Conquests And Pleasures- Chapter 5: Punishing The Playmate

Conquests and Pleasures- Chapter 5: Punishing the Playmate

By: Doctor Doom

Celeb: Sara Jean Underwood

Codes: MF, nc, rape, viol, oral, anal, bond, humil, spank, tort

Disclaimer: It goes without saying, but this story never actually took place. No celebrities were harmed in the writing of this story. Do not even think about trying this at home, lest you wish to be jailed or killed. Seriously, don’t try this at home, it’s meant for entertainment purposes only.

Author’s Note: This story takes place some time after the events of chapter four which featured Elisha
Cuthbert.


It had now been several months since the master of my order had handed down his judgment for my actions. In regaining my standing within my order, I had been putting my various talents to use as the master had seen fit. For the most part, I had been enjoying the processes of making amends, as it meant I got to continue playing with so many different beautiful women. There had been an occasion or two in which my time with my little delights had to be cut short, and every now and then I was forced to share, but for the most part, my appetite for women had continued to be satisfied.

Still, it was somewhat tiresome being told who to focus on, and when and how to do it. I know, it seems incomprehensible that I could still complain after the way things had worked out, but I was beginning to desire complete control over my operations, and fortunately, the time where I would once again regain total control over my life and habits was approaching.

My master had called me a few days earlier and given me a number that he said I needed to call. Apparently, there was a member of my order who had heard of my special talents and had an interest in putting them to use. I had called the number, and made arrangements to meet with my fellow order member.

I was sitting at the bar of the upscale hotel I had been staying at in Portland when my order brother arrived. He was a rather nondescript looking individual, but after confirming his identity, and introducing himself as Jonathan O’Malley, he sat down and got right to the point.

“Daniel Willard,” he said.

“That’s me, ready to take care of whatever situation you have that needs dealing with,” I replied.

He was rather serious in the way he responded, perhaps a little too serious, “Yes, well the situation is a prissy little slut who needs to be put in her place. Let us get a booth so we can talk with a bit more privacy.”

We moved from the bar over to a small booth on the far end of the room.

“Okay, let’s start at the beginning. Who is she, and what has she done?”

“Her name is Sara Jean Underwood, you might have heard of her. She was Playboy’s model of the year in 2007.”

“Yes, I’ve heard of her,” I said.

“And well, she doesn’t know how to treat her superiors.”

“How do you mean,” I asked.

“We were at a local fund raiser a couple of weeks back. I approached her in hopes of scheduling a rendezvous. I would not have been so upset if she had simply turned down my offer, but it was the way that she did it. Looking at me like I shouldn’t even have bothered.”

“I see, so you want me to help arrange a meeting between the two of you.”

“Not at all Mr. Willard. She had her chance to be spoiled by my affections.”

I was a bit curious with what exactly he had in mind at this point. Over the course of making amends with my order, there had been several times in which I handed over various beauties to other members of my order.

“I’m still failing to see what exactly you have in mind Mr. O’Malley.”

“It’s simple Mr. Willard, I want you to do what you do. I understand you have ways of making women lose their minds, twisting and corrupting them to your own perverted ends. Ms. Underwood is going to be your next little project. All you have to do is film the whole process and give me something to enjoy watching when I’m in the mood for a bit of private entertainment.”

“I see, well, it will take a few days to make the proper arrangements.”

“No it won’t Mr. Willard. I’ve already made things easy for you.”

“I beg your pardon,” I asked, stunned that he was so confident about what he was asking me to do.

“Ms. Underwood, lives right here in Portland. I have made arrangements for her to be at a photo shoot tomorrow afternoon. She thinks she’ll be doing a bit of modeling for some lingerie Playboy is offering in their catalog. I have a few men who will be standing by to assist, pretending to be light and makeup artists.”

I was stunned at the level of detail he had already put into all of this, but somewhat appreciative as it did make my job easier. “Well, you have certainly done your homework, Mr. O’Malley.”

