I’m a boss. I didn’t intend to become a boss, but I did. Allow me to explain.
With a Bachelor of Science degree in Accounting and a Master of Science degree in Applied Economics from a renowned school of business, I was employed by a Fortune 100 company. But after too many years of regimented policies and stultifying bureaucracy, I was ready for a change. I uploaded my resume’ seeking to link into a job offer. My phone soon rang.
The caller was the founder and CEO of a digital marketing company. At the conclusion of our telephone conversation, she requested I come to her office for a more in-depth interview.
I sat in the lobby waiting; she was fifteen minutes late.
“Mr. Allman?” she said as she approached. “I’m Ms. Nelson.”
I stood. “Pleased to meet you, Ms. Nelson. I’m Ray Allman.”
We exchanged a limp handshake. “Very nice to meet you.”
“Nice to meet you too, Ms. Nelson.”
She was younger than I had anticipated. Thirty, maybe. She was dressed professionally; pumps, knee-length skirt, chiffon blouse, matching necklace, and diamond stud earrings, and makeup tastefully applied. She moved with confidence; not in a hurry, but as a woman with no time to spare. She ushered me into her office and got right to the point.
“I’m impressed with your resume’, Mr. Allman. What are your functions at your present job?”
“Honestly, nothing in my present capacity has anything to do with digital marketing. I mostly crunch numbers to determine the underlying value of a business.”
“Exactly what I’m looking for. I’m seeking growth opportunities, Mr. Allman. My goal is to acquire undervalued marketing firms and fold them into my firm. I need a person to examine their financial statements. I’ll pay handsomely for a worthy business, but I won’t overpay.”
I already had a good job; I didn’t need this one. I treated my visit as an opportunity to interview her as well. “Have you interviewed other candidates, Ms. Nelson?”
“I haven’t.” I suspected that wasn’t true.
I had a few more questions, but she went on talking. “I had an assistant until last week. She resigned. She thought I was a bitch. I’m not. But I do expect hard work and honesty. I don’t want a ‘yes’ man.”
I remained silent.
“Are you honest, Mr. Allman?” she bluntly asked me.
“I would discharge my duties faithfully and honestly, Ms. Nelson,” I replied, scarcely concealing my umbrage.
After a pause, she continued. “The job will involve some travel. I insist on meeting the management of any company I may consider buying. You would accompany me and help assess their viability. I’m often away for two to three days at a time. I pay all travel expenses, of course. Would business travel be a problem for you?”
“I would prefer to be home on weekends.”
“You’d be home for weekends. I’m ready to offer you a compensation package right now.”
She proffered a generous offer. It included a salary some thirty percent higher than I was currently earning, health insurance, paid time off, and a matching 401(k) plan.
“How much time do I have to consider your offer, Ms. Nelson?”
“I’d appreciate your answer by the end of the week.”
“You’ll have my answer,” I promised. “Is there anything else, Ms. Nelson?”
“Only that I hope you’ll join our team, Mr. Allman.”
“Thank you for this opportunity and for your time, Ms. Nelson.”
~~~~~
I pondered her offer for a few days. A bad day at work convinced me. I phoned Ms. Nelson and accepted her offer.
Our first few trips were day trips. There were several small digital marketing firms for sale within driving distance and we’d spend the day assessing their valuation. I was usually home by dinnertime.
Then came an opportunity in San Francisco. A fairly large marketing firm was skidding toward bankruptcy and desperately needed a cash infusion. We flew out to the coast to check it out.
Ms. Nelson booked two adjoining rooms at a landmark hotel on Nob Hill. The next day was spent at the prospective acquisition. My boss was a tough negotiator and we returned to the hotel that evening with the requisite financial forms to make an assessment.
“We’ll meet in my room to examine these documents,” she directed. “I’ll order us room service for dinner.”
Damn. I was hoping to slip down to the posh hotel club and get a drink.
We shared a meal on the desk in her room. We ate with our laptops open.
“The business seems fixable. I think it has potential. What’s your opinion, Ray?”
“Let me crunch some numbers so I can give you an accurate appraisal.”
“Alright, I’ll let you do your stuff. I’ll take a shower in the meantime.” I went to work.
She returned barefoot dressed in a bathrobe. She sat down next to me.
“The income statement isn’t healthy and the balance sheet is laden with debt,” I explained.
She leaned over to look at my screen. I got the impression she was inviting me to look down her bathrobe. She leaned on me as we examined the financial statements.
