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Night Games


written by:
Littletommyd

Night Games

Alicia Crane, the Midwest Executive Vice President of Marketing for Cooper Motors International Ltd, strode into the Human Resources Office looking to have heads roll. She didn't wait to be announced, she threw open the door of Katrina Gecco, the Human Source Director, and loudly stated, "I have called for the fifth time in three weeks with no answer, Kat. I've let it be known that the situation is dire. I don't intend to upset any applecart's, however I desperately need an assistant. My load has compounded drastically. Especially since we've picked up the Japanese market and travel is increasingly necessary. What's the big delay about?"

Kat was now standing behind her desk awaiting for Alicia to wind down. Now that an answer will be needed to satisfy Alicia, Kat returned to her desk chair, picked up a personnel file, nodded to the leather side chair as she said, "Sit Alicia. I'm glad you took the initiative to come and talk about it. Let's hash something out to your satisfaction while you're here. Does that sound reasonable to you?"

Alicia stared at Kat, nodded her head and said, "It's the most reasonable thing I've heard from your office in the six weeks since I sent the request. What has been the holdup?"

"Well, I hate to throw the fault back to you but it's been difficult to find a female assistant. Your demanding background requirements plus the willingness to travel internationally tied our hands. So, let me ask you this question. Will you accept a young, up and coming male if he has the necessary credentials and will travel?"

"I guess if it comes to that stage, then yes. Do you have someone in mind who's readily available?"

Kat flipped the personnel file open, turned a page and said, "I do. He's been with us for a little over a year. He's an ex-military Warrant Office, a helicopter pilot, and his reports are sterling. His name is Alan Armstrong, an LSU grad six years ago. Ben Hale hired him in Colorado Springs and has only top regards for his ability. Ben doesn't want to lose him, but Armstrong is determined to leave Colorado Springs. He says he needs to distance himself from the pressures of his former military Unit. They want him back. If that's so, that speaks volumes about him."

Alicia stared out the window for a few seconds, flicked her fingernail and said, "I am against the wall enough to say that it's worth a try. I've never had a male before mainly because travel internationally can create intimate dilemmas. Like zipping into gowns for formal dinners, having last minute hair SNAFU's, help getting in and out of strange bathroom situations. Kat! Get him down here for an interview by Friday. Please."

Kat smiled as she responded, "Will do but only because you said please for a change." Alicia sat and laughed at Kat's Cheshire grin.

Armstrong was a solidly built six foot two, 180-pound vision of his likeness to ‘Jack Armstrong, All American Male.' Alicia's head was swimming when the interview concluded. Credentials of gold, the personality and looks to make him an outstanding assistant and travel companion. She was so impressed she personally accompanied him to Kat's office to seal the agreement.

Two weeks later, they took off to Tokyo to attend the World Automobile Marketing Executive's Symposium. Not only was he to attend to Alicia's needs as his superior but he was also given two assignments as a test for him to handle on his own. Alicia wanted him to develop enough for her to shuffle minor marketing decision to Alan.

Their hotel accommodations were beyond anything Alan had experienced. The suite was comprised of two bedrooms, two baths, a center living space with a desk and meeting table. It had all the other luxury accompaniment essentials such as a stocked bar, mini-bars in each bedroom, refrigerated water, lemonade, and ice cream bars. The beds themselves were an awesome experience. Alan merely shook his head as he tried to fathom living this type of life.

The second evening was a formal cocktail party and dinner. After he dressed, he went to the living room to wait for Alicia. She came to her bedroom door and called for him to come help her. She needed him to zip the black form-fitting gown, he did, and then she asked him to place the hair pin though the bun at the rear of her head. He did that also. Then they left the suite.

All went well. Alicia kept an eye on Alan as he roamed the group, speaking with other executives, shaking hands with new entrants and keeping his drinking well within reasonable limits. She was overjoyed at his ease of working the crowd. Afterwards, they returned to the room where he removed the hairpin, unzipped the gown and then they retired to their own bedrooms. Alan shed the tuxedo, took another shower, hit the mini-bar for a scotch and water, put on his lounge pants and sat in the center at the head of the bed surrounded by pillows.

At exactly midnight, he turned the light off and snuggled into the soft covers of the large soft bed. All was well with the job. At two-seventeen, by the bedside clock, he awoke with the feel of a hand inside his fly holding his dick. Another hand was undoing the knot at the waistband of the lounge pants. He blinked several times to adjust his vision to the near total darkness of the room. A naked woman was on her knees, legs spread around his, in the bed. As her head lowered toward the head of his dick, he put his hand under her chin and lifted her head. His first thoughts were -Oh my God! It's Alicia but she seems not to be aware of where she is and what she is doing!

He dropped his hand, her chin fell and she proceeded to wrap her mouth around the head of his dick and began teasing the eye with her tongue. He leaned back and let her have her way, too uptight to say or do anything. She had his lounge pants open, his dick and balls were fully exposed as she sucked up and down the shaft, squeezed his balls, and slowly, tenderly, jacked her hand up and down the shaft. She took her time, no eagerness, no aggressive handling of his jewels. Just a slow, deliberate blowjob. He lay still, trying not to touch her anywhere on her body.