“Don’t think of it as an insult, Mr. Willard. I’m sure you would have been perfectly capable of handling this. I just wanted to make things a little bit easier for you.”

“And it seems you have. Is there anything else I need to know?”

“Yes. I want to emphasize that I want you to make her scream. Nothing you do to her will be too awful. Make her beg for mercy, and learn her true place in our society.”

“Anything else,” I asked.

“The men I am sending to help you are not to have any actual intercourse with her. If they had served me better, perhaps I’d be inclined to let them have a bit of fun at the young lady’s expense. Their torment will be in having to watch you have all the real fun.”

“Fine by me,” I smiled.

“And last, I think there is one more thing you should know, Mr. Willard.”

“I’m listening.”

“I hold a great amount of responsibility in this part of the world as far as our order is concerned.. You make certain that I’m satisfied in what I have requested, and your days of making amends will be over.”

“I understand completely..”

“Excellent,” he said. “I’ve left a package for you at the front desk of the hotel. In it, you will learn where you need to be tomorrow. And with that I bid you a good day.”

I left the bar a few minutes after O’Malley and retrieved the envelope he had left for me at the front desk. Looking over the information he had provided me after I got back to my room, I smiled. Sara Jean Underwood was a lady I had been thinking of introducing myself to for a while, and now I had a very good reason to. I’d make her scream all right, and I’d be free to once again do whatever I wanted to whomever I wanted.

The next afternoon, I found myself in the downtown studio that O’Malley had arranged for the day’s events. Three junior members of my order were also there, pretending to work on the lighting, wardrobe, and makeup for the “shoot.”

Sara Jean arrived a few minutes early. She was as cute as a button, with no idea what was about to transpire.

“Ms. Underwood, it’s so nice to meet you,” I said as she walked into the studio.

“You too,” she said with a beautiful smile. “Are you new with the magazine?”

“Yes, and I must say, it is a pleasure to work with someone such as yourself for my very first assignment.”

“Oh, don’t worry about it,” she giggled. “What would you like me to model first?”

“Straight to business, I like that. Robert, get Ms. Underwood into her first outfit. Joseph, make sure her makeup and hair are perfect. Richard, see to it that everything with the lights and cameras is ready.”

My three underlings for the day got to work doing just as I had told them.

As Sara was being directed to the makeup chair, I said, “Sara, I’m going to get a cup of coffee while you get ready. Is there anything I can get for you?”

“Oh, maybe just a bottled water,” she smiled.

“Very good,” I said as I left the room.

I stepped into a nearby room and made sure everything was set up to specifications. I had cameras lined up around the room and could monitor them from in here to make sure I got all the footage O’Malley could ever want. The setup for the fake shoot was simple enough; with a large four post bed in the center of the room with white silk sheets. There were a couple of photography and video cameras setup in plain view, which would’ve been nothing out of the ordinary for Sara. Everything so far was going perfectly.

I grabbed a cup of coffee and stepped back into the main room. Sara and my three assistants were just finishing up, with my men standing around the room pretending to be busy. Sara stepped out from behind a partition wearing a white silk robe and white six inch high heels, which made her look considerably taller given she was normally just a few inches over five feet tall.

I took a sip of my coffee then said, “Ms. Underwood, you look lovely.”

“Thanks, but I’m not actually modeling the robe,” she said as she removed it and handed it to one of my assistants, revealing a sexy set of white lingerie with pink lace trim.

“Oh, yes, even lovelier,” I said as I took another sip of coffee. “Oh no, I’m sorry, I forgot to get your bottled water.”

“It’s okay,” she giggled again. She really did have a cute and innocent little laugh and smile.

“No, no, I said as I stepped out of the room again, “I’ll be right back. Why don’t you just sit up on the bed there and get ready.”

“Okay,” she smiled as I stepped back into the monitoring room.