“And debt service has impaired cash flow,” I pointed out. She continued leaning on me.
“I have to think this over. I need to sleep on it.” She turned to me. “And I hate sleeping alone in a strange hotel.”
“Security is tight here. You’ll be safe.”
She just stared at me. “I’d feel a lot better if you stayed with me tonight, Ray.”
Having long been wary of office romances, let alone with the boss, I demurred.
“Would that be proper, Ms. Nelson?”
“Drop that Ms. Nelson stuff. Call me Loraine.”
“People will talk, Loraine.” I knew that was a ridiculous excuse as soon as I said it.
“Who will know? Our rooms adjoin. You won’t even need to go out into the hall.”
I acquiesced. “Well, I guess I can sleep on the couch if it makes you feel safer.”
We opened our adjoining doors and I took a shower in my own room. I returned to her in sweat shorts and a T-shirt, a blanket in my arms for the couch. She was sitting on an upholstered chair with her laptop open. As I entered she stood, put the laptop aside, and then shed her robe. She stood naked before me.
Loraine kept a nice figure. I had noticed this before in the office; her nakedness now revealed her full beauty. Her hair was loose, tumbling over her shoulders and framing her pretty face. Her tummy was trim and Loraine sported nice breasts. Her hips curved seductively and her long legs made a perfect ass of themselves. Her vagina was freshly shaved.
Loraine approached and pushed me onto the bed. I sat there, still admiring my boss. “Sleep on the couch, really? Do you think I’d let you sleep on the couch?”
She pulled my T-shirt off and with one deft move removed by sweat shorts. Loraine then straddled me and kissed me. I was flaccid, but not for long; my rising erection pressed up against her smoothness. She rubbed herself along its length, her arms around my neck, her head slightly canted to one side, our eyes locked. She wore the most feral, seductive look I had ever seen on a woman’s face.
“Let me tend to this,” she said as she rose from my lap. “Nice,” she added, holding me in her hand.
She took my full length in her mouth. She slowly retreated all the way and then handily took me deeply again. She stretched her lips outward to envelope every last millimeter of me. I knew I wouldn’t last too long with this treatment, and I didn’t. Loraine held me deep as I discharged a full payload. She rose and kissed me.
“I’ve wanted to do that since we met,” she said with a satisfied smile. Loraine then laid on the bed and opened her legs slightly. I took the hint and headed downtown.
Loraine’s shaved vagina was one of nature’s works of art. Her mons veneris formed a perfect mound. Her labia majora were slightly darker than the surrounding skin and her labia minora were a healthy pink. Her swollen clitoris peeked out from under its hood. I admired my boss for the strong, independent woman she was and I wanted to please her. I approached with reverence.
I kissed the inside of her thighs as I worked my way north. Loraine’s vagina glistened with anticipation and her soft feminine scent wafted into my nose. I softly kissed each of her labia majora several times. Pulling her open, I planted delicate kisses on her petals. Loraine cooed with satisfaction. After some time, I slowly dragged my tongue up her slot. I repeated this gentle tongue treatment and then parked my extended tongue in her opening, luxuriating in her soothing taste.
Removing my tongue, I pulled back on Loraine’s hood and exposed her clitoris. I rubbed my lips across her swollen nub, barely touching her, then administered gentle kisses. Lightly pinching the skin on either side, I lifted her clitoris off of her pelvic bone. Suspended in mid-air, I began flicking her white nub with my tongue. Loraine began to moan. I prevailed on her clitoris with increasing intensity and her moans grew louder.
Loraine soon had a ferocious orgasm. I wasn’t going to let her down so easily; I remained on the offensive, holding her airborne and giving her multiples. After keeping her in her throes for well more than a minute, I allowed her to calm. She sat up, wide-eyed and panting.
“What did you do to me? You gave me electric shocks.”
“I gave the royal treatment to a real woman,” I replied with a kiss.
“I’ve never finished with that intensity before.”
“You’ve never been with a real man before.”
“I guess I haven’t,” she ruefully replied.
I let her catch her breath, but didn’t allow her too much of a break before I crawled onto her and mounted her. I hovered near her opening.
“Are you sure this is alright Loraine? It might change our working relat…”
“Shut up and fuck me, Ray,” she snapped. So I did.
Concerned that my continued employment might depend on my propriety, I proceeded judiciously. Loraine’s vagina, wet as it was, was still very tight. I worked my way in gently.
“It’s been a while for you,” I observed.
“It has. It’s hard to find a worthy man.”