Under her delicate sucking and fondling, he was feeling the pressure beginning to build. He knew his balls were tightening, his dick was flexing inside her mouth, and his breathing had increased exponentially. He looked at the clock—two-forty-one. She had been at his dick for almost thirty minutes. When the clock hit two forty-three, his balls moved into his body cavity and he filled her closed mouth with the entire load of cum. She didn't flinch. She kept her mouth closed, let the cum flow, and when it stopped, she raised her head and swallowed in one gulp. Her head returned to his dick. She sucked for a short while longer. No cum remained in his dick, the head was clean. She kissed it gently, moved her legs downward, slid off the end of the bed and went back to her bedroom.

He lay there fully awake. His thoughts were running rampant. The questions were unanswerable. What had just happened to him? Why didn't she say anything? Was he supposed to take an action? What is he expected to do when he sees her in the morning? Holy shit, what do I have myself into with Alicia? Oh well, time will tell. However, he didn't get much sleep even though he had just had one of the greatest blowjobs ever.

The suite was empty when went to the living area. Her bedroom door was open but here were no sounds. He tiptoed to the door, looked inside but no Alicia. He went back to the living area and saw a note on the desk. He read it quickly and learned that she had gone to the hotel coffee shop in the lower basement and that he should join her. He donned his sport coat and left the room, heading for the elevator and the basement café.

As he approached her table, he was overcome with a feeling of uneasiness and perhaps fear. However, there was no need for either feeling. She smiled broadly at him, held hand out in welcome and introduced him to her table companions, both longtime friends. To the friends, she lauded his quick ability at grasp the details of his job and his sharp recognition to anticipate her needs and to act accordingly. When the friends took leave, he had his order in front of him and Alicia was giving him details of what lie ahead for the day and evening. She casually asked how his night had been and then asked if he needed anything from a personal standpoint. He told her that all was fine and he looked forward to more of the learning experience. She smiled, satisfied with his demeanor.

Following the evening tour of the market displays in the ballroom, they returned to the suite. Alicia suggested that he fixed them a nightcap. He took her order, a Manhattan, and he decided on the same. He brought the glasses to the couch where she sat reading a memorandum. She took a sip, held the glass out to his and said, "And you are an excellent bartender to boot. What other surprises do you have for me?" When she finished the memorandum and the drink, she suggested another before retiring. He quickly prepped them and they sat sipping for a few quiet minutes. When the second round was done, they retired to their bedrooms to rest up for tomorrow.

It was warm in his room and he couldn't locate the thermostat to lower the temperature. He shed his lounge pants and piled in the center of the bed as naked as the well-known Jaybird. He threw the covers aside and stared at the ceiling, no thoughts or questions. Just the booze flowing through him until he fell asleep. At two-twelve, by the bedside clock, Alicia holding his dick in her right hand awakened him again. She rubbed the corona with her index finger, she held his balls in her palm, and she kissed his forehead. The rubbing of the head of his dick had caused it to begin to get hard. She lowered her hand and rubbed the shaft without gripping it. The hand moving up and down, the bouncing against the tip didn't take long for it to stand straight pointing at the ceiling. When it was fully up and stiff, she lifted her left leg over his abdomen, grasped the standing dick and firmly sat on it as it seated itself into the bottom of her pussy. She rocked back and forth, side to side. The wetness generated by her movements eventually surrounded his dick, giving it warmth, lubrication and readiness.

Alicia sensed the readiness so she stopped the movements and began to raise her ass from his body and pump his dick up and down inside her warm pussy. She was increasing her movement with each pump. On one of her upswings, she leaned close to his face and said, "The tits, the nipples both need attention. Do it!"

He put both hands out and took a tit in each one. He twirled the nipples, kneaded the soft tissue of each globe admiring the firmness and formation of the roundness. She leaned forward pumped her ass faster and said, "Suck one. Suck the nipple and squeeze the other hard. Now!" He lay there sucking her right tit while she aggressively fucked his dick with all her strength. Five minutes, by the bedside clock, and she abruptly sat straight up, pulled the tit from his mouth, stopped fucking, gasped strongly, and then began crying. She collapsed at his side and shook severely for several silent minutes. She then rolled to the left, stood on the floor, turned and he barely saw her fantastic fading ass as it went through his bedroom door and disappeared.

His dick was still tingling, as hard as a brick. He grabbed a handful of tissues from the bedside box and jacked off until he filled the tissues with enough come to populate Tokyo. He fell against the pillows and eased his breath. No questions tonight. I know what happened.

She was in the living room when he opened the door. She smiled and said, "Ready for breakfast? For some reason or another, I'm famished this morning. We'll forget the cafe and hit the main dining room for the fantastic memorable breakfast buffet. Wait until you see what's on the line!"

