Dolly sat alone in the nearly empty bistro. Waiting for Simumdic, she sipped and savored a glass of wine, reflecting on her unorthodox job. Seemed hard to believe.
Five years ago she left her family’s lucrative business conglomerate to make her own way in the world, keeping family close to her heart but creating some needed space and boundary. And why not, she was a sexy former track star, media savvy, the camera loved her, and had a network that was worldwide. Soon enough Dolly was a rising financial analyst for a major private banking firm. Then she met Harper. He was attractive, rich and wanted an unencumbered mistress, free to travel at the drop of a hat. They’d already had amazing sex and discovered a love of the same authors, foods and films when he leveled with her and fessed up that he was married. “You’re like any great drug dealer, Harpo (her pet name for her fit mid-fifties lover), you got me hooked and then you told me what the deal was. Don’t worry, I’m in.” They sealed their understanding with sex. And more sex.
Dolly stopped working. For a couple years Dolly was strictly a kept woman, albeit once Harper opened up about his marriage, he accepted and indulged Dolly’s desire for variety in men, thrill of the hunt—hunt for cock that is. It was all part of the excitement that was Dolly’s life. And holy Christmas could Harper thrill her body like a conductor with a well-rehearsed orchestra. And he hit every right note with her.
But oh yes, that thing about Harper being married, well, Dolly respected that space and that did leave some nights, even weekends, okay, weeks, where Harpo couldn’t pluck her strings. Being out of the working world left Dolly with more time on her hands than she liked having. Dolly likes to never be at rest, always being productive, whether it was business, sports, cooking, decorating, sex….and more sex. She missed the portion of her schedule that allowed her business acumen to shine. And yes, she missed the horny victory of turning business situations into sex. And more sex.
Then about six months ago, she was approached by Mack Simumdic. He’d guest lectured to her class when she was getting her MBA. No surprise when they ended up chit chatting at the Business School’s reception honoring Mack afterward. Alas, that was back during Dolly’s marriage, and right up until the part when she discovered how much outside sex her sadly miscalculating husband was having, she was a faithful wife—the longest monogamous stretch of Dolly’s adult life, which she was glad to do believing it was mutual. Once it wasn’t, well, Dolly got back to being Dolly, and the husband got back to being single and Dolly never looked back. More than once when Dolly read Mack’s name in the Wall Street Journal online, or saw him on CNBC or elsewhere as his business star ascended, she’d wondered, “what if I’d felt free to go to bed with Mack that time back in B-school, his eyes were all over me, of course he wanted me, and he could probably feel that I wanted him.” If a second chance ever presented itself there was definitely going to be sex. And more sex.
Now Mack was contacting Dolly. He was looking for a highly confidential, experienced, part-time business research consultant. Because of the confidential nature of the work he told her it would be best if no one knew that she was actually working for him. It was a perfect opportunity. It was only part time. It would give Dolly the excitement of a career which she sorely missed. And Harper would not need to know that she was working.
Dolly decided to sign a confidentiality agreement and start working with Simumdic. So, she had been gathering restricted and confidential corporate information while receiving the benefit of Mack’s business savvy. He now sported a wedding ring, and while they had a natural rapport, a rhythm to their conversations, and every indication of how amazingly they fit together was there, but he seemed to now be what Dolly had previously been. A faithful spouse. And she respected him enough not to turn on that Dolly Man-hunt instinct that all her readers know, the one that starts with hello, perhaps a handshake, and ends with the man’s precious bodily fluids drained, his balls emptied, his cock overwhelmingly spent and a hypnotic desire for more. Nope, she dressed sexy, in case he decided to go for it, but she was respecting his boundary. Which, by the way, meant that every man she WAS fucking with Harper’s permission during the first six months with Mack (who Harper didn’t know about) was getting the benefit of Dolly taking out her sexual wants, needs and frustrations on them. Lucky bastards. Dolly’s pussy denied its desired target is a ravenous sexual consumer of willing dick. And with Dolly, of course the dicks are willing.
Except, it seemed, for the dick belonging to Mack. Mack Simumdic. Object of Dolly’s desire.
The whole sexual tension made it easy to forget that Dolly’s real job for Mack was being a corporate spy. She had to be smart enough to know where to look, once Mack gave the general direction, discreet enough not to be discovered, or even noticed (which can be difficult with a body like Dolly’s) and elusive to not get caught.
Harper got a lot of satisfaction during his Dolly dates once Dolly filled much of the time Harper spent with family by having sex and more sex with those lucky bastards. Harper himself was such an aggressive lover, a match of sorts for Dolly, that he hadn’t realized she was upping her game, sex-wise, out of her “Mack won’t fuck me so I’m going to drain this guy big time” reaction. To him, it just felt like his sex life with Dolly was getting better all the time.
