EvilSadist

Monique could barely breathe as she logged on to the chat site at the specified time and saw the private chat room. The password had been emailed to her earlier that day - her fingers were shaking so bad she could scarcely type it in. She took a couple of deep breaths before hitting 'enter' to calm herself. She could feel her heart pounding, her adrenaline flowing, her pussy quivering with excitement. She entered the chat room. He was already there, waiting for her.

EvilSadist: You are early. I like that.

She grinned, glad he was please, and typed her reply.

PlzStretchMe: Eager to talk to you.

EvilSadist: Glad to hear it.

EvilSadist: Got your pics. Very hot. Nice ass.

PlzStretchMe: Thnx

EvilSadist: Nice tits, too. Are they real?

PlzStretchMe: Yes.

EvilSadist: Cup size?

PlzStretchMe: 38 D

Monique was particularly proud of her breasts. Large, firm, very little sag and perky nipples. When excited or cold, they poked out through most of her clothes, even some of her thicker sweaters and sweat shirts. Sometimes it was embarrassing, especially if she was wearing something very thin and tight, at which point she thought maybe they stuck out too much and looked abnormally large, but guys always seemed to enjoy playing with them. Sucking them. Biting them. Even pinching and twisting them - she loved it when guys were rough with her tits. She could cum just from that, though very few people were ever that rough with her.

EvilSadist: You sure you want this?

PlzStretchMe: more than anything

EvilSadist: Good. You will need dedication to endure.

EvilSadist: You understand this is a trial?

PlzStretchMe: yes

EvilSadist: Good. You said you have a webcam. Turn it on.

Monique grinned, giddy like when she used to perform at music recitals, as she turned on her webcam and connected it into the chat room. It was easy for her - she had done it a plenty of times before. She was already naked - she usually talked on the chats naked, prepared to please herself as she obeyed her cyber-master commands in the quick cyber sessions she had.

EvilSadist: Good. Already naked. I like that too. Let me see you from the side.

Monique turned so that her right side faced the camera.

EvilSadist: Bend over your chair.

EvilSadist: Good.

EvilSadist: Now show me that ass. Spread it apart for me - let me see up inside of you.

Monique did as ordered, first spreading her ass cheeks, then hooking her fingers in her anus and pulling it apart as far as she could. She was able to stretch herself wide enough to easily accommodate a fist, and she demonstrated that to EvilSadist by slipping her hand up into her ass until her sphincter was squeezing her wrist.

EvilSadist: I didn't tell you to do that

EvilSadist: but your enthusiasm is good.

EvilSadist: We just need to make sure you can follow directions.

EvilSadist: You have everything I told you to get ready?

Monique nodded.

EvilSadist: Good. Clip your left tit.

Monique picked up the small metal alligator clip she had been told to have ready for this chat. Looking at it made her nervous: she had had cloth hangers and plastic clips clamped down on her nipples before, but this little clamp not only snapped shut with great pressure, but was sharp and jagged on the inside. It looked savage and painful.

He didn't specifically tell her to clip it to her nipple, but Monique felt like she knew what he would want to see. If there were a lot of clips, then maybe he would have ordered her to hook them all on, but it was just the one.

She took a deep breath as she raised the clip to her tit. She held her breast in one hand, and when she squeezed the alligator clip open, inserted her nipple into the gapping, fanged maw. She let the clip ease closed, afraid that if she let it snap shut it would literally bite her nipple off. Which could have been what he was going for - and even with her closing it gingerly might still happen.

The sharp points bit deeply, slowly - ever so slowly - clamping down on her tender, but hard nipple. She eased the pressure off the clamp, sometimes stopping, too, as a sudden flash of pain erupted through her. The agony was mounting, swelling greater and greater, and she was sure that the sharp points were digging into the flesh, about to slice through her skin, maybe even lop off her nipple. And then they were closed all the way. It hurt, it hurt like hell, and the pain was only mounting as she skin was subjected to the constant pressure.

EvilSadist: Show me.

Monique, still holding her boob in her hand, leaned in towards the camera, giving him a close up. She twisted slowly, showing it at various angles, letting him get a good view of her handiwork. All the while, the pain was getting worse.

EvilSadist: Excellent. Now use the lighter to heat one of the needles.

Monique, a little disappointed that she was not allowed to remove the clip, scoped up her metal zippo, sparked up a flame, and held one of the straight needles in the fire for a few moments. She could feel the heat on her hand, the metal getting hot.

