Turnabout is Fair Play (closed)

[saedo]

Closed for Kitta


I eased into the seat at the Penumbra bar. William, the bartender, was there to greet me within moments.

"Good evening, Mr. Trask," he said. "What can I get for you? The usual?"

I nodded. "Please." As a longtime patron, William knew my preferences like the back of his hand.

I took a sip of my scotch and smiled at the familiar warmth as it slid down my throat. I eased back against the high-backed barstool and cast my eyes up at flat-screen suspended over the bar. Red Sox were up 5-3 at the top of the seventh.

I'd been coming to the Penumbra off and on for the better part of two decades. My wife - God bless her - had long ago recognized that I would go insane if I wasn't permitted some regular "me time" to recharge my batteries. Consequently, tonight was left to me alone. Laura would handle our two boys while I pursued whatever I saw fit.

Tonight, I'd opted for Penumbra. I'd have a couple drinks at the bar while I watched the game before getting a table and having dinner.* Just what I needed to recharge the batteries.

Boston had fallen back to 5-4 in the eighth and I was midway into my second scotch when William set down a fresh drink in front of me. I raised a questioning eyebrow. "I appreciate the prompt service, but I'm not quite ready for a third."

William smiled softly and nodded his head towards my right. "Compliments of the lady."

I followed his gaze. About half a dozen seats away sat a stunningly beautiful woman. Hair so black it almost seemed blue tumbled down her back. Her skin had a light tan that seemed natural and her nose and cheekbones had a touch of the exotic. Eyes of dark blue gazed back at me over the rim of a martini glass. Full red lips smiled knowingly at me.

The woman wore a simple black dress that must have been tailored for her. While her frame ran towards the petite, her upper torso was dominated by a tremendous pair of breasts. They'd have been large on a woman my height and were positively enormous on her. Despite this top-heaviness, her frame narrowed to a tiny waist before flaring into some luscious hips. Her seated posture made her height difficult to judge, but I estimated I was easily several inches taller, even with the stiletto heels she was wearing.

I make my living in large part by being able to read the intentions and desires of the person I'm dealing with.* Whether it's better understanding my customers or gaining insight into my competition, the knowledge I glean about a person's appearance and behavior are why I get the big bucks. Also helpful in this moment was my decade plus marriage; Laura didn't have quite so impressive a set of curves - she is the mother of two, after all - but I'd had many a lecture about the challenges of being fashionable as a woman whose hourglass figure didn't comport with runway model standards.

With those elements combined, I could see that this woman's image was carefully crafted. Her dress fit well to suggest her curves, but did not emphasize them. The hint of cleavage at the top was just enough to catch the eye while still covering up enough to almost demure. I knew from my wife that this was a hard balance to strike for the busty woman; mist fashion options sought either to compress and conceal or to lift and display. That this woman found middle ground between the extremes was no accident.

That made her welcoming gesture all the more curious. Her attire suggested a thoughtful mind, so I assumed she had taken similar mental inventory of me. That would have to include the gold wedding band on my left hand. So if she knew I was married, why was she buying me a drink? I took a casual glance around the bar. I am was not the only man sitting alone and among those were others both younger and smoother than I who did not wear the obvious brand of a spouse. So why me?

Of course, perhaps that very oddity was just the right sort of bait for me. Something that sparked my curiosity was hard to ignore. I shrugged and yielded to temptation.

I stood up, picked up my scotch, and walked the couple dozen yards to where the woman sat. "Good evening," I began. "Thank you for the drink. My name is Jacob Trask and I would like very much to make your acquaintance."

 

[Kitta]

I had noticed Jacob Trask as a potential target 3 weeks ago. Dressed down and sat in a shadowy corner of the Penumbra, I was easier to miss as I scouted for possibilities. Years of study has resulted in an almost unconscious knowledge of who is suitable for my needs but I'd never rely on that alone. A careful spider catches the fly.

A tall, broad man entered and took a seat at the bar. The bartender seemed to know what he would order before they exchanged words, that looked promising for me and I started to take an interest.

The man exuded strength, his physique was clearly muscled but these muscles were not for show. He had the appearance of an old football player, slightly bulky but well maintained. He hadn't gone to seed and clearly looked after himself. That meant long hours at the gym or out running, also good news for me.

I took note of his thick, dark hair just starting to grey at the temples, his strong chin and easy smile showing good white teeth and his brown eyes, deep but bright. Looks really don't matter to me, I'm more practical than that, but it doesn't hurt that this guy has a sort of rugged charm. He has my full interest now and I just need one more detail.

