Business Affairs

*** Leanna - Preliminary Screening ***

Sam was interviewing for a position with a new client, a referral that had been vetted by an established client.

Leanna sat at desk front. Her strawberry hair hung straight halfway down her back. She had green eyes and faint freckles on her face and at her neck. Her breasts appeared modest under the fashionable dress but larger than was usually expected of natural redheads.

He reviewed her resume, refreshing his recollection of questions he wanted to ask.

Her past jobs had been a budding business career path with office experience. Her list of college activities and hobbies showed gymnastics, cheerleading, and dancing. A query of which style of dancing was answered forthrightly as 'adult'. That gave Sam a moment of pause as he envisioned this little darling, in sequined thong, upside down, her legs clinging to the stripper pole, her hair dragging on the floor as strobes bounced and heavy base music set the beat. He regathered himself to continue.

Sam went through the usual monologue about flexible and extended work schedules, office décor and the compensation package if she was successful in a second interview with the actual client who, if she passed muster, would be her boss.

Leanna was excited by the singular opportunity and was up for the challenge and the fiscal rewards. He scheduled her for a second interview; one he referred to as 'in depth'. He reminded her that it was a C-suite level position and she should dress in a woman's business suit to present herself in the best light.

*** In Depth Interview ***

A few days later, Maxwell sat aside in the meeting area of the office as Leanna sat in front of Sam's desk again. He looked at the screen of his computer and then at Leanna.

"I have few questions that may not be the usual topics in a normal interview. But this will be an 'in depth' examination. As you have signed the disclaimer of liability, we can proceed."

"Of course, sir. I am ready for anything."

Sam construed her statement in a double entendre sense. He certainly hoped so.

"Great. Height, weight and dimensions."

"Uhm... okay... 5-5. 110, 34-24-35."

Cup size? A shy dip of her head. E

Natural or silicones? She lifted her chest unconsciously as she responded. Real!

Shaved? Of course; I danced onstage.

Multi-orgasmic? She shyly replied. Sometimes.

"As you can tell from the questions, my client seeks more than just an executive assistant. Your duties will be broad and may stretch the bounds of community acceptable boss-subordinate interactions. For the purposes of that evaluation, let me introduce you to your potential employer. Maxwell, do you have any requests for Leanna?"

Maxwell rose and approached the seated redhead. He held a hand out and she rose with his assist. She stood steady and he paced around her, a thoughtful hand-on-chin expression as he eyed her up and down from all sides. She was short, even in heels.

"I need to make a thorough assessment of her job-related capacities. May I?"

The question was obviously directed at Sam who gave a dismissive gesture of permission. Max nodded his head once as acknowledgement of the go-ahead.

She had worn the recommended woman's business suit, a dark blue wool, intent on making a good first impression for the executive office role. From behind, he lifted her arms and brought his hands to her front, unbuttoning the suit coat. She made a move to intervene but saw Sam waggle his forefinger like a mother's scolding, meant to ward off a disobedient act.

She lowered her arms in capitulation as he slipped the jacket off her shoulders, down her arms and tossed it on the chair she had just occupied. She didn't need Sam's caution for compliance when Max's fingers unbuttoned her blouse down to her waist. It followed the coat onto the chair.

She felt his hands undo her brassiere's back clips and stayed still and compliant to this abnormal examination. He slid off the shoulder straps and removed the tit covers, pulling the discarded piece behind her back. She noted his momentary dawdle and glanced over her shoulder. He was examining the tag.

"Well, she was honest about one thing: 34E."

He tossed the article to Sam who scanned it, agreed and set it on his desktop.

Maxwell's hands returned to her front. She squinched at the contact when his cold hands cupped her handfuls of boobs from underneath. His fingers made dual baskets below the orbs as his thumbs rubbed her nipples. She closed her eyes and let a guttural moan escape her lips. He squeezed gently, confirming her claim.

"Yeap, she's right again. They're real."

He left those off and picked at the wool skirt catch at her low back, snapping it open and zipping down the short closure. The waist loosened and the zipper loomed open. He tugged but the pencil skirt was still tight around her hips and resisted dropping.

"Wiggle your ass, please."