Dolly continued to sip her wine and wait. The last six months had been truly enjoyable. The secret nature of her forbidden work was doubly rewarding. She was getting addicted to the secrecy and to the excitement—responses we usually think of Dolly having simply in response to sex. Ah yes, business conquests. Dolly has been rumored to have in some ways inspired more than once character on the Showtime Original Series “Billions”. Can you tell which ones?. Her body was tingling as she sat and sipped. Dolly didn’t have to wait long to receive her next assignment. Right on time, Simumdic entered the sparsely lit bistro.
“Hello Mack. What’s going on,” she asked as he sat in the other chair at her table.
“Your first extremely critical project has come up. A high stakes take-over is about to go down. Weekly progress reports must be gathered and turned in,” he said.
“Do you think I am up to the task,” she asked with a knowing smirk. Last time anyone had doubted Dolly, she’d been a sixteen year old high school girl and the man who didn’t think she was serious was a professional baseball player in Florida for spring training. “Told you I was more woman than you could handle,” she’d gleefully announced when she kissed that married All Star on the lips the next morning after twelve hours of erotic pleasure that left her lover – her first pro athlete lover, it should be noted—with a couple muscle strain. His season was considered a slump, though by June he’d started to recover and get back to form, ironically after his team played the Tampa Bay Rays and he’d arranged a private plane to bring Dolly up to Tampa for a “rematch” behind closed doors. This time she took it easy on him, not that he realized that was what she was doing, and he felt like a king when she’d guided him to the best performance of his sexual history, again, not that he knew that’s what she was doing. And his batting went on a hot streak for the rest of the season.
So was she up to the task?
“As chance has it, you know the man leading the hostile take-over. So, you are the perfect person for this assignment. You are to keep tabs on Desmond Barrow and keep me and our client informed,” he told her.
“I know Desmond. But I am not sure I can get the inside information that is needed.”
“Dolly your work has been great. I have complete faith in your professional abilities. My investors and I would not give you this extremely critical assignment if we thought you could fail. No, we know you will succeed. However, it will require working irregular hours undercover,” he told her. Then he smiled.
This sounded full time. Dolly was just supposed to be dabbling, filling a void in her schedule. “You know my situation with Harper.” Dolly replied.
“The stakes are at the highest possible level. Special arrangements have already been made. We have temporarily altered your personal situation,” Simumdic said.
“What on earth do you mean,” Dolly asked.
“Arrangements have been made to lure Harper out of the country on business, long enough that he’ll have to send for his wife a time or two based on where he’ll be—no man can deny his wife a business-paid trip to Paris and then another to the French Riviera. He will be in Europe and otherwise occupied, not needing your intimate services until your assignment is over. This assignment is that damn critical Dolly,” he said in a concerned voice.
“Oh wow, it must be, for you to go to that much trouble,” Dolly said.
“Yes, I can’t emphasize enough the need for us to succeed, by any means necessary” Mack responded.
“How are you arranging it with Barrow? How am I getting access to him?”
“One hundred thousand dollars has been placed in your private bank account. You will receive that same amount every week for the next ten weeks,” he replied.
“How is having money to throw around going to get me access,” she asked.
“The stakes are high. Therefore compensation is high. Of course your expenses will be covered. But, all of that money in your account is your special project bonus pay,” he said.
“A hundred thousand dollars a week? Simumdi, are you serious?,” she asked.
“Yes but failure is always much more costly. So we have to succeed,” he told her.
“So, how am I going to get close enough to Barrow to get the information,” she asked.
“Dolly you are intelligent and resourceful. That is why I hired you. You have an abundance of social class, ample grace, awesome beauty, and a killer body. You and Harper have socialized with Desmond Barrow. You know how the man operates. You know he plays the field. You need to capitalize on your familiarity with him, weekly as this develops” he explained.
“Okay, but inside information every week?” Dolly asked. Bedding a man with an ulterior motive was fun, all the way back to sleeping with star athletes in high school or college for the jersey or team t-shirt she got to claim as her trophy after wearing it home. Or that “A” she got in a class that didn’t actually fit in her scheduled because she’d taken that professor before and knew he had the hots for her. So she enrolled, came on to him, made it “worth his while” and then another couple times and then got him to agree to the “A” when she swore her secrecy and to give the professor his first anal sex opportunity since before marriage. The second time she gave that professor her ass, the following semester, was simply because he was such a sweet cute grateful married man and hey, when a lady feels worshipped, like he made Dolly feel, he can often get another invitation to visit the promised land once more.
But this wasn’t a grade in college. This was highest level corporate espionage with her pussy. Dolly thought of herself as a lover, not a spy. Maybe she was misunderstanding all this….But then Mack spoke and made it clear that she understood perfectly well.