My view of him is from the right, blocking his left hand. I didn't want to move and draw attention to myself so I sat, nursing my drink and waiting. Finally he moved from the bar and took a seat at a table, ordering some food. Wedding ring! Bingo.

After he left that first night, I gently interrogated the bartender. Married with a couple of kids, Jacob Trask worked in the city and came in most Thursdays for a drink and some dinner, always alone. Just some time to himself.

I did my research and checked his online presence. A professional networking website gave me a good idea of his income, social media showed a happy home life with a wife he clearly cared for and children he adored.

Exactly the sort of man who wouldn't want domestic upset but his weekly ritual of alone time suggested to me that he could be seduced.

In the past 4 years I had perfected this scheme. Find a man who would do anything to avoid scandal; politicians, married men, celebrities. Seduce the man, offer to carry out his wildest fantasies if need be. Film the encounter secretly then threaten to reveal the footage to whoever they want it hidden from unless they pay for my silence. I had found that blackmail works best when there is an end in sight so all I demanded was a monthly payment for one year. After the final payment I would destroy the evidence and my victim would be free to go on with their lives. I was never short of victims.

Now, with Jacob in my sights I set my trap. I went to the Penumbra for the next 3 Thursdays, the first 2 were a bust and he didn't show but the third week he walked in and straight past me. I let him settle in to his routine before sending a drink over with the bartender.

I waited to catch his eye when he learned the source of his gift and noticed him take stock of me. I had dressed very carefully, my instinct telling me that this man responded to class and subtlety rather than overt sexuality. My custom made dress hugged my curves tightly, my hips and bust flattered but not exposed hinting at the delights hidden under the fabric. My hair was loose, sleek and glossy waves tumbling down my back. My red lips contrasting starkly to the blackness of my hair and dress.

I smile warmly at his approach.

'Good evening Jacob, my name is Holly Jenkins. I couldn't help notice you sitting alone and thought you might like some company.' I kept my voice friendly and neutral, not wanting to scare him off with a strong attack. I offered my hand out to him as a greeting.

 

[saedo]

Holly Jenkins proved to be as scintillating a conversationalist as she was statuesque a beauty. We chatted back and forth for the better part of an hour and I found myself liking her a great deal. Perhaps far more than I should.

However, not everything was quite on the level with Ms. Jenkins. She remained remarkably cagey about about her profession. She was also clearly well practiced at such deflection. Whenever the conversation steered towards revealing more details about herself, she guided it away. Her verbal judo was quite skilled; short of switching to blunt interrogation, I wasn't going to get anywhere.

I thought this reticence coupled with her stunning good looks might suggest she was a high paid escort. It certainly wouldn't be the first time that the Penumbra had played host to those before. With the Goldenrod Hotel - one of the city's finest - nearby, the Penumbra often served as a location for such transactions. In my years, I'd met a few here myself.

But in my experience, a "lady of the night" usually waited to be approached; she didn't buy a potential john drinks. Moreover, Ms. Jenkins seemed far too good to be the type of paid woman who had to solicit clients. If she was an escort, I'm sure she was available only by appointment.

Yet if Holly was on the up-and-up, why the shroud of vagueness about he life? Why select me out of the other men here? Why ignore my clear marital status? Odd, very odd.

Much as I was enjoying talking with her, I decided I needed to move things along. "Well, look at the time," I announced, briefly flashing my platinum Omega on my left wrist. "Ms. Jenkins, it has been delightful speaking with you, but I find my appetite thoroughly whetted. If I don't soon wrap my mouth around something succulent and luscious, I think I might lose my mind with desire." I started to get up, then paused. "Of course, if you find yourself of similar appetite, perhaps you might care to join me in satisfying our cravings?"

I think the subtle gleam in her eyes indicated she'd comprehended my double entendres. The question was then how she would respond.

 

[Kitta]

A tried and tested mixture of intelligent conversation, intent listening, gentle flirting and the odd touch on his arm drew him in to my web. I could see that he was cautious, asking probing questions about my life and income but I could see that his curiosity was overcoming that.

Jacob Trask was a highly intelligent man and I congratulated myself on selecting the right approach for him. Not aggressive nor too mysterious. He was interesting, funny and engaging, the conversation between us was easy and natural.

His thinly veiled suggestion caught me off guard, we had been flirting but nothing overtly sexual yet. Responding too strongly now could scare him off, perhaps make him think I'm a prostitute or escort but he was nearly on the hook.