Having allowed the handling thus far, she was not inclined to stop now. She swayed her bottom and it helped Max's further shedding of her clothes. Her toned ass was near bare, only the rear strand of her string thong visible. He patted her lower globes and was pleased with their nice muscle tone and the lithe curve of the smooth skin.

He left her standing as he moved to Sam's desk and retrieved the scissors. Facing her front, he clipped the sides and removed the thong. As asserted, she was shaved, revealing the tight fold of her bare pussy lips.

Leanna now stood nude, in heels, before two clothed gentlemen, an incongruity that Max felt compelled to correct. He held the redhead in an eye lock as he removed his shirt, pants, shoes and nothing more, having arrived commando in light of the intended unfolding of the 'in depth' interview. Her eyes widened at the size of the cock he sported, already semi-tumescent from the runup to this point.

He took both her hands and drew her down with him to the carpet. He moved her into a classic 69 position, seeking to test her skills at mutual oral foreplay. His tongue dragged inside the split of her pussy. It tasted musky and tart. The inner pink was furrowed with extra tissue ridges and he moved to close his lips on her clitoris.

He felt her replicate the oral sex as her lips touched his penile tip. She rolled her tongue back and used its tip to massage his coronal vee. Then pulled him in, letting that sensitive region glide along the soft lingual underside. She closed tight and sucked hard but he was very long, longer than her gullet could accommodate and she closed her fist around the last third, reining in a full depth plunge.

When his cock was slick and her pussy was creamy, he rotated around for a sidesaddle copulation. He got his cock inserted and jogged his hips as a signal for her to get to work. He lay idle, expecting her to caress his manhood by her sole exertions, a test of her agility. She bucked her ass and abs, working to make long strokes on his erection but, again, the third portion near the base was never embedded.

Max was disenchanted by this candidate and was going to quit but decided to finish inside her. With a controlled growl, he pumped his essence into the redheaded maiden. When he was finished and withered, he sat up and she followed his move, resting her pretty ass on the carpet. Her hair was disheveled, small straight tresses falling over her face and shoulders in that well-known, well-fucked-female depiction.

*** Rejection and Recovery ***

Maxwell frowned; he was disgruntled by her lack of sexual capacity, dedicated to be sure, athletic from her dancing and sports, but not the ultimate prime piece of ass he craved after his mind-blowing penthouse tryst with Robert's girl, Alison.

Maxwell harshly vetoed her, openly, in her presence.

"Sam, why did you bring here for this? I told you I wanted a bodacious vixen with a warm, wet mouth and cunt that I can really sink my cock into. She's too small. Stop wasting my time!"

Max angrily redressed and stomped out of the office. That told Sam that he must dig deeper if he wanted to earn his expensive commission.

Leanna was heartbroken, her best efforts had been deemed inadequate. Despite her experience with men, this was not what she expected. Tears coursed down her cheeks, trailing dissolved eyeshadow in thin rivulets. She sat despondent cross-legged on the floor where she had just been fucked.

Sam was a bit embarrassed but had an inspiration. Leanna was a very pretty girl and he could think of one client who might come to her rescue... himself.

His current office manager had accumulated her 'walking away' money over the past five years and needed to follow her husband to his new promotion in another city. Sam had never engaged her in intimate relations and wished her well. He knew that Robert and others had used him to procure fanatical cock worshippers for their offices and side hustles; why couldn't he have one, too?

Sam saw Leanna tipped over again and curled up in a child-like self-hug on the floor, her naked beauty quietly racked with sobs. Maxwell's cum leaked from her cunt. He was more than sympathetic at her distress. He actually fancied redheads, and certainly ones as lovely as Leanna didn't deserve to be sad. He again imagined her clinging inverted on a stripper pole. She wasn't innocent of a man's craving for female adoration.

"Leanna, can we talk? I'd like to try to salvage this situation."

He heard her cry of remorse.

"Salvage? How can it be salvaged? I wanted this job; I needed this job. I'm behind on my bills and thought this would be path to catching up and even prosper."

"Well, I think you can still prosper, in a different way."

He saw her emotions steady as she showed a bit of interest in what he had to say.