“Think outside the box Dolly. Desmond is a player. He loves to chase a pretty skirt. His ego thrives on stealing other men’s wives, girlfriends, lovers. With your charms and beauty I have no doubt that you can get all of the intimate details out of Barrow even daily if needed,” he told her.
“Please, Simumdic, fuck him daily for ten weeks?,” she whispered.
“Dolly, when you joined me, you knew this was the big leagues. You’re no innocent virgin my sweet, you’re a woman of the world, married and divorced, business savvy, sexy, and results are expected. Our client doesn’t care how we get results, nor do I. It is your job to keep me informed on the progress of the take-over. That is the bottom line Dolly.”
“Damn it, I did not sign on to become a corporate whore,” she angrily whispered.
“That night, when you were an MBA student, that reception,” he started to reply
“You remember that? But we didn’t…” Dolly stepped closer, entranced that Mack remembered the same night.
“And I was kicking myself for not inviting you up that night and many a night since then. And I was happily married, I’d never cheated. Imagine what a pussy hunter like Desmond will do if you offer him the body language you’ve offered me since we started working together. Takes all my will power not to have you. Get real Dolly. Desmond will take the bait, and you won’t have such a bad time” he said.
“You are wrong. That isn’t corporate business, that’s….,” she started but he cut her off..
“That’s your fantasy. But, it doesn’t really matter Dolly, this project isn’t optional. It is mandatory.”
“Simumdic, for God sake, what are you talking about?,” she retorted.
“We must succeed because failure has dire consequences. Things can be made public. And it’s not just who can be the victim of negative repercussions.”
“That is fucking blackmail,” she whispered.
“No, it is business. And I’m funded by powerful people, and that’s what pays for everything we’re receiving,” he said.
“I don’t care, I will quit Simumdic,” she insisted.
“Stop it! Use your head. Think! At a snap of a finger, Harper is out of the country. You are given a stipend of a hundred grand a week. Think! People with power and money have a major stake in our success. Failure will mean ruined lives for these people. And these people have the power to ruin our lives.”
“Keep your money. Get someone else, I’m not the only pretty girl in south Florida,” she retorted.
“Hell I would if I could, but Dolly I can’t! Clear your head and be realistic, who the hell else is a combination like you of brains, business, beauty and sex?”
Well, when you put it that way *Wink!
“I don’t know. I need time to think. Please just leave me alone, no one told me I was working for the mob, I just knew you and well, always wondered about what might have happened that night, too” Dolly begged.
He touched her arm. Shivers. That can happen. But this thing with Desmond MUST happen.
“I will call you later and let you know,” she said, though with mixed feelings as she pulled her arm free from his grasp.” And she couldn’t get it out of her head that as mad as she was, and now as frightened as she was, this was also a major sexual turn-on. And image of being nude, bound, candlelight, her body slick with fragrant oil, being taken against her will in a hostile country while armed guards prevented her from leaving…shit, she was Dolly Jewel and she felt like the reluctant temptress with an amazing MILF body being slowly fucked by the swarthy, chiseled bodied enemy turned lover in a romance novel on the rack near the checkout in Publix.
Then a smirk, remembering the time she’d posed as the model for the cover of one of those books. But Mack Simumdic’s voice broke her out of her reverie.
“You have thirty minutes. Call me. I must report and make arrangements,” he said.
**************************************************************
Dolly called Simumdic’s cell.
“I’m in”
They scheduled a meeting to go over the logistics. The next day Simumdic’s alluring red-headed, green eyed, long legged secretary with amazing designer clothes, stilettos and a manicure that was just begging to be digging into some hot lover’s flesh as he filled her led Dolly into his downtown office. Did the secretary know that global mobsters, or something like that, was funding this fantastic business operation? Did she fuck the investors, too? Did she fuck Mack? Dolly’s sex receptors were working overtime. Because the next question in Dolly’s mind was “Does she fuck blonde women with MBAs who work for her boss?”
Once inside he closed the door. When he sat at his desk, she heard the door lock remotely when Mack’s hand disappeared below the desktop.
“I am really glad you have agreed to take on this special project,” he said speaking first.
“You know I really don’t want to do this. Isn’t there another way,” she asked.
“There isn’t Dolly. Not just anyone can walk up to Barrow and have an affair. You already have had social contact with him. He knows you. He will be comfortable sharing information with you. He isn’t going to tell some bimbo anything. No, you are the only person with the class, background, intellect, beauty and ability to sexually render a man helpless to resist your every command, desire and inquiry that is needed to carry this critical task out. “
“Well, thank you, I guess.” He was making her feel so sexy the way he’d been talking to her. “I will do it, even if I don’t think I should do it,” she commented.