EvilSadist: Extinguish the flame on your left tit.

Without hesitation, Monique moved the zippo up under her breast and quickly jammed it up into her flesh to smother the flame. She winced at the pain as her skin burned, but she didn't make a sound. Not that EvilSadist would have heard her.

EvilSadist: Now poke you right nipple with the needle.

Monique winced again as the hot metal made contact with the sensitive flesh of her nipple. She had played cyber SM games before, but they were all fantasy. This was real and much rougher than anything she had ever experience before, even in her fantasies. The metal was cooling, transferring the heat to her flesh as she held the sharp tip against her hard tit-bud.

EvilSadist: Good. Pierce it.

She read the line once, furrowed her brow in confusion, then read it again. Her eyes went wide with shock and terror as comprehension finally dawned on her. She looked into the camera, knowing her eyes were making contact with the man on the other end, the man who wanted her to hurt herself because he was not there to do it in person. Then again, maybe if he was here he would tell her to do it, either to see if she would listen or because he enjoyed it more if she hurt herself.

She was holding the needle in her right hand, so she scooped up her tit in her left to hold it in place. She squeezed the nipple between her fingers, making it jut out a bit and keeping it held firmly. She began to push the needle through.

The pain was intense as the sharp point pressed deeper and deeper into the hard skin of her nipple, pressed in but didn't break the skin. Without realizing it, she had closed her eyes and was biting her lip. She pushed with both hands now, driving the needle harder against her nipple and forcing the nipple as hard as she could onto the tip.

Very suddenly, like a damn bursting open, even greater pain blasted through her tit: the needle speared her flesh, pushing into one side and quickly out the other until her nipple was in the center of the thin metal bar.

She opened her eyes, then, and began to breath - she hadn't known she was holding her breath. It hurt like hell, but unlike with the alligator clip on her other nipple, the pain was already subsiding. The needle was in, and it would hurt for a long time, but the worst was over. Of that ordeal, at least.

EvilSadist: Very well done. You are very determined.

Monique smiled and nodded. She was aware for the first time of the wetness on her legs - her pussy was well and truly juiced up from this.

EvilSadist: The needle looks centered. Is it?

Monique looked down at her breast, examining it for the first time. It seemed surreal to have a needles pierced through her nipple like that. It was centered and she nodded in reply, and even leaned closer to the camera so that he could see it for himself.

EvilSadist: Good. Heat it up again.

EvilSadist: The pointed end.

Monique sparked the lighter up again and held it up the metal tip. There was not much room between the flame and her skin as she held the zippo under the needle. She could tell it was burning her even as the metal heated up and started to sear her nipple from the inside. God that hurt! She had never known anything like the intense pain that was engulfing her sensitive flesh.

EvilSadist: Now the other side.

She switched hands and held the flame up to the other side of the needle. One side of her breast got relief as it cooled while the other side heated up and burned. For a moment, the pain made her gasp, and the sharp inhale made her large breast jiggle. The whole of the flesh orb bounce through the flame, and the red tongue licked across the bottom of her tit for an instant, sending a wave of agony through her. She held her breast still and continued to heat the needle, again holding her breath and wincing through the pain. She kept her eyes locked on the camera, though.

EvilSadist: You may extinguish the flame.

She did it just as she did before, snuffing the fire against her left tit and burning her flesh against the searing hot metal of the zippo.

EvilSadist: Piss in the cup.

Monique arranged the angle of the camera, focusing it down to her cunt. She planted one foot on the computer chair and held the large clear glass against her pussy. It took a little coaxing, she was unused to peeing in this position or on camera, but eventually her flow started. She had had to go for awhile, but was holding it in. She had figured, when one of the items on the list was a clear glass, she would be doing this.

Her urine was dark gold and, as the glass quickly filled to the tip, the smell of it was heavy in the air. She wished she had drank more water before this to delude the pee, but it was too late now.

Just as the bubbling liquid was reaching the top, Monique strained hard to stop the flow. It took a good deal of effort, and she was glad she hadn't waited til the last minute - the dwindling trickle might have overflowed the piss onto her carpet, and she didn't want that. As it was, it filled the glass nearly to the rim, and she had to handle it very gingerly to keep from spilling.

EvilSadist: Good. You filled the whole thing. Dip you nipples in it, left one first.

