Business Affairs

Alison -- Prodigious Applicant

*** Screening ***

Sam looked at the CCTV feed of his outer office where young ladies waited for their scheduled secretarial interviews. The gathering of young hopefuls that had responded to his online employment listing were patiently waiting their turn to wow the recruiter by expounding on their brief resumes. They were a mélange of skin tones, hair colors and fashion styles. But resumes don't get jobs; as the ad hinted, an attractive appearance carried weight and could sway the decision. Thus, he saw them decked out in tight, form fitting outfits, boosted cleavage, perfect makeup and hands fidgeting nervously in their laps as they checked out the competition.

The previous three candidates had been vanilla personalities at best. He went through the standard protocol, thanked them for coming in and said his secretary would be in touch. But she would call her regrets and not invite them back for a second interview. Sam had no intention of wasting more time on less-than-ideal applicants.

However, one attendee stood out, a buxom brunette with more conservative attire. She wore a loose, belted dress that failed to obscure her innate hourglass figure. A hint of upper cleavage was just visible in the pixelated view. Her long wavy hair draped her shoulders and framed her high cheek boned face.

Sam was intrigued and buzzed his secretary to summon his object of curiosity to his inner sanctum for her preliminary screening.

She entered and politely greeted the consulting recruiter, showing a nervous shyness that he instantly found desirable for the prospective special role. She carefully took the seat that he indicated while adjusting her dress to avoid wrinkling. That attention to proper form and detail increased his interest. He paused to scan her application forms.

Twenty-two years old, college degree in business, adequate grades, cheerleader, swimmer, sorority member, community service, some job experience, mostly waitress and pool lifeguard...

His imagination jumped to an image of her squeezed into a red maillot, the wet fabrics straining to contain her big tits and tight ass, as she pranced barefoot around the swimming pool, boobs bobbing, pointing and whistling at rowdy teens...

He tried to snap out of his mental fantasy to engage this lass in her oral evaluation... only the phrase drove his thoughts to an image of her red tinted lips pressed around the base of his cock...

He paused to refocus and wiggled a hand assisted pants crotch adjustment to accommodate his swelling penis.

"So, Ms.... Alison? You're interested in secretarial work. Why did you answer our ad in particular?"

"Thank you for seeing me, sir. It indicated a high starting salary but the duties were written rather vaguely, like 'as requested' and 'as required'. I wanted to find out more. What are the 'personal activities' it mentioned?"

"We are engaged to find the best assistants to powerful but highly stressed senior executives. This advertised position requires long hours and flexible schedules, potentially extending into evenings and weekends. There are corporate networking and private affairs that may require your facilitation and participation. Suitable provisions will be made for any special apparel and such."

He saw the gears turning behind her brown eyes and could see she was seriously considering the opportunity. The next question was not entirely appropriate in today's pesky 'me too' milieu but it needed to be broached.

"I have to ask: do you presently have any family or paramour relationships which would restrict your ability to be on-call 'as-requested' or 'as required' whenever a last-minute obligation arose?"

"None that I can think of. I'm an orphan and my college boyfriend and I split up after graduation. We were pursuing employment in different parts of the world. He is going to the Middle East and I am staying here in the Midwest states."

"I commiserate about your situation but it's probably a benefit to your chances at this exceptional assignment. We will be in touch to schedule a more comprehensive evaluation, a 'in depth probing' as we like to call it."

He stood to shake her hand and escorted her to the office door.

He returned to his office chair and called a major client.

"Robert, good news. I think I found you that special executive assistant you requested. She meets all your physical and demeanor prerequisites... Oh, yeah, buddy... great tits and ass with a timid attitude... Okay, so what cha' doing Friday?"

*** In Depth Probing Interview ***

On Friday afternoon, Robert sat in Sam's office, ensconced in the casual side area with its couch and wing chairs, a less formal venue for relaxed conversations. They chatted collegially but the restlessness was palatable. Both men fidgeted, aware that only a very few candidates were able to meet the technical job requirements and accede to the lascivious demands of the position. It took a lot of research, background screenings, and numerous preliminary interviews to find the right kind of young woman that could meet the stringent demands of a high powered and stress filled CEO.