“Yes, but the investors can’t afford for you to change your mind and get cold feet. I must be 100% sure.”
“Fine, so what can I say to convince you that I will sleep with him all that I need to?,” Dolly asked. She thought this was rhetorical.
It wasn’t.
“Because of your reluctance when I first approached you about this, I am afraid your word has been jeopardized,” he informed her.
“What do you mean,” she inquired.
“I’m sorry. My investors, oh hell, he’s my damn boss when it’s all said and done, he’s demanding that I obtain a performance guarantee,” Simumdic said.
“Performance guarantee? WTF, Mack, is there some sort of test I can take to prove that I will do it,” she responded nervously..
“There is a test. Stand up Dolly,” he told her in a firm tone.
“I am resigned to doing whatever I must, I swear,” she replied as she nervously stood.
“Thanks for saying that, but the time to say that was before. Now the question is out there—When Dolly says that, Is that a true statement?”
“Alright, how do I convince you that I will seduce Barrow?”
“You do so by performing the skills of seduction,” he told her.
“What,” she retorted.
“On me. Prove you are a sexy woman who strips and gives blowjobs. That is your test. You must strip, blow me, and swallow my seed to induce me to say anything for more, tell all my secrets, which is what you’ll need to do to Desmond.”
“Don’t joke Simumdic.,” she replied.
“No joke. That is the performance guarantee my investors insist I must get from you,” he told her.
“Please Simumdic, you really want me to suck you off here in the office in the middle of the day,” Dolly said as the reality of his request began to set in.
“A guarantee has been demanded. I didn’t make it up. But if they even sense I’m lying, we both have trouble. And as a token of respect for your unanticipated, how shall I put this, hesitation, the investors have agreed to double your bonus. Two hundred a week Two million for the ten weeks. So, you’re welcome, but that’s the test, now pass it,” he said.
Dolly’s mind was swirling with emotions. She didn’t know how to react. A couple days ago she’d have begged for the chance to suck Mack, to strip for him, and hope to at last assuage that regret of not fucking him back in B-School. But this assignment, the manipulation of Harper, the frightening power of these investors, would all this really stop in ten weeks, or was she never really going to get her freedom back….
“Pardon the pun, but Mack you know this really sucks,” she said trying to make light.
“Good, you still have your wit and humor. Try to remember your job has many benefits. But no job is perfect. On occasion we do things that we don’t like,” he commented.
She stepped closer to Mack. Why not, she was about to have his cock in her mouth, no need to keep up pretenses. “It’s not that I don’t like the idea of you, it’s the way it’s happening….”
“Life is what happens when you’re busy making other plans, Dolly. I always imagined we’d end up in bed to celebrate a successful business deal, not under the watchful eyes of demanding puppet masters, even if they are paying us a ton.”
I love that you’ve thought about our sex, imagined it, probably touched yourself imagining it, or thought about me while with your wife, perhaps?” Dolly asked inquiringly.
“Wait, watchful eyes?” Mack, what…”
“There are cameras on us Dolly. And cameras have captured moments you’ve shared with Harper. You and I aren’t the only ones who can be destroyed by these people, Dolly. And, if we can get past the fear, intimidation, blackmail and coercion, I’ve been imagining the feel of your mouth on me all day since they told me the test…”
Dolly was silent for a moment more. The enormity of this spy thriller of a blowjob she was about to give as a loyalty test for the right to cheat on her married lover for ten weeks with a horn dog of a corporate investor to steal a company from him. She knew from a former lover’s pillow talk about his job as a federal prosecutor that people ended up dead over much smaller amounts than were at stake here.
“From my perspective, Mack it looks like your job is the one with the benefits. You are the one getting a free gratis blowjob from an often slutty but this time sexually harassed employee. Correct me if I am wrong, she replied nervously reaching and unzipping her tight, ass-accentuating skirt.
This time Mack seemed as if he was surrendering, not to her, but to their circumstances.” Please shut up and pass your test,” he asked.
Dolly let her red skirt fall to the floor. Her heart was racing. Nervously she unbuttoned her silk blouse. Mechanically, she stepped out of her high heeled shoes. Her thoughts were spinning and blurring. Fear, doubt, and nervousness coursed through her. Standing in just her lingerie she awkwardly slipped the straps of her bra off of her shoulders. She took a deep breath. Dolly gathered her long blonde hair lying on her back and pulled it over the front of her right shoulder. Reaching behind she unhooked the clasp to her bra. She stared straight at Simumdic. She gulped. Suddenly her hands froze. His eyes studied her flat stomach, not cut like a body builder chic but sexy, hard bodied in a gym kind a sexuality. Her fingers clutched the black satin material, refusing to allow her D-cup breasts to be exposed. She couldn’t move.