I watched on the monitors as she sat up on the bed. The heart of the plan was at hand, as my men knew just what to do. I watched the monitors as they forcibly grabbed the Playmate and held her down on the bed. I could hear her yelling and screaming in disbelief as she tried to struggle and keep them from tying her down spread eagle with the pink silk scarves I had given them. Once she was tied down, they each started running their hands over her body, feeling her legs, stomach, and breasts. They were probably each becoming hard as a rock, copping their free feels of her delicious looking little body. Unfortunately for them, this would be the most they’d be able to really enjoy.

After another moment or two, I stepped back into the room.

“Help meeeeeeee,” Sara screamed. “Get them off of me. Make them stop.”

“Yes, of course,” I said with an evil grin. “Remove your hands from her this instant. You know the rules.”

They each took their hands off my little treat and stepped away. I grabbed a bag from the corner and walked over to the bed.

“Untie me,” Sara said as she tried to struggle against her bonds.

“Shhhh,” I said. “You pissed off the wrong person, Sara Jean. And that person has given me the task of making you scream. Needless to say, this isn’t a photo shoot, but we are going to make a video here today, and you’re going to scream like you never thought possible.”

“Noooooo, let me go. I’m sorry. I’ll do anything, pl-

Her protests were cut short by a hard slap.

She now just lay there crying, wondering what was about to come.

“So, let’s see what my men were getting all excited about,” I said as I began running a hand over her leg. Her body trembled slightly under my touch as she just continued to cry in horror and disbelief. I made my way up her stomach with my hand, and then her breasts, pulling her bra down to expose her nipples.

“No, please,” she begged through her tears.

“Sara, we’re just getting started,” I said as I reached into my bag. “Remember, I said we were going to make you scream,” I said as I pulled out a pair of nipple clips and clamped them down on her.

“Noooooo, oooooowwwwwww,” she screamed as the clamps bit into her flesh.

“There we go, I knew you had a scream in you waiting to come out.” “Noooooo, pllllleeeeaaaaassssse,” she said as I reached back into the bag and pulled out a ballgag. She tried to turn her head away and keep me from forcing it into her mouth, but it was no use.

“Mmmmpppppp, mmmmppppp,” she screamed in vain as the gag was securely placed in her mouth. Looking down at her, struggling against her bonds, I could see that her face was already streaked with tears, and her eyes were still filling up with more tears. She was already starting to sweat profusely from her forehead, and her pretty blond hair was starting to become drenched with her perspirations. Slowly, she began to calm down and struggle less against her bonds, until finally, she lay completely still, looking up at me, and wondering exactly what I was going to put her through.

I reached a hand down to her snatch, and slid my fingers underneath her panties.

“Mmmmmmpppppp,” she moaned in horror as I began to rub her dry, unwilling vagina.

“Oh don’t worry, Sara. I’ll get you wet,” I said with a grin as I began sliding my digits in and out of her unwilling body. Once again, she moaned unwillingly behind the gag, in what I assume was a good combination of horror and disgust.

After a couple more minutes, I could feel her clit making its first appearance of the day, and it was not long after that that she began to thrash around lightly against her bonds, as I did as I had promised and got her moist.

“Mmmpphh, mmmggggg, mmmmmmmmmm,” she screamed as she creamed all over my hand.

“That’s right Sara, I told you you’d get wet. Bet you never had a guy finger fuck you quite like that,” I said with a grin as I walked to the foot of the bed near her feet.

She was still crying like a baby behind her gag as I snapped my fingers, signaling for one of my assistants to bring me a pair of scissors. Once I had the shears, I crawled up between Sara Jean’s spread legs, and snipped the straps of her panties, pulling them down off her waist and tossing them to the floor to reveal her soaking snatch.

“Mmmmmmmmm,” she let out another moan of protest.

“Oh Sara, do you not like me playing with your pussy,” I taunted her.

“Mmmmm, mmmmmm,” she shook her head.

“Oh, well, I’m doing it all for you. Just trying to take your mind off of the pain you must be feeling from those nipple clamps,” I said as I flicked her nipples hard a couple of times, send waves of pain through her perky little breasts.