"My secretary is leaving. I need a replacement... no, a successor. I don't want just a secretary. I want much more. I want what Maxwell wants and you could be it."

He paused, hesitated, wondering if she picked up on his Freudian slip. 'It' implied an object, a tool for his selfish use. But no matter the syntax, that was exactly what he wanted: a sex object to worship his cock unconditionally, whenever, wherever, however.

Leanna propped up to sitting again, wiping her backhand across her cheeks, smearing the ruined mascara into a black streak.

"How long would the position last?"

"For as long as I am satisfied with your performance. Years, I think."

He knew when he said it that it was insincere. He would use the redhead until he tired of her. But that could take the stated years; there were so many Kama Sutra positions, methods and scenarios to play out.

"I will compensate you well, if not the advertised salary, at least closer than what you make now, and there will be substantial added perks... and pleasures."

He waited her consideration and acceptance. Her face became less sad as she thought about it.

"Okay, let's try it. When do I start?"

"How about right now?"

He wheeled his office chair into the open, aside the desk.

"Give me a blowjob."

She looked his way, a tilt of her head and then a smile. She got on all fours and cat crawled to him, her head up, an affable facial expression, her dangling tits and elevated ass wobbling in tempo with her slinky stride. She rose to knee borne stance, pressed apart his knees and shuffled forward. She tussled with his belt and fly and politely asked for his help.

"Lift your butt so I can slide your pants down."

He was eager to assist. She pulled them over his knees to corral his ankles. It was room enough for her to do her job, the job she was destined to perform as often as Sam needed the task done. She grasped the base of his cock, semi-solid even before it saw the light of day, or at least the light of the office.

Sam had just watched Leanna get stripped and fucked by Maxwell. He wasn't immune to the sight of her beauty or the sound of her passions. The swelling in his pants had been tolerable but he had felt a pang of jealousy which could now be appeased by these reformed circumstances.

She looked at his face. Her tongue protruded and she licked his penile length like the proverbial popsicle. She moved to capture the knob, and holding the tip kiss and crown cover, she tickled against the coronal sides; the twitch of genital muscle, and the pop in his eyes, signaled she was doing good.

Time to move on. She left the facial stare to focus on his cock as she slid her lips over the knob. She didn't see his eyes but she heard his moan, another good sign. Her active tongue slathered his shaft as she bobbed and suckled a series of oral strokes.

Her hands were freed of the need to steady his erection and she gripped the underside of his upper legs to maintain her balance. Her finger tips tickled his inner thighs.

And now for the ultimate test. She wasn't going to repeat her previous lapse in execution. She took a deep breath, steadied her stance and powered down onto his erection, forcing its length past her tonsils. She wanted to gag but managed to suppress the reflex. More practice will help, she thought. She held in place for as long as her breath held out. On sliding back, she heard his groan of delight as his corona brushed her tonsils on the retreat.

That was it. She knew what she needed to do. She bobbed twice with the mushroom bulge in her mouth and drove down again on the third cycle. A reverse was followed by successive three-fold repetitions.

She was actually enjoying the feel of his stiff meat in her mouth and throat. She believed she could replicate this task to comfort Sam as often as needed. It was only part of her office and carnal duties but it wasn't so bad and his cock was a size that she could handle.

Her thoughts were interrupted by a more urgent sound. His breathing was quickening and his hips were making little up and down jogs on the chair. The jogs got greater and finally he hoisted and held his ass off the seat cushion. She corralled the knob just inside her lips. The first strong pulse of spunk shot past her tongue straight to her gullet. The next four pumps landed on her tongue and the final one dribbled forth to complete the ejaculation. She suckled lightly, waiting for his deflation, which came soon enough.

She leaned back into a kneeling stance, sitting on her heels, holding her mouthful of bounty. She cocked an eyebrow and he nodded. She swallowed and playfully tongue swiped and smacked her lips. He saw her quizzical mood and gave her good news.

"Oh, yeah, baby. You're hired."

Each weekday morning thereafter, she would either perform a blowjob or get fucked on his desktop. Theirs was a happy and beneficial business relationship.