“You have done a great job. This is just the next step, using ALL your talents. Dolly I hired you because I have faith in you. Don’t fail. Dolly, go ahead and pass this test.”
Dolly suddenly became…Dolly. Calculating, analytical, but still sexual thoughts were flowing back into her head. Yes she knew her job required acting like someone else wanted her to act at times. Actually, role playing was one of the more exciting parts of her job. Simumdic was right. Always the prideful competitor at everything she did, Dolly focused on her hatred of failing. She grew determined to succeed.
With her new found resolve, Dolly lowered her bra and tossed it onto the black leather wing back chair. Seeing Simumdic looking at her tits, her hands instinctively covered her full round bare breasts. ‘I’m going to love playing this role’ she repeated in her mind.
Dolly began sensually cupping her full breasts, slightly teasing her sensitive nipples. Dolly moved provocatively. Seductively she slid her hands down her sides. Her fingers slid beneath the top of her French cut panties.. ‘I must not fail’ she told herself. Slowly she pushed the black panties down and over her swaying hips, stepped out of them, and suddenly she was standing in front of Mack Simumdic in the middle of his office wearing nothing but her jewelry. She couldn’t recall how long she had dreamed about being with him. The hell with the circumstances.
“From what I see, I am convinced that Barrow will spill his guts. Hell, you are sexy enough to seduce a Benedictine monk. There is no doubt you can do the job. But the fact remains, Dolly these guys insist you pass the test and bad things will happen to all of us if you don’t,” he continued.
“Mack, as you can see I am ready to go to work,” she said walking up to Simumdic and dropping down onto her knees.
Dolly concentrated on removing an old missed opportunity from her short list of regrets. She unzipped his pants, reached in, and pulled out his so far, still pliable dick. Holding onto his manhood Dolly looked up at Simumdic. He was looking down. Somehow, she was able to stay focused. Her observant nature was returning.
Dolly noticed that Simumdic was average in length but extremely thick. And her body always responds when fondling and arousing a new man’s dick for the first time. Or the second time. Okay, so she loved cock, she thought. Dolly leaned forward and brushed the head of his now semi aroused prick against her cheek. She felt Simumdic twitch and stiffen. Next she moved the swelling head up to her hungry lips. She paused. How she loved when her lips were touching a man’s sex. The victory of arousing a new cock. Dolly’s determination grew right along with Simumdic.
Now she looked directly up into his face and he didn’t seem like a blackmailer, her seemed like a conquest. Wasn’t this what she’d hoped for when she became his consultant, sex with Mack? And not that Dolly needed money, but a woman’s got her pride and this was a high paying elite role, and sex with Desmond wasn’t going to be a hardship when she’d passed this test. Test? What test? This felt like a privilege. Look at the pleasure she was delivering! Simumdic was intently watching Dolly as she brushed his cock over her lips. She stared back into his eyes. Dolly seductively licked those hungry lips. Then pressed them lightly against the base of his shaft. Slowly, sensually, and deliberately kissed her way towards his now fully swollen head. Arriving at her destination she slipped the top of his prick between her lips.
Simumdic twitched. Instinctively, her tongue immediately started swirling. Sensually she bathed his thick wanting manhood with her tongue. His swollen cock was throbbing in her mouth as she suckled. Pleasing his hardness. And getting to have a new lover actually cum in her mouth. Was Mack a lover? The way he swayed, gasped, moaned, lightly stroked her hair, this was not a man forcing her, this was a man she was pleasing. Which is what Dolly does. Would she merely get the triumphant mouthful? Could she get extra credit on this test by taking his lust deep inside her sensual body? Wherever that skirt had landed, there were a couple condoms subtly hidden in interior compartments that were amazingly not noticeable on such a tight sexy skirt.
Thinking about her task, the fact that this was a test, that she was being watched, should have made her grow nervous, but as she got into it, it felt…sexy. Dangerous. Like her first outdoor blowjob. Or the times she’d fucked her friend’s fathers. In her friend’s homes sometimes. Yes, in her best friend’s mother’s marital bed, wearing the cheated upon wife’s perfume and lingerie in the marital bed where her friend had been conceived. The time she fucked her neighbor in spare bedroom during a New Year’s party and tasted her neighbor’s pussy on his cock and giggled not just from the champagne but from the thought that she knew whose pussy she was tasting not just from deductive reasoning while sucking a married man, but also because she’d tasted her neighbor’s pussy directly from the source on a girl’s spa weekend gone wild. Oh yes Dolly was excited that the cock in her mouth was Simumdic’s. This dick was thick. This cock had a salty taste. This prick had a strong musky, earthy pleasant odor. As tasked, she desire to make his hunk of manhood explode while in her mouth and then greedily swallow his seed just like the evil rich men were demanding. “Oh my God,” Dolly thought, “it’s like I’m a James Bond girl, I’m Pussy Galore, or that Onatop slut!”