“Mmmmmmmmmmmmmmmppppppppp,” she let out a long painful scream from behind the gag as I had gotten the desired effect from playing with her sore nipples.

“Maybe I should go back to playing with your snatch,” I taunted her as I leaned down to get a taste of her juices.

She cried again behind the gag, this time turning her head to one side, and trying to close her eyes as tight as she could.

It didn’t matter, after another couple of minutes, I was causing her to unwilling buck her hips into my face as I forced her body to cum a second time.

“Mmmm, mmmm, mmpp, mmpp, mmmmmmmpppppphhhhhhh, mmmmggggggg,” she screamed as her juices shot all over my face.

“Well Sara,” I said as I got up from her snatch and straddled her taut little tummy. “I’ve been so nice to you, making you cum twice like the little slut that you are. Maybe it’s time you returned the favor.”

She shook her head violently as I removed my shirt and unfastened my pants.

“Now, Sara, all I’m asking is for you to suck me off. Wouldn’t you like to suck my nice big cock?”

I was trying to talk to her as dirty as I could in hopes of getting a reaction out of her.

“Mmmmmpppphhhhh,” she tried to beg from behind her gag.

“You’re right, you’re going to have a hard time sucking my dick with that in your mouth,” I said as I removed the gag from her mouth.

“No, I won’t do it. Stop now, pleeeeaaaaase,” she begged through her tears.

“You won’t do it. Well then, maybe I can convince you,” I said as I grabbed the nipple clamps attached to her and twisted them hard.

“Oooooooowwwwwww, oh goddddddddd. It hurts, stop, stop, stoppppppppppppp,” she screamed at the top of her lungs.

“That’s right Sara Jean, just keep screaming. My employer will be proud when he watches this all on the video you’re starring in today,” I said as I removed the clamps from her nipples.

“Oooooowwwwww,” she yelled again as the blood started rushing back into her nips.

“Oh Sara, that looks like it really hurt, let me massage those for you,” I said as I cut away her bra with the scissors and threw it aside before I leaned down and rubbed her tits, licking her nipples softly before sucking on them for several seconds. I tossed the scissors to the floor, letting my assistants pick them up.

“Stoppppppppp,” she protested to no avail.

I got up from her and positioned myself over her breasts, squeezing them together and beginning to run my cock between them.

Sara Jean’s eyes were like a flood, she hadn’t stopped crying yet, and I didn’t plan on her doing so anytime soon. She turned her head to one side again as I continued to fuck her tits. After a few moments, I blew my load all over her chest, neck, and face.

“Eeeeeewwwwwww,” she whined as I jizzed all over her pretty little face. “Why are you doing this,” she cried.

I got off the bed and began running my hand over her luscious little body. I loved the way her body tensed at my every touch. “I told you Sara Jean, you deeply offended the wrong person. He hired me to teach you a lesson. Maybe you’ll learn to treat people a little nicer.”

“I’m sorry, just stop,” she cried, trying to compose herself. She was suddenly in a bargaining mood. Maybe I could meet this person. I’ll treat him nice. I promise,” she pleaded.

“Oh Sara Jean, that’s not going to work. My employer can’t be reasoned with, and even if he could, I’m having way too much fun,” I said as I climbed back on top of her.

“Nooooooooooo,” she screamed and thrashed wildly against her bonds, as she could already feel that I was once again rock hard.

I grabbed her jaw with one hand and made her look directly at me as I plunged my member into her unwilling snatch. Her eyes went wide in horror as I penetrated her fully, letting my tool slide into her all the way to the base.

“Uuuuuuuuggggggggggnnnnnnn,” she screamed in shock at what was happening to her. “Somebody please fucking help meeeeeeeeeeeeee,” she screamed as I started pumping her slowly and methodically.

Her little body was amazing. I enjoyed exploring the deepest parts of her in ways you can only imagine, swaying my hips from side to side, and stretching her out in ways that were nearly incomprehensible to my delicious Playmate.