*** Weekend Travel Trysts ***

It wasn't all work and no play. Sam often went on travel to seek out suitable targets for his recruitments. The pool of adequate local applicants was limited. The travel locales varied; his clients were particular about the characteristics that they deemed essential to the highest benefits for their executive offices. These included ethnicities as well as size and attitude.

So, this weekend, he was in the Rockies, at a ski resort to check on a few applications he had received from that area. Of course, Leanna was along to assist, a perk of her employment she especially savored.

The mountain resort had separate cabins for guests but Sam held his initial meet-and-greets in the main building great room over coffee. It was just as well. He sensed the parade of ladies, though lovely and refined, were not the type of breed for the lifestyle he was offering. The undisclosed type of breeding on offer was far beyond their vanilla imaginations. Maybe one was close and he had her contact info if he decided to follow up.

After a day of skiing, he retired with Leanna to their cabin. They sloughed off the padded outerwear, showered and settled in with lighter après ski apparel. A hearty soup, eaten in private, warmed their bones after the cold weather slaloming that sapped their energies. Renewed energies were on their minds as they retired to the main room with its crackling fireplace.

A bit of wine and a bit of bread and cheese set the mood. Leanna was slouched sideways in his lap, her legs dangling over the stuffed wingchair side situated before the flickering flames that danced lights and shadows on the cabin walls. Her arm was lazing over his shoulder as she leaned against him. He felt her soft boob nestled on his chest and put away his nibbles to free his hands for other things. Those other things were a diddle on her sweater puppies, alive with prominent pokies.

She liked those tweaks and mewed her contentment, lazily pushing her lips to his neck for a sweet nuzzle. He tilted his head her way, accepting her affection, and sniffed the lingering shampoo scents in her silky red hair. The tenderness gave him a reflex in his groin. He liked the slow burn when he only had to command it and Leanna would service him unpassionately like a good secretary should. This wasn't romance but he still liked the pantomime. It was his choice to make.

She stirred in his arms and levered herself to stand. He watched as she simply shed her top and bottom, then lay on the plush rug between the chair and the glowing fire. Her green eyes looked dreamily at him between the unruly strands of red hair she left flayed over her face, a come-hither look. She lifted her knees and widened her thighs, her arms outreached to summoning him to come get her. He was not prone to deny her request.

He stood, discarded his clothes, joining her in front of the warm glow. His knees braced on the rug between her lower limbs, their bodies aligned, man hovering over woman. Her hands stretched to circle behind his neck and she pulled him downward, face to face, for a sweet kiss.

He backed off and gazed into her green eyes, almost glazed with a look of serenity. He wondered: was it the rewarming after the cold exercise? Or was it something else?

If he could have read her mind, he would have known her feelings.

Leanna was floating in euphoria tonight. There were times when Sam was away from the office for a few days. When he returned, he never explained and she didn't pry. She simply carried on with their daily sexual routine. She saw the company bills for expensive rooms at chic hotels. She assumed that he had encountered a young woman that pricked his fancy. Or who knew how to fancy his prick. She assumed he used her to satisfy his manly needs and then sent her on her way.

She didn't begrudge these side hustle rendezvous; a due diligence burden for the confidential procurer of prime pussy for elite alpha males. But he had chosen to join that enigmatic realm by selecting her as his primary cum dump.

But yesterday, he had chatted with a dozen bodacious young women, slimmed down from a batch of a hundred advertisement responses. And still he had only found one of any value. And that was still to be determined.

Yet here he was with her, after a year of her incessant intimate service, with no hint of any flagging desire to use her charms at will. He must consider her one of the best of the best and her self-esteem was on overdrive. And tonight, she wanted so much to be fucked into mindless oblivion by her studly boss.

She wiggled her ass, attracting his attention, enticing him to plow her pussy. He noted her invitation and lowered his erection to her cunt. He notched the tip; she captured his lips for a deep kiss. She held the smooch as he bolted in and they both moaned into the other's mouth. He sank all the way to bottom, pressing her clit. She rolled her hips down as he slowly withdrew, only to the extent of his knob. With a mighty push, he drove in again and she clutched his cock with her cunt muscles to enhance the coital plunge. She rolled her hips down again as he reversed course, pressing the sensitive undervee to her vaginal walls.