Monique was a bit shocked by that request, but she compiled. She leaned over to make sure her tits were in the camera shot, then dipped her clipped nipple in the pleasantly warm liquid. She held it there and few moments, giving her breast a bit of a jiggle to stir the piss up.

She moved the glass to her other breast and was glad to see the mouth of the glass was large enough to admit the needle. As she dipped in this time, the acidic urine stung the piercing something aweful - it was unexpected, and she winced and jerked back a little. Not enough to pull out completely, and she caught herself in time and dunked the nipple back in, again letting it soak for a moment and giving it a stir.

EvilSadist: Drink it all. Don't just chug it down, but drink it.

Monique sat back down and readjusted the camera again, focusing on her face. She started to drink. She had never been a part of real piss games before. Sometimes, while cybering, someone might bring it up - "I'm pissing all over you face and tits, you dirty bitch!" - but she had never experienced it. The idea thrilled her, and if some guy had just decided to piss on her during sex, she would have loved it, but she always thought she'd have to work up to drinking it. She didn't have that luxury now.

It wasn't so bad, though. Salty and bitter, a very heavy flavor that assaulted her mouth completely, but she could stand it. She took it in reasonable swallows, taking time to breathe and show that she was, indeed, drinking it down. It took her a couple minutes to finish the whole thing and found that doing so got her very turned on - especially because she was doing it for EvilSadist's pleasure. She figured it would probably be even better to be forced to drink someone else's

EvilSadist: If you have more to go, you may fill it again.

Monique did have to go and was glad to relieve the pressure. Having stopped mid-stream, the urge was quite strong to release the rest. She was able to fill the glass up halfway before she had emptied her bladder.

EvilSadist: Fuck yourself with the dildo.

Monique scooped up her toy, a large ten-inch flesh piece with veins and ridges. It was thick, especially the head, which ballooned out to about 8 ½ inches around - her thickest one. It has a suction cup on the end, and she planted that firmly on the computer seat, then straddled the toy and began to lower herself onto it.

The head impaled her easily and she slid down on it with remarkable ease - normally this one took a little working up to, and even then, she had to go slow and gentle. She didn't now - she plowed down on it and took the whole length up inside her in one plunge.

EvilSadist: That's your biggest?

Monique nodded and she started to ride the monster. She was starting slow - slow enough to type, but it was easy going. She just could not believe that her body was responding this way to the torture she was putting it through.

PlzStretchMe: So turned on - so wet! Never that easy!!

After typing that, she picked up the pace. The pleasure this simple piece of rubber gave her was amazing. Her eyes were wide with shock and her breathes were coming in heavy pants. She had never felt such awesome enjoyment from having a toy buried inside of her.

As her tits bounced heavily with her humping, the pain exploded through both nipples and through her body - it only increased her pleasure and lust and got her humping harder and fast, raising her ass completely off the piece and then dropping herself all the way down again with all of her weight, causing the blooming head of the toy to hit her cervix with a bit of force. She was loving it completely.

EvilSadist: I am pleased with your performance. I will accept your deal. Here are the rules:

EvilSadist: No, keep humping. You read what I type, nod or shake your head in reply, but don't stop fucking yourself.

EvilSadist: And don't forget to tweak and twist those nipples and to finish that drink while you're at it.

EvilSadist: You want me to stretch you ass. You want it wide - real wide.

EvilSadist: You are to relocate. You will be living with me. How you deal with your personal belongings and affairs is up to you and I will in no way be involved.

EvilSadist: At an arranged time, I will meet you and bring you to my place. There will be preparations made for your stay.

EvilSadist: Before I take possession of you, you will have an object, anything, that you will present to me. This object will be your goal - you want your ass stretched to accommodate this object.

EvilSadist: Once I have it, you will then belong to me. You body, you mind, everything, will be mine to do with as I please whenever I please. You will be my slave and do whatever I command. You will have no will of your own except the will and want to please me. There are no safe words. Ever.

EvilSadist: You will remain in servitude until the object fits in you ass comfortably or one year passes, whichever is LONGER.

EvilSadist: I will, of course, do my best to stretch out your ass as much as you want as quickly as I can. That is part of the deal, that I not neglect this desire of yours.

EvilSadist: Once this is finished, if we both desire you to stay, we can renegotiate for a new object or to simply prolong your servitude, but this will be broached when the time comes.