The intercom lit up with Sam's secretary's voice, lilting with a knowing giggle.

"Ms. Alison is here and ready for her 'in depth probing' interview."

"Thanks, Madge, send her in."

The door opened and Alison appeared dressed similarly as she had for her first interview. Sam saw Robert's jaw drop a smidge before he recovered his customary macho composure. Her belted dress again flattered rather than stifled the buxom body inside, coyly enhancing rather than diminishing her indisputable sexuality. He rose to greet her, holding her hand as he guided her to come sit in the office's social setting.

She seated herself, conscious of adjusting her dress hem, crossing her calves and sitting tall to show her attentive attitude before the elite men. She brushed back her long wavy tresses to fully uncover her high cheek boned face, brown eyes and ruby lips. The low light caught the dangling gold hoop earrings at her exposed neck.

Sam introduced the parties and then watched his client ask the standard questions for a job interview. In response, she revealed and repeated the basic facts that were on her resume.

Then Sam stepped in, conscious of protecting Robert from any emotion-laden HR backlash, and led the discussion into the more pertinent inquiries.

Family and boyfriend encumbrances? No.

Commuting transportation? She confessed that she would need to use the public bus system at first. Robert gave a slight guffaw at that and Alison wondered if that was a deal breaker. She hoped not. She explained her post-college finances were tight but she would surely catch up with the advertised generous salary. She sensed that it was a cursory non-issue for her interviewers, so they moved on.

Office worthy wardrobe? She had a few appropriate things but would add to them over time in accordance with her improving finances. Another unmistakable guffaw from Robert that unsettled her but again it seemed a trivial item.

Now the questions became more invasive and she found the courage to respond assertively. She figured it was a corporate image thing; the ad mentioned networking and private events. She would need to look professional and attractive.

Measurements? 5-8 barefoot, 5-11 in heels, 119, 37-24-36

Cup size? DD

Natural or silicone? Real!

The next questions were beyond any normal interview practices; she hesitated but, having gotten this far, she went along.

Shaved? Yes.

Multi-orgasmic? A pause. Sometimes.

Robert rose from his seat and extended his hand, a gesture that beckoned her to stand. She felt a twinge in the pit of her stomach and feared the interview had failed. She politely took the assist and stood tall in her high heels, her hands at her sides when he released his hold. She awaited the negative verdict but he spoke frankly, with authority.

"I will need to confirm your answers."

She thought they would send her away while they did more background screening. Instead, she saw his hands rise to the front of her dress and she tilted her eyes down to watch his fingers pluck the buttons, starting at the collar. He went slowly, seeing if she would protest but there was none. He worked downward until the belt stopped his progress. The parted lapels revealed her creamy cleavage, the two bulky masses pressed together by a sturdy white lace bra.

He released the belt catch and let it fall to the floor. He continued the unbuttoning down to where it ended just below her waist. White lace panties, appearing to be French cut, became visible. His hands returned to her shoulders, grasping the dress and pushing it to each side. It clung to her upper arms. He looked into her eyes, steadily watching his. He spoke calmly, a voice that expected compliance.

"A little help, please."

She shuffled her shoulders and let the dress top descend her arms. The move quivered her tight packed bra, mild fluid jostles of her eye-magnet globes. Robert saw the titties tremble; it boded well for his intended inspection of her well-built boobs.

The dress hung up on her waist, above her right-sized hips, exposing her near six-pack abs. The cheerleading and swimming had tuned her midsection to a strong core, another suggestion of her muscle toned agility.

He pressed the dress lower, sliding it over her sculpted ass; it pooled at her feet. Again, as a gentleman would, he offered her his hand and she used both of hers to brace her stance as she stepped out of the ring of castoff clothes.

He quit her hands and she dropped them again to her sides. He stepped forward, close faced, almost equal level in her heels. The move crowded him close to her breasts as he reached around to unclip the bra strap. It was a bit tight, supporting and compressing her generous chest meat. But he wouldn't be defeated in this act that he had accomplished so many times before, here and elsewhere, with former female recipients of his macho hustle.