“Congratulations. You’ve found one now,” I replied as I continued the gentle pressure.
“I have,” she agreed.
Once all in, I remained parked. “How is that?” I asked with a tender kiss.
“So gentle.”
I slowly began to move in and out with easy thrusts. Loraine matched my movements and we established a relaxed cadence. I soon hooked my arms under her legs and lifted them into the air. We continued our lovemaking in this position; me on top, Loraine’s feet in the air, and me penetrating her as deeply as possible.
“Do you like this position, Loraine?”
“I love what you’re doing to me, Ray,” she breathed.
After some time I withdrew and released her legs. I gently placed my hand under her hip.
“Come up on all fours, Loraine. I’m going to enter you from behind.”
“Yes, sir,” she replied, quickly complying.
Loraine welcomed me by arching her back downward, facilitating my penetration. I held still and maneuvered Loraine forward and back. She took over the movements, rocking back and forth, entertaining my erection while I remained motionless. Enjoying my access to her from behind, I maneuvered us onto our sides, staying inside as I did. I held her in my arms as we pushed into each other. I then rolled Loraine onto her tummy, rolling with her and remaining inside. I was now back on top of her, both of us on our stomachs.
“Get up on your elbows, Loraine. I want to pinch your nipples.”
“Yes, sir.”
I pressed into her as I toyed with her boobs.
“I feel so close to you like this, Ray” Loraine cooed, my weight pressing on her as I remained deep.
I reached under her and began tickling her clitoris. It didn’t take long before we shared simultaneous orgasms. I waited for my aftershocks to subside and for Loraine to calm before rolling off her.
She pushed me onto my back, mounted me, and then settled on me. Loraine knew what to do. She rode all the way up, keeping just the tip of my head inside. Drawing her feet underneath her, she moved up and down an inch or so, massaging my head with her opening. She would then settle down, grind in, and then repeat. Watching her administer this sensuous treatment evoked another finish from me. Loraine pressed into me until I was done.
We slid under the covers and kissed. “That was beautiful,” I observed.
“It was. You screwed me in seven different positions, sir.”
“Six positions. Two missionary, three from the rear, and one with you on top.”
Loraine recounted our activities. “Six positions,” she agreed. “And you owe me an orgasm. You had three. I only had two,” she reminded me.
“A debt I’ll gladly pay.”
We kissed in the afterglow. Loraine fell asleep in my arms.
~~~~~
The next morning we woke with a hug and a kiss. I showered in my room, Loraine in hers. I returned to Loraine’s room as she emerged from the bathroom. She wore only her panties.
“Come here, Beautiful.” I escorted her to the upholstered chair in which I had found her the previous night. I made her kneel on the chair, facing backward.
“Last night you told me I owe you something. I’ve never reneged on a debt in my life. I don’t intend to start now.”
Loraine dissembled with a weak protest. “Not now, Ray. We have a meeting this morning.” But as she was expressing her feigned resistance, she lifted each knee so I could slip her panties off.
“We may be late,” I informed her.
I pulled her into position and slapped her moistening lips with my rising erection a few times and slid in.
I held Loraine by her curvy hips and we enjoyed a morning delight. Reaching around and tickling her clitoris, I brought Loraine to a healthy orgasm, with me leaning over her, my other arm across her breasts while I nibbled her ear.
She calmed and I helped her to her feet. I turned her around and we kissed.
“I’m a man who pays his debts promptly, young lady.”
“Seven,” she replied.
“Seven? Seven what?”
“You’ve now screwed me in seven different positions, sir.”
We dressed and made our meeting just in time.
~~~~~
Loraine passed on the company we had come to evaluate. There was too much debt on the books and their goodwill was overvalued. Months later they went bankrupt.
We flew back home and continued our romance. We soon moved in together. Loraine made me co-owner of her firm.
Our intimacy blossomed. Loraine is a sweet, giving woman and is never selfish in bed. I always endeavor to give her what she hasn’t had before and to please her in every way. On bended knee, I proposed marriage. She tearfully accepted.
We celebrated our engagement with tender lovemaking. After hours of mutual satisfaction, Loraine curled up in my arms and turned to me.
“I’ll be the boss at the office. You’re the boss in bed, Ray.”
And that is how I became a boss.
Copyright © 2021 by Plinytheyounger
All Rights Reserved.
No part of this story may be used or reproduced by any means, graphic, electronic, or mechanical, including photocopying, recording, taping, or by any information storage retrieval system without written permission from the author.