“Oh goddddddddddddd,” she moaned. “No, no, noooooooo, aaaahhhhhhnnnnnnn. Plllllllleeeeeaaaaaaassssse.”

I looked over my shoulder at my assistants, who were a combination of bitterly jealous and completely dumbfounded.

“What do you think guys,” I said as I slowed momentarily and then slammed my hips forward as hard as I could into Sara Jean’s body.

“Ooooohhhggggggggg,” she wailed again as I began pumping her even harder than before. “No, no, don’t looookkkkkkk, aaarrrrggghhhhhhh. Please get hiiimmmm, offffffffff.”

I looked down at her, “Don’t worry Sara, you are getting me off,” I grunted.

“Nooooo, noooooo, noooooo. Please don’t watch thiiiissssssss.” The fact that she had an audience watching me fuck her could have only been increasing her sense of hopelessness and humiliation. On the other hand, I was totally enjoying myself. I’d play with my treats in front of others more often if I knew I didn’t have to share.

“Get ready Sara, here it all comes,” I grunted as I continued to drive into her as hard as I could.

She once again tried to struggle as best she could, but with me inside of her, she only helped me to reach in body’s most sensitive regions. “Ohhhhhhhh, nooooooooo, agh, uhn, uhgn, uuhhhnnnn, aaaahhhhh, aahhh, aahhhhh, aaaaaahhhhhhhhggggnnnnn, uuuuuunnnnnnnngggggghhhhh,” she screamed as I forced her body to betray itself in ways she had never imagined and blew my load deep inside of her.

She sobbed like a baby, as I continue to press all my weight down onto her little body, forcing her to soak up all of my seed.

“Uuuuuuggggghhhhnnnn,” she moaned as I rolled off of her and once again stood beside her next to the bed. “Alright, you’ve had your fun. Let me go, plllllleeeeaaaassssse,” she begged.

“You’re right, Sara Jean, I have had fun. But I’m nowhere close to being done with you. Untie her,” I ordered my assistants, “and lay her over the bed facing the camera.”

“Nooooo,” she whined as the three men unfastened her bonds.

She struggled somewhat as they tossed her down on the bed face down, facing the camera on the other side of the room, with one of them holding each of her arms to ensure she couldn’t escape.

I walked in front of her, and let her get another good look at my tool, which was once again already starting to become hard.

“Well, Sara Jean, would you like to suck my cock now?”

“Fuck you,” she whined, somehow able to get up the nerve to say such a thing given her predicament.

“Well, that can certainly be arranged,” I said as I walked to the other side of the bed behind her.

She struggled somewhat as she felt me standing over her backside. “Of course, they’ll be plenty of time for that,” I said as I ran a hand over her tight, plump ass.

“Oh, noooooo,” she cried and buried her face into the mattress.

“But there are other ways to make you scream as well,” I said as I pulled my belt off of my pants. “Hold her still,” I said as I folded the leather strap in half, and whipped it hard across her beautiful little bottom.

“Ooooooowwwwwwww,” she let out her loudest scream yet and thrashed wildly on top of the bed, unable to get away from the cruel spanking I was about to give her. “Please godddddddddd, someone help meeeeeeeeeee,” she screamed again as I brought the strap down on her ass again, her body instinctively leaping violently in the air, only to be forced back down hard due to my two assistants holding her in place.

Her face was once again planted firmly in the mattress. I could see her body tensing in the anticipation of the pain I was about to send through it. I brought the belt down on her again, this time with three sharp blows in succession. She tried with all her might not to scream, biting her bottom lip and trying to hide her face in the covers of the mattress, but the third blow was too much, and again she let out a blood-curdling scream.

She looked directly at the camera that was staring her in the face and began to beg, “Oooowwwwww, plllllleeeeeaaaaassssse, I am truly sorrrrrrryyyyyyy,” she cried.