The catch released and her boobs sagged against his chest. He stepped back, lifting the shoulder straps forward and down. The cups hung on her mounds but further pulls loosed the connection and her bra fell away. He was awestruck at first sight and couldn't help himself; his palms filled themselves with two handfuls of magnificence. Her nipples were broader than he assumed, with a darker tone; not that he was disappointed.

"My, my, my... what have we here? Your tits are absolute beauties!"

He cupped and bounced the masses.

"Are they real? Oh, don't answer; I'll judge for myself."

He squeezed the globes, finding nothing that wasn't natural tissue. A thumb rub on her nipples brought a quiet hum from her throat; he saw her eyes squint as she stood otherwise silent in his grasp. He was truly delighted with Sam's success in finding these mammary treasures, a key condition for employment. But further bodily confirmation was needed and he would wait a smidge before taking some quality time to really pamper her fun-bags.

He reached his hand back and snapped his fingers. A pair of scissors was slapped into his hand. Carefully, he wiggled a finger between the underpants waist band and the side of her hip. A snip here and a snip there cut away the satin panties that he nimbly snatched away.

She had told the truth; she was shaved bare of pubic hair. Her labia were puffy, the sides closed together at the central furrow, hiding her pink vaginal gateway.

His cock was uncomfortably swollen in his pants and he took it upon himself to cure the situation. His shirt and pants, along with his boxers nearly flew off; he kicked off his loafers. Again, his hand came forward and took one of hers, leading her to sit beside him on the couch. He laid that captured hand on his crotch.

Alison felt dismayed by this impulsive turn of events. She wanted this job and was not inclined to screw up her chances with faux innocence. Her virginity was abandoned while inebriated at a fraternity party. After that, she had dated a few of the frat brothers and then settled into dependable enjoyable sex with her ex-boyfriend.

So, this afternoon, in this place, she was resigned to compliance, allowing this important man considerable leeway with his actions, slowly comprehending that attaining unconventional compensation entailed unconventional tolerance.

She let her hand lay idle on his semi-tumescent cock. It was substantial and she couldn't recall handling another of its size.

She perceived his hand sliding across her lap, squeezing between her thighs, and a finger splitting her genital crease. It wiggled inward, touching her warm pink tissues, surprisingly moistened by his bold treatment of her body. His request seemed almost indelicately given.

"Ms. Alison, my cock feels chilled in this air-conditioned office. Let's get it snuggled into a warm place to resolve the problem."

To make his point, his finger tickled her feminine opening before withdrawing. The probing hand caught the inside of her thigh and elevated it over his shoulder, behind his head, wedging it between his shoulder and the couch back. He twisted her torso to place her back on the cushions, her legs spread around him, availing him a missionary posture. He rotated around to pose his hips in the waiting saddle.

His hand tilted his erection to alignment, the tip touched her pussy lips and he pressed an inch forward as he slumped his body atop hers. A short thrust gained more depth; his knob was embedded past the corona. A reverse jog and a harder press buried half the shaft. A pause for bracing preceded the next dive that extended him down the wet grotto of her cunt. His cock was duly warmed by her supple pussy.

Alison had held her breath through the first three cock drives. But when his large man-tool distended the remainder of her vaginal channel on the last one, she emitted a low 'whoosh' as she released her lungful of air.

Relieved by his gentleness during the cock incursion, she relaxed her back and wound her arms around his back and shoulders, pressing her cheek to his. Her high heels hooked together behind his legs, her four limbs capturing him in a passionate embrace. His weight pressing against her groin, and downward on her boobs, added to her notion of being dominated. She was not immune to the kinky feelings of being fucked by a strange man who had surmounted her so boldly.

She let him rock her body to the rhythm of his strokes: slow long ones, quick short bursts, hard hammers on her tingling clitoris. Her nipples were stiff where her boobs rolled against his chest. She was stimulated but had not completely fallen into a rapturous mood.

In time, she heard his breaths deepen and quicken as he rose to his pinnacle of lust. She hugged him tighter, with arms and Kegels, willfully augmenting his sexual pleasure, remembering some guidance from her ex-boyfriend.