I licked my lips very lightly.

'That sounds delightful, I've been craving something to fill me up all day.' I stand up beside him allowing the curves of my body to strain against my otherwise modest dress. My hand slipped around his arm, resting in the crook of his elbow. 'Did you have somewhere in mind?'

 

[saedo]

"That sounds delightful, I've been craving something to fill me up all day."

I couldn't resist a grin at her response. She'd taken my double entendres and replied in kind. Sexy and sassy - she was quite the package.

My none-too-subtle overture would have been a perfect opening for a prostitute to reveal herself, yet Holly had not done so. Perhaps she was as she represented herself - a beautiful woman in a lustful mood, likely seeking just one night's interlude.

Did you have somewhere in mind? she continued, hooking her arm into mine.

I mulled over the possibility. I still wasn't entirely at ease with the situation. I still knew far too little about Ms. Jenkins for her to be as fully upstanding as her patter suggested.

But as Holly stood beside me, her left breast lightly brushed against my arm. That was enough to send a tingle of lust down my spine. Given that tonight was a "me night", who was I to deny myself.

"I think I'm in the mood to sate myself in private," I responded. "Te Goldenrod is conveniently nearby. Would that suit you? Or do you have an alternate preference?"

 

[Kitta]

Perfect! Some of his reservations had clearly been relieved. Although I could see that he still wasn't completely comfortable, it would be much easier from here.

'I happen to be staying at the Goldenrod right now so that suits me perfectly.' My fingers brush his arm very gently as I hold my body close to him. The invitation to my room is implied but not spoken. I didn't want to push the point and scare him off but the risk of that was growing smaller by the second.

For my plan to work, I needed to get him to my room which was already set up with cameras and recording equipment but looking too eager could give the game away.

I lowered my voice to a sultry whisper.

'Shall we?' and we move to leave the bar.

 

[saedo]

"I happen to be staying at the Goldenrod right now so that suits me perfectly."

My Spidey Sense began tingling. I took half a step back physically and a full one mentally as I re-evaluated. Holly's previous enigmatic answers seemed less playful given this new information. She certainly talked like she was a local. Now maybe she didn't want to bring a guy to her home for a one night stand, but why shell out a couple hundred for a hotel room unless she knew she was bringing some guy with her?

Perhaps I was wrong about dismissing my suspicions that she was plying her trade. Perhaps her appointed john had been a no-show and she hoped to pick up a replacement in order to cover her costs.

That would explain why she sought me out at the bar. A younger, single guy still expected that he could get laid for free. But a guy my age with a well-worn wedding band who had been sleeping with the same woman for years was probably a lot more likely to pay for a night with a professional.

That wasn't necessarily a deal breaker. I'd paid for sex before, so I had no moral objection. But I didn't like walking into an an ambush. If this was a facade, I wanted to know in advance.

"Why are you staying at a hotel?" I inquired. "You certainly sound like you're a local; do you not have your own place?"

 

[Kitta]

Damn, a miscalculation. He was more observant than I had given him credit for. Careful not to show the panic on my face, I laughed lightly.

'I do live quite locally but my house was flooded about 2 months ago and I've been staying at the Goldenrod while it gets dried out and renovated. There's no need to worry, you're under no obligation to come to my room.' I said with a smile. Outwardly, I remained as cool as a cucumber knowing that desperation would ruin everything. I let Jacob take his step back and made no move to close the distance between us. If he thought I was chasing him aggressively, he would leave.

My lie was not without merit. I had kept a room at the Goldenrod for 2 months now, I had taken care to stay there most nights of the week and given my flood story to a few of the staff should anyone ask.

I watched his face carefully to see if he bought my story.

 

[saedo]

"Oh," I said, feeling slightly foolish for having doubted her. "I'm sorry to hear that. What happened?"

As I listened to her tale of woe, we fell into step alongside each other. By the time she'd started telling me about the headaches of dealing with the contractors handling the renovations, we entered the Goldenrod lobby.

Of course, I couldn't say my attention focused exclusively upon her story. Holly's arm has again snaked through mine, so I could feel her body brush up against me as we walked. I was particularly cognizant of how the outer swell of her left breast made occasional contact. I suspected strongly that this wasn't entirely accidental; she was flirting with me.

I nodded towards the bank of elevators. "I think what we're both hungering for can be found in your room," I declared. I then bent my head and kissed her firmly on the lips.