EvilSadist: The only agreement I will make is that I will do my best to keep you from dying during this time. I will also refrain from a lot of permanent modifications and mutilations of your body - I make no promises that permanent damage may not occur.

EvilSadist: Your ass is another matter altogether. Once I have the object, there is no turning back and it will eventually fit in there. I don't care how long it takes or how wide I have to stretch you, but it will. I am not to blame for any regret you have at this or any damage that may occur. Even death, should the object's insertion result in such. You are choosing the size, after all.

EvilSadist: It's not my fault if your sphincter gets wrecked, wore out, broken, or ripped and you end up having to wear a buttplug every moment of your life to keep from shitting your pants - if you will even be able to find a buttplug that will hold in your ass after I'm through.

Reading those lines, about her ass being so destroyed that she couldn't hold in her shit or even a buttplug, made Monique shriek and scream as her orgasm exploded through her. She was bouncing hard on the dildo, twisting her nipples hard despite - and because of - the enormous amount of pain that it caused her, which got her so hot. The taste of piss was still thick in her mouth; she had just finished off the last of it. She was screaming and shaking in total bliss. She had found someone who could help her achieve her wildest fantasy and push her beyond the limits of everything she knew. It was a bit scary to turn herself over to someone, but that was the fun of it - he would do things to her that she would never think of and never dare to do. He would force her, and she would adore him for it.

EvilSadist: I see, by that reaction, that this is okay with you.

Monique nodded as the last quakes of her orgasm shook her. She was suddenly very exhausted, but still horny as hell and on the verge of a second orgasm.

PlzStretchMe: Yes, I agree to those terms.

PlzStretchMe: You own me. I will obey you completely. No safe words.

PlzStretchMe: If I disobey, punish me as you will.

PlzStretchMe: How soon?

EvilSadist: Depends on you. How soon for you to move to me?

PlzStretchMe: Two months at the very latest. I can let you know in the next couple of days how long it would take.

Monique didn't have many close friends - it wouldn't be too bad leaving them. She had moved into this apartment right after college, and despite three years of living in it, it had only collected junk. Nothing she was really attached to, and not much of any real worth. She had always fantasized that she would someday submit to some master somewhere and have to move. She had, without even trying to, without even realizing it until now, been living a temporary life to be ready for it.

To be ready for this moment, she realized, and her cunt started to spasm again and she wanted nothing more than to resume fucking herself.

EvilSadist: Very determined. I like that. Willing to give up everything for your fantasies, I like that too. You will make a good slave, I think. Very obedient - but don't think that will save you from punishment. I love to hurt people, and you will be hurt - a lot.

PlzStretchMe: I will endure anything for this.

EvilSadist: Then I will be hearing from you soon. I'll get everything ready for your arrival. What you have endured today was just the beginning.

EvilSadist: Now, your last task. Start fucking yourself again - a slut like you needs more. I can tell. And right when you are about to cum, remove the clip and needle.

Monique did as instructed and started to fuck herself again. She was twisting and pinching the needle-pierced nipple and tugging on the alligator clip. It was well-secured and the fanged teeth did not slip on bit, but she pulled on it as hard as she could, lifting the ample weight of her large breasts up and out and stretching the flesh of boob and nipple as far as she could. It was a monstrous pain, but in the throes of her pleasure, it felt so right. She didn't understand why she was enjoying this, how she could like it so much, or how she had gone so long in her life without it.

She was ready to explode, and at that moment, released the alligator clip - only loosening slightly before yanking it off - and pulled out the needle. The pain was excruciating and exquisite at the same time, causing her to cry out in agony and ecstasy. She had never felt such fierce, terrible pain before, but the effects on her orgasm was amazing. She was cumming harder, her world spinning and flashing before her.

She was reeling for a while, and the stinging through her tits only increased, but she was so swept away that she barely noticed. When her mind and body reunited, her soon-to-be master had already logged out of the chat room. She collapsed back in her chair, her cunt still stuffed with the her dildo and her breasts ached terribly - and as the afterglow of her orgasm began to fade, the pain only got more noticeable and much less enjoyable.

The next few days would not be very pleasant, she guessed, and a bra was probably out of the question. But that was something to worry about later. She forced herself to her feet, the dildo just falling right out of her still gushing cunt. She flopped down into bed, completely and absolutely exhausted.

The last thing she thought before sleep overtook her was how soon she would belong to someone else and he would happily break her ass and really enjoy himself while doing it. She fell asleep happier than she had been in a very long time.