All during the run-up, Robert's nose was filled with the perfume of her hair and the musky odor seeping from her juicy pussy. It finally set him off. His back arched, his cock tip pressed her cervix, and his head and chest tilted up as he cried out and doused her womb with his own contribution to the warm space his chilly cock had craved.

The elite businessman lay sweaty and gratified on the exquisite woman ensnared beneath him. He was enamored by her passivity and performance. She was a trophy he wanted to add to his elite collection. But once was not enough for a decision of such importance.

He extracted his deflating prick and sat up between her legs.

*** Extended Evaluation ***

"Sam, I'm inclined to select her but need to be sure she's the correct employee for the role. I think more evaluation is in order. I'll take her home for the weekend and give you my decision thereafter."

From his perch behind his desk, where he had retreated when naked Robert first sat on the couch with the naked Alison, Sam paused his perusal of some paperwork and, without looking up, waved a backhanded dismissal to Robert's plans.

"That's fine with me."

There was no consideration of Alison's concurrence; it was presumed.

Robert rose and helped Alison to her feet. They donned their clothes, excepting Alison couldn't find her bra and the sheared panties. They had disappeared during the couch borne romp. She didn't see Sam's half hidden smirk at her puzzlement. The frilly things rested in his bottom drawer with other mementos from prior interview trysts. The collection was growing satisfactorily as were his profits.

Nevertheless, she covered herself with the dress and belt. With collegial farewells between the men, Robert escorted his staff candidate to his limousine and they rode to the corporate office tower where his family name was blazoned across the top. The security guard gave his regards as the boss quick stepped his visitor, an obviously unfettered bouncing boobs lady, to the elevators for the long ride up to the 30th floor penthouse apartment.

That night, he fucked her twice more. Another missionary and later a cowgirl where, as he had previous promised himself, he engaged in extended tit and nipple play.

Growing up, Alison had been slow to develop but once it started, she had to constantly upgrade her bras to accommodate her growing boobs. As she matured into a young coed, she stayed unruffled when men in passing, and those in conversation, stared at her chest instead of her eyes. The fraternity boys and her ex-boyfriend adored their grandeur and played unending with what they called her 'fun bags'.

She came to like it; her nipples were very sensitive and reactive to the manual mauling. She welcomed having her tits manhandled and, tonight more attuned to this different cock in her cunt, the playtime kindled her passions bright. She vigorously rode the embedded erection until she attained her deferred orgasm simultaneous with his.

The morning brunch in the penthouse evolved into his middle-aged requisite day of refraction and percolation as Alison lounged about in a filmy negligee. At midafternoon, he informed her of an industry networking soiree they would attend that evening. She found cosmetics in the bathroom and a bodycon cocktail dress in the closet that fit perfectly; how did he know her size? Then she remembered the interview questions regarding her dimensions. These men were certainly resourceful 'as needed' and had arranged the expedited fashion delivery. Again, no undergarments were provided.

At the soiree, Robert schmoozed with his colleagues and rivals. Alison was his arm candy and was seen more than heard. The men ogled her but held conversation with Robert only. Her few questions or comments were generally ignored.

As the evening wound down, Robert invited one couple back to the penthouse. Therein, he blithely traded off Alison for the other female and let his colleague fuck the luscious Alison all night. At breakfast, the client expressed his admiration for Alison's boudoir talents that worked him into multiple orgasms and drained his balls.

He was especially fascinated with her oral skills which, though novice for now, showed real promise. Robert was pleased that she had quickly adapted to surreptitious sharing but was peeved that he had neglected to sample Alison's fellatio skills. He vowed inwardly to rectify that oversight soon.

He replicated Alison's lauded kudos with similar compliments for his guest's contribution to the overnight exchange. His impromptu bedmate had proved very focused on his sexual gratification.

*** Commitment ***

After the satisfied guests departed, he informed Alison that she would indeed be hired as his special executive assistant, performing her daily administrative duties and being eye candy at his C-suite. She would receive the advertised salary and occupy the corporate penthouse. A fashionable clothing allowance was at her disposal.