 

[Kitta]

A wealth of life experience had made me as skilled a liar as I was a seductress. Jacob bought the story and asked for more details, I carefully give answers with the right amount of detail, nothing to vague but not making the rookie mistake of overloading him with details.

Every contact I made with his body was deliberate and calculated. The stand off earlier had passed and things were warming again, I needed to make it clear that I found him attractive and it seemed to land.

I smiled at his declaration and went to move to the elevators as he stopped me with a kiss. I responded with genuine passion and pressed my whole body into him as our lips met. My hand work up his body and into his hair, pulling him closer.

When the kiss broke off I was flushed and breathing heavily.

'Come on.' I took his hand and led him to the elevators and my room beyond.

 

[saedo]

The kiss I gave her in the lobby was tame compared to the one she gave me in the elevator. Our tongues danced as she pressed her body against mine. I could feel her breasts crush up against my chest. Her nipples felt like diamonds, digging through even my suit coat.

When the doors opened, I followed her into the hall. Emboldened by her response, I placed my hand on the upper swell of her ass as she walked. She seemed to enjoy the contact, so I gave her a good squeeze.

She whipped the keycard through the door slot smoothly. The electronic lock clacked open on the first try and she swung the door inward. The two of us - still groping one another - stumbled inside.

Giving further proof to her story, she'd opted for one of the larger, extended stay suites. A mini-kitchen stood near the front door. Beyond was a tiny living room area with a couch and easy chair as well as a working area with a desk and reading light. Further in was a single king-size bed.

Her room was fairly organized. The desk had a laptop and a couple neat stacks of paper. A wheeled set of luggage was zipped up and stacked in a corner. A peek in the bathroom showed an array of cosmetics lined up beside the sink.

After she'd set down her purse, I took her in my arms again. I grabbed her ass with both hands, pressing her firmly against me. "So," I inquired, looking down into her soulful eyes, "do you want to go right now? Or do you prefer to change into something more comfortable first?"

 

[Kitta]

He was getting hot and heavy quickly and I loved it. His hands were all over my body from the moment we entered the elevator and I responded in kind, kissing him fiercely and pressing against him, grinding my hips gently against his hardening cock. I could tell that I wasn't going to be disappointed.

I noticed him looking around my suite critically, clearly weighing up my story. I didn't mind, now he was here my story looked airtight and he was too invested to leave. I had him hook, line and sinker.

'I'll just slip into some more...comfortable, if that's OK.' I excuse myself to the bathroom, flipping the lights down in the bedroom on the way, and quickly strip off my dress revealing my black lace underwear. The bra sheer enough to see my hardening nipples through and a very sexy suspender set. I primped my hair and made a few adjustments to my make up, going from business smart to all out sex bomb.

I opened the door and stood against the doorframe, silhouetted by the strong light behind me I could barely see into the darkened room.

'Jacob?' I called out a little unsure of where he was.

 

[saedo]

"I'll just slip into some more...comfortable, if that's okay

"You go right ahead, sweetness," I responded. "I'll be waiting for you." I watched her ass wiggle as she gathered up something frilly from a drawer before heading to the bathroom. I couldn't resist smiling. While I certainly had no objection to getting straight down to bumping and grinding, I loved seeing a woman in sexy lingerie. I enjoyed the idea of a woman dressing up just to please me. The anticipation of seeing what combination of lace and frills Holly would be wrapping her incredible curves within had my groin tingling with anticipation.

I took off my suit coat and draped it over a chair. I left the rest of my clothes on, though; I enjoy watching a woman undress me. I then laid down atop the comforter on the bed so I could watch her come around the corner.

Old habits, however, die hard with me. Organized as Holly seemed to be, I figured she'd need a fair bit of prep time. She'd wouldn't rush taking off her clothes, but would methodically undress; probably hang up or fold everything lest anything wrinkle. Then she'd be equally particular about putting on her lingerie. No doubt she'd watch everything in the mirror to make sure every curve was just where it should be. After that, she'd primp her hair and makeup because she wasn't the type to do things by half measures. When she emerged from that bathroom, I'm sure she'd look like sex personified. Plus, I'm sure she liked the idea of a man eagerly awaiting her.

But that gave me 10-15 minutes to kill. I've never been one for idle hands. And given my penchant for curiosity and Holly's fondness for mystery, I had a ready task available.

I'm known in my industry as a fierce negotiator, which I am. I know how to get my way. But in addition to a natural insight into how people think, I also prefer coming in with details on what they know. Some of that can be acquired through dedicated research. The rest . . . , well, for that, I have to use "alternative" methods.