Dolly twisted her head back and forth while her lips suckled his hardened flesh. Getting into her role she reached and unfastened his pants. A hard cock was demanding satisfaction. She must not fail she told herself. Once loosened, she pulled his slacks down. Quickly her fingers grabbed and pulled his underwear down around his ankles. She reached for his exposed and dangling reservoir of fertility.
Playfully, Dolly cupped and caressed his balls. Her lips continually suckled his cock as she registered his physical responses. She let her tongue rapidly lick and flick along his thick shaft. She swirled and cradled his massive cock with her tantalizing tongue. Next Dolly worked her head forward and observed his reaction as she slipped more of his thick shaft between her lips. A soft moan escaped him. He liked how she cradled suckled and thrust all at the same time. She did it again.
Soon she felt his hands holding onto the back of her performing head. She swirled her tongue right and left around the edge of his engorged head. His cock twitched with erotic delight. She repeated her dick twitching maneuver exciting him more and more. Her confidence was building right along with his need for orgasmic release. She sensed she was on the verge of passing her test. Her sense of accomplishment was superseding her other senses. Dolly sucked harder awaiting her passing grade.
But Simumdic had other plans. Suddenly, he grabbed on to her long hair and started pulling her head back. She groaned and watched as his hardness was sliding between her still sucking lips. He didn’t stop until he had pulled completely out of her mouth.
“What is the problem boss,” she asked, relishing using that word toward Mack. She slid her hand along his unquenched rigid flesh, greedily wanting it back
“I am not 100 % sure that oral is the valid test in this case,” he replied.
“Wait, what?, I was just about to pass my test and you know it. Now you are trying to change the damn rules,” she questioned, now playfully, while still stroking his hardness.
“The truth is I have to be 100% sure Dolly,” he said pulling her up onto her feet.
“I am not going to argue with my boss. However, why not be honest Simumdic. You have no doubts that I fuck Desmond Barrow like he’s never been screwed and that he and I will both love it .”
“I know you will, but here we are, and sucking isn’t fucking,” he said grabbing onto Dolly’s trim waist.
“Mack the moment I took your cock into my mouth all doubts were removed. Are you man enough to hear the real truth,” Dolly said.
“What do you say is the truth,” he asked as he placed Dolly’s hands around his neck.
“The truth is it isn’t every day you get to conduct this sort of test. So you have decided to take full advantage of the situation which for you is very enjoyable,” she said.
“And I love that you called me “boss”. I determine the plans. I give the orders.”
“I know. I will follow your orders boss. But switching plans?. Just admit you are a man naked with Dolly Jewel. Lust happens. I have awakened a desire in you and you don’t plan on squandering your opportunity to fully possess me,” she replied as she watched him grab onto one of her exposed nipples.
“There may be some truth in your observation. But still, I am your boss and I do have corporate responsibilities,” he replied as his fingers pinched and played with her breast.
“But boss, with all due respect, I have a task to do. I have to strip, blow you, and swallow your seed, people’s lives are at stake. It is only fair that you let me pass my test.”
“I will give you a chance to finish taking your exam, but first I am going to take full advantage of being your boss,” he said moving her backwards and sitting Dolly on his desk.
“Fine, a boss should be 100% sure of his employee,” she said now totally embracing the role.
Dolly willingly laid back on the wooden surface. Simumdic raised and spread her legs before placing his cock close to the lips of her purloined pussy. Dolly caught her breath as he positioned his prick.
“Protection, boss?” she said fearfully. The fear abated when he backed his cock away from her wetness and sighed. Before she could look for her skirt, Mack opened a nearby drawer and produced a condom of his own, and opened and applied it while Dolly, relieved, reached down and took awareness of just how wet and aroused she was.
Now sheathed in a thin membrane of latex protection, the head of his massive cock was poised and pressing against her entrance. Feeling the presence of his thickness Dolly let out a whimper. Undeterred, Simumdic lunged forward. Powerfully he rammed his massive hardness into her waiting flesh. Dolly gasped loudly and shut her eyes as his rod filled her.
It had been so long since her body had accepted a new prick. His wide cock was spreading her insides. Simumdic was among the thickest men she had known. But she felt no pain, to the contrary, her body responded by clutching and squeezing at his massive male organ. Her physical reaction to being taken by Simumdic invigorated Dolly. Her body was heated as it is when all is right with the world. Her flesh was more than willing to accommodate her thick powerful boss. Dolly didn’t care who was watching.
