiveness…

Then…you will quickly find yourself on your knees and I will see how macho you are with a thick 9 inch cock being shoved into the back of your through.

Oh dear…that is just the beginning

New Slut for Penis Prison

Ivy — Wed, 30 Nov 2011 06:17:03 +0000

Cindy is the first inmate and will undoubtedly have to show the NEW victims the ‘ropes’…or chains…or cuffs. She is going to remain a resident of penis penitentiary—indefinitely.

Now, there is a particular slave that has BEGGED and PLEADED to be mentioned in my blog. OOPs I’m sorry pigslut, is that a tad humiliating me putting your business all out there?

Well pigslut…it’s easier to put your business out there than it is your cock isn’t it? I mean you shared with me just the other day that your pathetic, worthless dicklett is ONLY 3 inches BIG…I can’t believe you used those words. 3 inches Big—you CANNOT put those words in the same sentence.

Your cock my dear smelly slave…is not a cock…it is not even a dick. It is a tiny, pathetic lil limp ticktack that is virtually useless in every way shape and form. It LOOKS like a real one, it likes to try and become erect and spurt out but all it looks like is one of those candy gushers…it gushes and that’s it.

I hope you are RED in the face as you are publicly humiliated…but you are now the newest inmate of the Penis Prison.

I should write on your tiny pecker that you belong to me…rather yet—have you turn around and write in big red letters on your ass PROPERTY OF EMPRESS IVY AND PENIS PENITENTIARY.

But…My smelly pigslut does succeed in overcompensating for his small lil prick by spoiling his mistress. Don’t you slut?

Right now we are playing a game. With the Holidays coming up Miss Ivy needs packages under her tree, and her stocking Stuffed (even MORE stuffed than some of those assholes with 10 inch cocks in them)

So…my new lil inmate will have to go through my wishlist and send me things and fill my stocking.

This is actually something all of my minions, inmates and potential inmates can do—Fill Your mistress’s stocking.

What would your mistress like off her wishlist? Dear—if its there…I want it. Pretty Simple–and Gift Certificates work to

Link to Wishlist: http://amzn.com/w/278U8T1LL0X87

Well pigslut, you and I know exactly what your task is in front of you.—I want those items to disappear of my list and NOW. You want to make Warden Ivy Happy don’t you?

Or would you rather suffer my wrath and extreme punishment?

Your move.

Black and Blue Balls Friday Event

Ivy — Mon, 21 Nov 2011 08:33:38 +0000

Normally–you would be reading about some other twisted sadistic story about my new little pet from Penis Penitentiary OR you would be discovering how I like to treat my chastity and tease and denial pets.

But, This week…It is going to be a tad different.

Thanksgiving Background–

This week is all about giving Thanks–if you are NOT in the US…this week, we celebrate Thanksgiving. A day that families get together for a large feast of thanks.

It is then followed by Friday, in the US it is known as BLACK FRIDAY and is the busiest day of the year in terms of shopping for Christmas.

Thanksgiving, basically–officially–in a sense–Kicks off the 2011 Holiday Season, because following that is a slue of holidays including haunakka, kwanza, christmas and other holidays celebrated by people of all backgrounds and origins.

It all ends with New Years. Although, Growing up, the holidays ended on 3 kings day in my house, and at times seemed to not end until the super bowl! LOL

However you celebrate, I am sure you are aware of those in need this holiday.

Get Blue Balls and Help a Good Cause

The Fab Four–Girls of Hair and Heels have decided to donate ALL PROCEEDS from calls THIS FRIDAY–November 25–to different charities.

I would like to bring awareness to the different charities so for more information on MY selected charity as well as information about the Hair and Heels Giving Tree and Black Friday Event–please visit my main blog:

www.masturbationfascination.com

Also check out the blogs of the other participating mistresses

Alexandria — www.masturbationphonesex.com

Gemma– www.femdomphonesexcalls.com

Alexis– www.sensualphonemistress.com

Cock and Ball Teasing Fun

Ivy — Mon, 07 Nov 2011 10:00:50 +0000

CBT–Seemingly SIMPLE letters, but when put together can send chills down the spine of a cock stroking slut. CBT = Cock and Ball Teasing. Teasing/Torture is like TomAto/Tomato

When I hear that one of my submissive phone sex callers is interested in a CBT fetish call, *I* Get chills down MY spine and my panties moisten a bit (in the event I am actually WEARING panties!). I get this glow about me when I know the fun I am about to dive into.

–Knowing the FUN you just signed up for…the fun and the torment.

If you are in IM and you are setting up a call, or if you are ON the call…I can almost always guarantee that I will get asked this one question:

Mistress what should I have?

My answer is, whatever you got.

I am not inside your house, or whatever space you may be occupying. I am also not a mind reader. If you have specific toys that you like to use doing your intense cock teasing session, then tell me.

But, you should also know my mind is creative…imaginative…and sometimes on the border of crazy.

You don’t HAVE to have hundreds of dollars worth of actual sex toys. You CAN, but it’s not a requirement.

If by chance you can’t tell me what toys you have, we’ll turn ordinary items into cbt toys.

To YOU stroker sluts that travel frequently on business, and finds himself in the mood for some Cock and ball teasing fun, but doesn’t have his ‘play bag’ … it may seem like just an empty hotel room. To me…it is a play ground

Every room you occupy is a playground, every house old item…can be made into an object of your desire.

Sometimes the more unusual the place, the more fun it is to create a fantasy and wield my mystical mistress powers to bring about a wonderful world of pain and pleasure.

Just keep in mind, if you engage in a CBT call with Mistress Ivy, just know that I like it slow. I want to make you squirm and have you squealing.

I want to play a game with you stroker boys.

Look around the area you are in right now, and list in the comment section 5-10 items in your peripherals. I will in turn showcase my creativity as a cbt mistress and respond with a 3-5 minute audio telling you exactly what to do with those 5-10 items.

Let’s Play