Holly's laptop was password protected, but the military-grade codebreaker I slotted in made short work of that. As soon as the desktop popped up, I knew something was amiss. Sitting ready to activate was some sort of media recording program. I looked closely at what was feeding into it.

It was a hotel bedroom. This hotel bedroom. Two separate cameras - one apparently mounted over the bed and the other that looked to be somewhere on the bedside table. The picture was clear and focused, even given the dim lighting. Definitely would be able to make out solid details of anything happening in that bedroom. And given the audio controls, I assumed there were also microphones to record sound as well.

Okay. Weird. I'd heard of guys liking to record their sexual conquests. I guess Holly was into that, too. I guess she got off on watching herself get fucked. Kinky.

But I soon had to jettison that notion completely. If you want to know what someone is like, one of the best sources is their email. I located hers and began browsing. Being well practiced at sifting through another's email, a folder containing a couple dozen subfolders all named after individuals caught my eye.

I inhaled sharply as I opened up the first folder and began reading the exchanges between Holly and a man named Andrews. Her first email to him asked if he remembered last week and attached a short video file. Opening it revealed a about 20 seconds of a somewhat heavyset man in his late 50s fiercely thrusting atop a naked woman. In her next email Holly to the man outlined a payment plan wherein over the course of 1 year she would receive a 5 figure sum in exchange for a longer version of the video not being delivered to his wife.

I checked the other folders and found similar emails to other such men (and to my surprise, a few women). I recognized several recent targets by name. Earlier targets were unfamiliar, but located in other cities. A pattern soon emerged. Holly would arrive in a new location and begin looking for new targets. She favored those married with children, high income, and prominence in the community - invididuals who would find a sex scandal quite costly. She'd then seduce them, record a couple sex sessions with them, and then blackmail them. Her demand were always relatively modest compared to the target's income, so the targets always paid. She'd hit up several targets, setting her up with a tidy annual income, then move on to resume the process in a new city.

I glanced down the list of subfolders. There was one with my name on it.

Just as my blood was beginning to boil with the realization for what she had in store for me, I heard my name.

Jacob?

I glanced up to see Holly silhouetted against the light from the bathroom. God, she looked incredible. But I was no longer thinking with my cock.

"What the fuck is this?" I growled, my eyes narrowed to slits. I punched a key on her laptop and spun it around to face her. The sounds and images Holly fucking one of her blackmail came pouring out.

 

[Kitta]

The colour drained from my face as the sounds of sex filled the room.

'That was locked.' I said stupidly, as if it's a defense. How did he get into that anyway? I never left it unlocked, I was very careful with my information and guarded it carefully, he must have cracked the password. Indignation rose up in me, making me angrier than I had any right to be. The look on his face told me I had no chance of lying my way out, he'd seen too much.

Fight or flight then.

I glanced at the exit, thinking I could perhaps run out in my underwear and claim attempted rape but as a seasoned blackmailer, I knew he had too much dirt on me now. I stepped into the room, hoping my appearance might distract him.

'I don't think you're in any position to judge. I'm not the one who was about to cheat on my spouse. If you hadn't been prepared to break your marriage vows, I wouldn't have been able to get you up here.' It was a gamble but perhaps he would realise that even without fucking me, he had already entered a moral black hole. I might not be able to extort him but perhaps I can use our mutual disadvantages to create an impasse.

Then I saw the window he had open behind the video, a spreadsheet detailing my income and the money laundering network I used to avoid questions about where my money came from. That changed things a little, taking my operation from the morally corrupt directly into illegal. I hoped he cared more about his marriage than bringing me down but I kept a brave face. Almost daring him to do something.

 

[saedo]

I spun the laptop around and continued to type. I'd uncovered some truly damning information on her laptop, but it was all for naught unless I could keep it.

"Miss Jenkins, though we go about in quite different ways, it would appear you and I both base our income around information. We both know how valuable it can be when employed . . . judiciously."

"But while I respect the craftiness of your schemes, that does not mean I approve of the one you've plotted against me."

I don't think you're in any position to judge. I'm not the one who was about to cheat on my spouse. If you hadn't been prepared to break your marriage vows, I wouldn't have been able to get you up here.

I chuckled. "My wife and I have what is likely a somewhat . . . unique . . . relationship. As you were about to discover for yourself, I am very well endowed. Some women consider my size abnormal, but my wife enjoys its rather extreme dimensions. However, she is not without her limits and unfortunately my libido at times exceeds hers. However, my wife is a very pragmatic woman who recognized the value of keeping her husband satiated. So if it is a task she cannot personally accomplish, she prefers I see to my needs on my own rather than let frustration fester.