O’Malley would certainly love this when it was all said and done. I brought the belt down on her several more times, each time her body thrashing violently as the stinging leather bit into her ass more and more visciously.

“Merrrrrrccccccyyyyyyyyy, pllllllleeeeeeaaaaaasssssse,” she stammered, hunched over the bed with nowhere to go.

I dropped the belt to the floor and let my third assistant pick it up. Looking down at her beet red ass, I taunted Sara Jean once more, “Oh, Sara, I’m afraid that’s going to leave a mark,” I said as I ran my hand over her sore rump.

“Ooooowwwww, it huuuuurrrrrrtttttts,” she whined.

“Well then, let me give you something else to think about,” I said as I grabbed hold of her hips and positioned my throbbing cock at the crack of her ass.

“Noooooooo,” she screamed, trying all she could to somehow escape the hands that were holding her in place.

“What’s the matter, the little slut doesn’t want my cock in her ass?”

“No, please,” she begged, “I’ll suck you off.”

“Well, that’s probably a good idea, Sara Jean, since I bet your ass is pretty fucking tight.”

“Mmmmmmm,” she moaned as she buried her face again into the mattress. I could see her knuckles turning white as she grabbed the covers on the bed and clenched them as tight as she could.

“Why Sara, you don’t seem at all interested in me fucking your ass. What’s the matter, do you not like anal sex?”

She shook her head, “Not there, I’ve never let anyone in there,” she whimpered.

“So, I get to pop your ass cherry. Well then, you will be tight won’t you? But I think I can help you out,” I said as I stepped away from her momentarily. “Don’t go anywhere,” I said, giving her a hard painful slap on the ass as I walked back over to my special bag of toys and pulled out a jar of Vaseline.

“Oh nooooooo,” she whined again as I returned to my place behind her and opened the jar, grabbing a large gob of the lubricant and smearing it up and down the crack of her ass.

Her body was trembling uncontrollably as I once again grabbed hold of her hips and lined up my eager member with her virgin asshole. “No, not this, I’m begging youooooooowwwwwww-

She screamed in disgust as I inched my way up her virgin anal passage.

“You guys can let go of her now,” I grunted to my associates who had been holding her in place. “I can take it from here,” I grinned.

With her hands now free, Sara Jean tried to pull herself up onto her elbows and somehow crawl away from me across the mattress. I let her think that she was temporarily escaping for just a second as she pried her ass slightly off my cock, but then forcefully slammed all of my weight back down on top of her, pinning her to the mattress once more.

“Ooooowwwww, uuuuuuhhhhnnnnn,” she screamed, “Noooooooooo, aaaarrrggghhhhhh..”

As I had expected, the Playmate’s ass was incredibly tight, but the Vaseline I had smeared her crack with made it easy for me to glide in and out of her.

“I’m uuuhhhhhnnnnn sooooorrrrrrryyyyyyyy,” she tried to yell into the camera.

I taunted her as I continued to pound her ass, “Don’t worry, Sara, no one can hear you. Remember, I told you we were making a video. He can’t hear you now, but he’s gonna love watching this later.”

“Aaaahhhhhhnnnnnn, noooooooo moooooorrre,” she begged as she once again clutched at the covers of the bed until her knuckles turned white. “Uhn, ah, ah, aaarrgghhhh, uuuuuhhhhnnnnggggg, ah, this, ah, is, uhn, sooooooo, nnnnggghhhh, naaaassssttttty, aaaaarrrrhhhhhgggggggg,” she cried as her body gave in to the most unwanted pleasures of her life.

“That’s right, cum you little whore,” I grunted as I reached under her and grabbed her tits, cupping them firmly in both hands.

“Nooooooooo, uuuuunnnnnhhhhhh,” she screamed as I rolled over onto my back, letting her ass sink even further onto my cock.

She tried to brace her feet on the mattress and push herself up off of me, but it was no use. I let go of her tits with one hand, and rammed three fingers into her snatch, forcing her back down onto my shaft.