Wiggling beneath him, Dolly found a more comfortable position on his hardwood desk as Simumdic was taking her with power and control. Simumdic was in heaven, at last having his way with the potent sexuality he’d missed out on previously. She was so good, she was …addictive. “Oh my God your body was built for sex…” he gasped as he thrust and worked her to his liking.
She couldn’t believe the intensity of sensations coursing through her. Not just in her mind but the erotic sensation of her toned body, this was why a woman like Dolly keeps herself in shape, she thought, for fucks like Mack was delivering. Wow, this was no role play, this was her reality. Simumdic was really inside of her. He was definitely in control of her flesh and that flesh was clutching at his power engorged prick. Dolly felt every bit of her body covering his pumping manhood with her feminine fluids. Dolly’s pussy that was getting fucked with an abandonment and intensity that Dolly hadn’t experienced for a long time. This what getting laid was all about.
Dolly was registering how solid his muscular thighs looked with each powerful penetration. Dolly had an unobstructed view of his assault. She was witnessing how efficiently and effectively her pussy was being fucked. Dolly watched Simumdic. He was looking at her bouncing breasts. She watched him grab for her softness. Neither one spoke. His right hand was fondling her left breast. His left hand played with her nipple. His manhood kept on pounding her pussy.
“Oh Dolly you are special,” he softly groaned as his hips kept on moving.
“It’s alright Mack, be my boss. Go on. Do it. Be 100% certain, I’ll fuck any man you order me to, whenever, wherever, so long as I can have more of this” she replied as he pumped.
“You know I am the boss, right” he asked starting to slow his rhythmic thrusts.
“Yes Simumdic, you are definitely my boss,” she whimpered.
“Well now I am 100% certain. Dolly you have a test to pass,” he said as he stopped his thrusting and slowly withdrew his hardness as the condom’s thin membrane glistened with her warm wetness.
“So you still want me to finish my test?” Dolly asked climbing off of the desk.
“Absolutely, that’s the performance guarantee I must have,” he said stepping back.
“Alright boss,” she said with a grin as once again she knelt before her boss, who now owned her body like she’d rarely been owned.
Reaching with her left hand she gently caressed his full, potent balls and removed the condom. She leaned forward. She reached down to herself and smeared his cock with her heated liquids. She parted her lips and slipped his wet swollen cock back into her mouth. She could taste her own passion on his prick as surely as if he’d fucked her bareback, and a chill went up her spine among the many sensations as she realized how close to raw this felt and tasted. Quickly she licked the evidence of her desire off of his prick. Once cleansed, she frantically sucked. Her fingers wrapped around the base of his manhood. Slowly she stroked the part of his shaft protruding from her lurid lips. Her tongue twirled. Her lips suckled. Her hand caressed. Every inch of his hardness was receiving her undivided attention. She was determined and Simumdic could not withstand the massive amount of pleasure she was generating for very long. Soon she felt his cock throbbing and twitching. Dolly heard him moaning. He grabbed her by the hair and held her head tight. She sucked as hard as she could. It was the moment of truth. Simumdic began exploding and splashing as her locked lips was holding onto him. She could taste his seed filling her mouth. He was splashing against her tongue. Shot after shot of hot sperm was flying out of his cock and into her locked on mouth. Dolly shut her eyes.
Simumdic wrapped her hair around his fingers and very slowly pulled back on her head. His spent prick slipped from her lips. Deliberately he forced her to look up at him as his spent lust began cooling. She stared back tasting his cum on her tongue. She could feel his semen sliding towards the back of her mouth. Simumdic was watching her. His fertile fluid was trickling towards her throat. He held her head back. Dolly gulped and swallowed. The first of his spent seed went down, and she smiled at Simumdic then swallowed again. This time more deliberately and with pride. More of his liquid lust was consumed. Mack smiled, and ndoded his head as their eyes locked in a sexual bond of intimacy that was new, but strong. She had truly succeeded.
“Mmmmmmmmmm,” she started moaning as she finished drinking his spent desire.
“So boss did I pass my test,” she asked after finally finishing and licking her lips.
“Yes, you did,” he replied.
“So now you know that I am capable,” she commented.
“God, was there any doubt?” Mack replied.
At that question, Dolly burst out laughing.
******************************************************
They gently massaged the unscented liquid soap into each other’s skin in the shower that only a powerful executive would have in a private bathroom off his office.
“You just played the role to perfection,” he said coming up behind her and reaching around he started caressing her clit and her breasts.
“What are you doing? My test is over,” she teased as his fingers started circling her clit.
“Oh my God you played along so well, but, wait, did you even cum?” he said swirling his finger around her puffy clit.