I glanced up. Holly had neither retreated nor advanced. But then, neither promised much for her. Fleeing would only leave me with her laptop, which she undoubtedly wanted back. But to take it from me by force was equally unlikely. Holly's outfit left little to the imagination, so a hidden weapon was unlikely. And her luscious curves aside, she wasn't physically imposing; given my considerably greater height and bulk, her odds at overpowering me weren't good.

I continued, "True, she'd have not cared to have this imperfection shoved in her face, as you have threatened to do. But I assure you, the bulk of her anger would be reserved for me, not you."

I finished a few keystrokes and grinned. "There. I've now archived a substantial cross-section of your private dealings on my servers. It's not everything, but it's certainly enough to get you arrested and indicted. I'm sure the police can ferret out the rest."

I pushed the laptop away from me; I didn't need it anymore. "Of course, I've also eliminated everything related to me; should the DA's office come knocking, I don't want my name coming up." I grinned triumphantly. "Don't feel too bad, sweetness," I offered. "As I said, we both deal in information; unfortunately for you, I play for significantly higher stakes than you do, so I can bring much bigger guns to bear."

"Of course, this doesn't have to end with your lovely body in an ugly orange jumpsuit. I propose a trade. We can set it along terms you're fairly familiar with: a year long contract. You give me what I want and my evidence of your extortion never makes it to the cops."

"No, I don't want your money; you make a tidy income from your schemes, but they're just a drop in the bucket to me. No, you're going to give me what you originally offered me: you. But instead of a one night stand, you'll be providing it to me free of charge for the next year whenever I choose."

 

[Kitta]

Sheer panic filled my body as he spoke. A wife he didn't need to hide an indiscretion from, knowledge of all my illicit dealings and now hard evidence. He held my life in his hands and he knew it.

I had made excellent money through my schemes but I had very little put aside for the future, investing in myself and spending large sums to bring in new targets had taken it's toll. I couldn't live indefinitely on what I had put aside. I couldn't afford to pay him off.

His proposal sickened me, a moral blind spot fooled me into believing that I was not selling sex and that would change if I took up his offer. It occurred to me that my previous targets would not want to be dragged into a trial, undoing the secrecy they had paid for. I squared my shoulders defiantly and approached Jacob.

'You think that the other people in these videos and files would be happy for me to be exposed? Do you think they paid me outrageous sums of money for secrecy only to have every sordid detail laid out in court? I've got protection in high places Jacob.' I came as close as I dared to him, my voice becoming softer again. 'Come now, you know you won't win here. Delete what you took and you'll never hear from me again. There's no need for this unpleasantness.'

I could tell that he wasn't buying it and sensed the danger in my proximity to him. I felt the strength in my legs give out and crumpled to the floor, almost kneeling at his feet.

 

[saedo]

I guffawed at her protests. "Ha! Protection? You are out of your league,sweetness. You certainly knew the size of some of the bank accounts involved, but you clearly don't have a comprehensive picture of the players. If you want to play with the big boys, you need better prep work than that."

I reached for her laptop and tapped a dozen keys. "George Carswell, financial tycoon, worth a couple hundred million by most estimates. Married, three kids. Serves on a half dozen charity boards. That's what you know, so made him a perfect target for your scam.

"Tobias Goldman." I paused, awaiting her reaction. "Oh, but he's not on your list. Well, probably because he only makes low 6 figures; not worth your time.

I grinned. "Now here's why you should care. Goldman is District Attorney and a Democrat. Carswell is a staunch conservative and primary backer of Phillip Steele, Goldman's Republican opponent in the last election. Goldman got run roughshod, but he won by a narrow margin. Consequently, both of them are already sharpening their knives for round 2 next election.

I chuckled. "So you're right, Carswell would fight to keep his tryst with you private. But Goldman would move heaven and earth for a chance to get Carswell over a barrel and you're perfect for that. Goldman publicly nails you the wall and in the press, it gets spun as the District Attorney who doesn't let hi political rivalry with Carswell stop him from upholding the law. Meanwhile Carswell is outed as an adulterer. Goldman will win next election in a walk."

I sneered. "You've got nothing. If my info on you reaches Goldman, he'll scour the earth to bring you down. No one can protect you."