“Nooooooo, pllllleeeeeaaaaassssse, uuuuuggghhhhnnnnnn,” she whined as I started to pump her in both holes.

“That’s right, just keep screaming, Sara Jean.”

She just let her body go limp, seemingly accepting her fate. But interestingly, it also seemed that she was now trying to stay as quiet as she possibly could, only giving a few small grunts as I continued to thrust upwards into her ass. This only made me double my efforts to get her to remain vocal.

“Oooooowwwww, oh, fuuuuuuccckkkkkk, uuuuhhhhhnnnnn,” she unwillingly moaned as I rammed my three fingers deeper inside of her snatch and fingered her deep and hard.

“I knew you couldn’t stay quiet,” I grunted as I continued to pump her from below.

“Oooooohhhhhh, oh shit, not aggggaaaaaiiiinnnnnnn,” she whined, “I’m cummmmmmiiinnnnnggggg,” she moaned. “Not like this, please, uhn, not, like, thiiiiiissssssss, aaaaahhhhhhhhh,” she cried as her juices sprayed all over my hand.

I pulled my hand out of her snatch and rolled over again so I was once again on top of her.

“Eeeeeewwwwww,” she screamed.

Now that I was once again on top, I drove into her tight passage even faster and harder.

“Mmmmpppppppp,” she screamed into the mattress, trying to keep her face hidden from the camera directly in front of her. She once more had a death grip on the covers of the bed, as she realized what my quickened pace meant for her.

I grabbed the back of her hair and forced her to look up from the mattress, letting the camera capture all of her humiliation.

“No, ahh, agh, ohhhh, fuuuucckkkk, shiiitttt, nooooooo, uuuuuhhhhnnnnn, uuuunnnnggggg, uuuuuuuuuuggggggg, aaaaarrrgggghhhhhhgggggg,” she screamed as I finally blew my load into her tight ass, letting my entire body fall down on top of her as I stayed inside of her as long as I could.

I pulled out of her with a satisfying sigh of complete dominance and pleasure. Sara Jean Underwood just continued to lie on the bed motionless, clutching the covers to her body, and crying her eyes out.

Turning to my assistants for the day, I said, “Get her up and ready for the next step in the process.”

Looking up, the Playmate bawled, “What, nooooooo,” she cried as my three men grabbed her.

One of the men tied her hands together in front of her. She tried to kick and fight them off momentarily, but they easily overpowered her and drug her to the middle of the room. She tried to let her body collapse onto the hard floor, most likely hoping that they would just let her stay there, but after a few seconds one of them threw the rope that was binding her wrists up over one of the beams hanging from the ceiling of the studio, which was about twelve feet off the ground. After another few seconds, my men were hoisting her up off the floor, so her arms were stretched over her head, and her entire body was now hanging about a foot off the floor.

“What. Whyyyyyyy,” she whined.

“Because I’m having too much fun to stop,” I taunted her as I stepped in front of her.

“I said I’m sorry,” she whined again.

“Yes, well, sorry isn’t good enough,” I said as I motioned for one of my men to bring me the nipple clips again.

“No, not that. Not again, ooooowwwwwww,” she screamed as I once again let the clamps bite into her little nipples.

“Let’s see what else I have in my bag of tricks,” I said as I nodded for my men to bring it to me. With the bag in hand, I reached in and pulled out a pair of weights, and then attached them to the clamps on Sara Jean’s tits.

“Ooooowwwww, goddddddd, hellllllpppppppppp,” she screamed as she looked to the ceiling.

With her tits being cruelly stretched towards the floor, I reached back into the bag and pulled out a large dildo.

“Unnnnngggggg,” she moaned as I rammed the fake cock in and out of her snatch.

I fucked her with the fake dick for a couple of minutes, but she had once again decided to try to remain as quiet as possible.

“Don’t want to scream anymore do you? Well, let’s see if we can change that,” I said as I pulled a large vibrator out of my bag and walked around behind her.