“That is ridiculous, Mack, this is all about you, and you were amazing, you have such an imagination,” she said feeling her body fluids beginning to flow again.
“This is sillier than your supposed need to fuck me. Please stop it. Oh my! Alright you have made your point, yes, you’re my boss, I’ll fuck anyone you want me to fuck,” she told him as his other hand was continuing to play with her taut nipples.
“No. You can stop the role play, Dolly.” He told her. “No. Wait, one last task as your boss I should give you the additional training that you need,” he told her.
“You were right Simumdic,” she said trying to remove his hand from her smooth hairless and very stimulated sex. She giggled at the roleplay name her Dolly date selected. Mr. Simumdic. First name Mack. Mack Simumdic. Maximum dick. Hysterical.
She squirmed, she was getting closer. God, he was even good with his hands..
“Listen, when you are seducing Desmond you will need to show genuine erotic sensitivity to make him believe his is your ultimate lover, like you’ve always told me Harpo is. Climaxing may keep you out of trouble, avoid suspicion that you are in reality a seductive sexual spy. Enjoying your work is important. It may be the difference between success and failure. Doesn’t that make sense,” he asked.
“Well, yes,” she said as she felt her body beginning to build under his skillful hands. Okay, Dolly could play along with this roleplay post script.
“I can’t believe you are doing this to me,” she commented as her pleasure increased.
“Oh shit Simumdic,” she screamed minutes later as she peaked and crested, wave after wave of pleasure was racking her body causing her to twist and turn wildly beneath his pleasure giving hand.
“I told you that you this would be a fun roleplay,” he said gently removing his hand from her loin.
“Oh my god, I may not usually go for roleplay, but this was so hot. So, that backstory, were you really the model for Harper, the ultimate lover?”.
“Thanks, but no, I’m not that good, adjust your attitude Dolly,” he said.
“Yes Simumdic, I will not fail, I will adjust,” she told him. He chuckled at her continued use of the roleplay name.
“You can just call me Jerry.” She kissed him, a long, slow, sensual kiss in the shower.
“Well I am sorry to tell you but Harper was based on a guy I shared an apartment with after college but before medical school. His girlfriend made sounds like a pornstar and he came out with clawmarks, damn I wish I’d had it on tape.”
“Like our roleplay involved secret cameras?”
“No, not secret, they actually did set up cameras, but they never shared.”
What happened to Harpo?” Dolly asked, borrowing the fictional shortened name of the fictional character from the role play.
“They broke up. He was a skirt chaser, that was part of him I used for Desmond, he loved the chase, but couldn’t keep the relationship going., never could.” Dr. Jerry told Dolly, releasing the last of his roleplay bravado.
“What about Desmond Barrow? Where’d his name come from?”
Jerry was in his sixties. “Oh Blah Di, Oh Blah Dah”
“Hmmm?” Dolly quizzed with a knitted brow.
“Old Beatles song. Desmond has a barrow in the market place…”
“And the backstory pieces about faithful marriages?” she asked.
“There’s a part of me that wishes I could have had a marriage that was faithful. So that was wish fulfillment. But truth is, God, you’re so amazing, and that friend you introduced me to when you couldn’t change your schedule but you gave me a referral, damn, I’ve earned the right to live and be happy, haven’t I?”
“Indeed you, have, Boss” Dolly told him, playing with the fantasy name once more, making Jerry’s spent cock bob, just a little.
He looked at the clock, and went to Dolly’s envelope, next to her bag, and added a pile of hundreds into it, saying nothing.
“Thank you, that wasn’t necessary, you were already fully generous in your gift.”
My pleasure. I’m sorry I can’t invite you to stay.
“I do fewer overnights than you might think, I’m plenty fine recharging my batteries for tomorrow by myself so I won’t be tempted to fuck you all night long. And you’ve got a presentation to make and a segment of that reality show will be taping, you need your sleep too, lover.”
And then Dolly was dressed not in the sexy skirt and heels she’d stripped out of, pretending the hotel suite was an office, the imaginary redheaded secretary only in her mind, though she told Jerry about her in their afterglow cuddle and offered “I’ve got a sexy friend who I play with who could play that role if you ever wanted to revisit Maximum Dick.”
No, to leave she was in running shoes, a track warmup suit, v-neck performance wear t-shirt, sunglasses, baseball type cap that she’d been gifted from a major leaguer with whom she’d enjoyed some Dolly dates, though he’d since been traded so the cap was no longer his team.
Dolly kissed him.
Then she turned and said, “Simumdic?”
“What?”
“I know you are my boss. I will be at your beck and call,” she said as she flashed her Dolly grin, and then cracked up as she closed the door behind her and left.
THE END
Purely fictional fantasy for your reading pleasure!