Holly collapsed to the floor before me. Most of the fight had gone out of her. I stood up and towered over her. "So you've got two plays here. Accept my terms and do what you're good at. Otherwise, best run like hell; your conviction ensures Goldman a second term, so he'll come after you with everything he's got."

I smiled triumphantly as I tugged down on the zipper of my pants. The clicking of the metal teeth sounded quite loud in the silence of the hotel room. I reached inside and fumbled my heavy shaft through my fly. Even flaccid, it looked to be as thick as her forearm. "I didn't see any cameras in this room," I declared. "So you can either demonstrate your acceptance of my terms or in 30 seconds I'm going to pack up and leave."

 

[Kitta]

I guffawed at her protests. "Ha! Protection? You are out of your league,sweetness. You certainly knew the size of some of the bank accounts involved, but you clearly don't have a comprehensive picture of the players. If you want to play with the big boys, you need better prep work than that."

I reached for her laptop and tapped a dozen keys. "George Carswell, financial tycoon, worth a couple hundred million by most estimates. Married, three kids. Serves on a half dozen charity boards. That's what you know, so made him a perfect target for your scam.

"Tobias Goldman." I paused, awaiting her reaction. "Oh, but he's not on your list. Well, probably because he only makes low 6 figures; not worth your time.

I grinned. "Now here's why you should care. Goldman is District Attorney and a Democrat. Carswell is a staunch conservative and primary backer of Phillip Steele, Goldman's Republican opponent in the last election. Goldman got run roughshod, but he won by a narrow margin. Consequently, both of them are already sharpening their knives for round 2 next election.

I chuckled. "So you're right, Carswell would fight to keep his tryst with you private. But Goldman would move heaven and earth for a chance to get Carswell over a barrel and you're perfect for that. Goldman publicly nails you the wall and in the press, it gets spun as the District Attorney who doesn't let hi political rivalry with Carswell stop him from upholding the law. Meanwhile Carswell is outed as an adulterer. Goldman will win next election in a walk."

I sneered. "You've got nothing. If my info on you reaches Goldman, he'll scour the earth to bring you down. No one can protect you."

Holly collapsed to the floor before me. Most of the fight had gone out of her. I stood up and towered over her. "So you've got two plays here. Accept my terms and do what you're good at. Otherwise, best run like hell; your conviction ensures Goldman a second term, so he'll come after you with everything he's got."

I smiled triumphantly as I tugged down on the zipper of my pants. The clicking of the metal teeth sounded quite loud in the silence of the hotel room. I reached inside and fumbled my heavy shaft through my fly. Even flaccid, it looked to be as thick as her forearm. "I didn't see any cameras in this room," I declared. "So you can either demonstrate your acceptance of my terms or in 30 seconds I'm going to pack up and leave."

I was defeated, outsmarted and outclassed. I had been so confident in my abilities but I had never thought about the bigger picture. My idiotic self confidence and egotism had made me short sighted. I could have built a powerful network of men indebted to me, instead I'd targeted fat wallets with little substance. If I was to have any hope of recovering my situation, I would have to yield now.

His thick cock scared me, I'd dealt with a wide variety of shapes and sizes of manhoods before but never anything like this. If I'd seen it 10 minutes ago, I might have been excited by the prospect but now I felt sure he would tear me in half.

I stood quickly and gathered my cameras, I considered leaving one in place as an insurance policy but thought better of it. Depositing them on the desk, I knelt in front of him again, his monster shaft inches from my face.

'I submit.' I said simply, my face upturned and looking him in the eye. I opened my mouth and wrapped my lips around his flaccid tip to start coaxing him to hardness.

 

[saedo]

"Come on now, sweetness," I encouraged as Holly took my cock in hand and lifted it to her lips. "You've done this many times before. No need to be shy."

I grunted as her crimson lips parted and my head slipped inside. I don't want think I'll ever tire of that sensation.

Blood began surging to my groin. My meaty shaft began to swell. Holly soon needed both hands to try and maintain control of its expanding girth.

Still, she didn't balk. Even as the crown was straining her cheeks to contain, her head bobbed as much as she could manage, trying to pleasure me.

"That's it!" I panted. "Suck on it!" I was a ways yet from climax, but I could feel the energy coiling in my groin like a spring. When I came, it was going to be quite the release.

 

[Kitta]

One thought kept racing through my mind. He's too big, he's too big. My normally skilled mouth could barely contain the head of his expanding cock, my lips were stretched and painful around his girth.