“Oooooohhhhhh,” she moaned as I stuck the vibrator up her ass and turned it on, but again she tried to stay as quiet as she could, only letting out a few whimpers due to the complete embarrassment she must’ve been feeling.

I walked around in front of her again, and pulled off the weights and nipple clips from her body. She barely responded, and looked like she was ready to pass out. I knelt down in front of her, and pulled the dildo from her snatch. She was still crying as I leaned forward and began eating her out.

“Uuuuuugggnnnnnnn,” she moaned as I began licking up her juices.

I reached around behind her and pulled the vibrator out of her ass. “Aaaaahhhhh,” she let out a long moan of exhaustion.

Sara Jean Underwood had passed out and didn’t even realize that she was cumming all over my face a few minutes later when I forced her into an unconscious orgasm.

I stood up, somewhat pleased with how things were going, but also knowing that O’Malley likely would want more. I told my men to get the buckets of water from the other room and they brought them in.

“Wake the bitch up,” I said, and they tossed the buckets of cold water onto the helpless dangling Playmate.

“Ahhhhhhh,” Sara Jean woke up, a bit disoriented, but realizing that she had not simply been dreaming.

“You’re not screaming as much as I wanted you to, Sara,” I said as I reached into my bag once more and pulled out a small leather whip.

“No, please, just let me go,” she begged and whined as I walked around behind her. “Oooowowwwww,” she wailed as I began bringing the whip hard across her bare ass. Her body shook violently as she hung there helplessly, just hoping and praying I would end her spanking quickly.

She screamed to no end, and I decided it was time to end her ordeal, provided she was willing to cooperate. Walking around back in front of her I asked, “So, Ms. Underwood, are you ready to cooperate?”

“Yes,” she nodded and whined.

“Good,” I said, and motioned for one of my men to let her down from the ceiling.

She dropped to the floor instantly, unable to catch herself in even the slightest bit.

I untied her hands and dragged her back over to the bed, tossing her down so she was once again facing the camera. I knelt beside her on the bed. “Go ahead, Sara, suck my cock,” I said with a satisfied grin, knowing that she would do exactly what I was telling her.

She pulled herself up beside me and grabbed my shaft. She hesitated only briefly as she leaned in and began sucking my cock. Given all her previous torments, her efforts were less than enthusiastic, but she looked up at me with her brown eyes with a look that showed she was defeated and ready to do anything that would bring her nightmare to an end.

“Very good, Sara,” I said as I pulled her away from my cock and flipped her over once more so she was looking directly at the camera. I crawled around behind her, lifting her up slightly and entered her body once again.

“Oooooohhhhhhhh,” she moaned as I inched my way up inside of her.

“Go ahead Sara Jean, apologize one last time,” I grunted as I began gliding in and out of her moist snatch.

“Uuuuggghhhhnnnnn,” she hung her head, “I’m sorry, aaahhhh,” she said looking back up into the camera. “I’m soooooo, verrryyyyy, sooorrryyyyyyy, ahhhhhnnnnnn, oooohhhhhh, nnnnnhhhhhggghhhhhhhh” she cried one last time before collapsing face down into the covers and passing out for good.

With the Playmate unconscious, I finished fucking her quickly, being rather spent myself.

I ordered my men to clean up and gather the equipment. With the recordings in hand, I left Sara Jean Underwood where she lay with a note nearby that would explain to her the consequences should she ever try to tell anyone what had happened.

I sat in the waiting room at O’Malley’s home, waiting for him to come out and approve of the video footage. After a little more than an hour, he stepped out of his study looking quite pleased.

“You can go now Mr. Willard,” he said and then stepped back into his private chamber.

I got up to leave. As his butler showed me out and I was walking to my car, my cell phone rang.

I answered it. “Good work, Willard,” my master said in the phone, “You once again have my permission to do as you please,” and then he hung up. As I got in the car and drove away, I couldn’t help but smile. I had a lot of catching up to do, and knew just who I was going to start with.

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