In place of my mouth, I worked his shaft with my hands. Far too proud to crumble or let him see weakness in me, I put some enthusiasm into what I could only see as a chore. I hoped I could make him climax with my mouth and then perhaps he would lose interest or ability. My pussy ached just at the thought of him trying to enter me.

 

[saedo]

I'd hoped that Holly might have the fortitude and will to take me deeper. Certainly she portrayed herself as a sex machine. But either she was off her game or she wasn't feeling that motivated, for she took me just deep enough for her to close her lips around the crown of my cock.

That left a considerable length unappreciated by her oral efforts. Still, she did enthusiastically pump the shaft. Her fingers were almost outmatched by the sheer girth, but using both hands made it just possible for her.

I focused my attention further down. Holly's efforts produced considerable heaving of her incredible bosom. Had I the angle, I would gladly have latched on, but instead I has to just look on with desire.

It took a little longer to push me over the edge than usual, but eventually I felt myself push past it. "Aah, aah!" I gasped as my hips locked and the familiar liquid heat surged up my shaft and exploded in Holly's mouth.

 

[Kitta]

I tried to ease him deeper into my mouth but the girth was far more than I was accustomed to and I wasn't prepared. I always found it easier to do when I was aroused, fear had knocked my confidence and abilities. Using my hands and mouth as best I could in the circumstances, I worked to bring him to climax, my eyes flicking upwards regularly to gauge his progress.

After an eternity, I felt him stiffen and throb as his orgasm took him. I was ready to swallow his load, gently sucking on the tip while my hands milked him but the volume was more than I had expected and spilled out of my mouth, onto my heaving breasts. I swallowed what I could and went to stand and fetch a tissue. His hand on my shoulder kept me on the floor, eye level with his massive dick.

 

[saedo]

Holly definitely lacked a bit for experience. When my cock gushed forth, she mistimed her first swallow. The subsequent surge of cum caught her off guard and soon a trickle of jism leaked out of each corner of her mouth. Before I'd finished, she pulled my cock down and away, causing the last few jets to splatter against her neck, the thick goo dribbling down onto her bra-covered breasts.

I kept a hand on her shoulder to keep her from avoiding the final throes of my orgasm. When my cock at last began to soften and droop, I grasped it with both hands (its girth was a handful even for me) and squeezed it from base to tip. Another large dollop of cum oozed out onto the lace covering her tits.

Satisfied, I stepped back and began stuffing my once-again pliable manhood back inside my pants. "A decent first effort, sweetness," I commented. "But next time we'll step things up a notch. Best do your Kegels, because I'm planning to wreck your cute little pussy."

I straightened my tie in the mirror. "Let's plan for 8 PM Thursday. I'll call your cell with the arrangements;I snagged your contact information from your computer." I glanced around the room. "And I'll pick the location this time, just in case you're in the mood to play cinematographer again."

I winked at her. "Later, sweetness." And with that, I left.

 

[Kitta]

I sat on the floor of my hotel room for a long time after he left. His cum started to dry on my breasts and face as I sit, staring blankly into the distance and fighting back tears. My chest heaved with suppressed sobs as all the strength, the facade I'd presented, melted away and left a scared little girl way out of her depth.

When I eventually roused, I moved sluggishly to the shower and scrubbed myself clean almost violently. I dressed in jeans and and tank top and set to work packing up my room. Within an hour I was ready to leave and never return to the Goldenrod. I packed up my car, checked out of the room and settled my bill before returning home. I started to feel better as soon as I stepped through my own front door, back in the safe space I created.

I went straight to bed and slept fitfully through the night. I was restless the next morning, not knowing what to do with myself. I dealt with some ongoing business concerns and half heartedly scoped out some new targets but mostly, I waited to hear from Jacob.

 

[saedo]

The hardest part about the next few days was not being able to brag about my personal victory. But having Holly also meant not talking about it.

I waited till Tuesday to call Holly. "Thursday at 8 PM, as planned. The Biltmore Hotel, this time. I'll call you 15 minutes before with the room number."

I paused to consider before continuing. "I'm sure you must have some lovely lingerie. Maybe something that matches your eyes? Wear that, some of your taller high heels, and a trench coat - nothing else." I paused. "Well maybe a hat if that's your style. Otherwise, nada."

I arrived early to set up the suite I'd prearranged - under a false name, of course. I ordered some champagne and caviar; I might be blackmailing her, but we could be civilized.

As promised, I called her to give her the room number. I then lay back on the bed and loosened my tie while I awaited her arrival.