It was memorable and so was the conversation. She made some promises about development of his talents, classes and schools where he would attend to prep him to step into her job when she moved up in the hierarchy of management. His spirits soared. After breakfast they began a round of meetings about numerous marketing strategies relating to the new autonomous vehicles on the market, the disposition of unsold vehicles, how the used market was growing, and meeting the requirements of leased, rental, and Uber/Lyft vehicle management. His head was swimming at the end of the workday.

They had to prepare for the evening's hospitality suite cocktail party. The dressed casually, met in the living room and made their way to the ballroom. They mingled, met, talked drank, laughed, exchanged cards, slapped backs, told jokes and generally had a raucous time. At eleven, the chimes rang calling an ending to the last evening of the symposium. Alan and Alicia returned to their suite. When the door closed, Alicia turned, stood on her tiptoes and gave him a gently kiss, saying, "I'm going to change. How about another round of your fabulous Manhattans." She closed the bedroom door while he mixed the drinks. She appeared some ten minutes later in satin pajamas and a flowing red robe. She sat at the desk; he was in the Queen Anne chair. She said, "I want you to know how pleased I am with your performance this week. I assume you know this job isn't a snap. It's tension forming, stressful, a lot of smiling and taking a ton of bullshit to digest." He laughed and shot his glass out to her, saying, "Amen Sister, Amen!" She choked on her drink when he called her ‘Sister.'

Two drinks later, they broke the congeniality and retired to their respective rooms. When he was in his lounge pants, he sat on the side of the bed and tried to picture what tonight would bring. Oh well, no use spending time wondering. Need to get some sleep while I can.

Sure enough, the clock read two-fifteen when he felt the bed sink from her weight when she crawled aboard. She untied the string around his lounge pants, took the bottom of each leg and pulled them down, off his body, and threw them in the chair by the window. She slid up beside his left arm, bent forward and licked the shaft of his dick. She tongued the head, tickled his balls, wrapped her hand around his dick, kissed his navel, sucked his right tit, and kissed his forehead. She then kissed his mouth, running her tongue through his lips. His dick was getting hard in her hand and she kissed the eye lightly. She threw her leg over his head, placed her pussy over his mouth, took his dick in her mouth and backed her pussy against his lips. She started sucking his dick. What was he to do? So. Trapped in the 69 position, he ran his tongue through her slit, sucked the juice and savored her taste. He penetrated her opening, ran his tongue through the wrinkled wall inside her pussy and began fucking her mouth in earnest.

At two forty-nine by the clock, his lips munched her clit until she exploded against his body. Her pussy was dancing on his mouth, her ass was wriggling rhythmically over his head and his loose dick was Cumming on her face. Her moaning was becoming louder and her crying started again. He wrapped his arms around her ass and held her still. When she stopped movement, he rolled her to the side, rose, rolled her back again and buried his head in her ass. He rimmed her asshole, fingered her pussy, thumbed her clit and groaned as she sucked his balls. His dick was hard again; she grabbed it and began jacking swiftly up and down the shaft. He didn't last long. He blew another load into her face without any reaction from her. He lay still on the bed catching his breath. She rolled backwards, turned her ass on the sheets, put her feet on the floor, wiped her face on his lounge pants and left the room. Not a word was uttered the entire time.

In the lobby the next morning, they watched as their luggage was loaded aboard the shuttle for the trip to the airport. Once they were seated in their first class seats aboard the jet, he turned to her and said, "How did you sleep this trip? I guess the jet lag caught up with me and I kept waking up around two each morning."

She smiled at him as she said, "I must be used to adjusting to jet lag because I slept very well. I woke rested, inspired, energetic, and hungry. It was almost as if I had worked up an appetite by doing a hard nights work. Overall, it was a great trip. I hope it was for you also."

He grinned and said, "Alicia, it was one of the best weeks I've had in years even if I did lack sleep. It was well worth the loss. Thanks to you."

"You're most welcome. I anticipate that all our trips will end the same way. What about you?"

"I'm one hundred percent in agreement." He turned to the window and closed his eyes. Sleep came quickly.

On the third day back, Alan was on the computer as he sat at his small desk in his anteroom space attached to Alicia's Executive VP office. The phone rang and he noted that it was Alicia's extension calling. He picked up, firmly stated, "Yes Alicia. What can I do for you?" She said, "I have news for you. You've been accepted in the next class at the Marketing Institute. It's a one month, in-depth, study of unique marketing problems within the motor vehicle business. It starts on November 30, a Monday. Get yourself prepared. When the paperwork arrives, I'll leave it with you to complete for my signature. You're on your way up. Do your best to give us both a hefty boost." She exhaled a short serious laugh and then hung up. He lightly returned the phone to its cradle as he contemplated becoming a student again. His thought was, I hope I still have the student mojo.

Moments later, his phone rang again. He didn't recognize the number so his answer was more humbling than when he answered Alicia. The female voice on the other end said, "Mr. Armstrong, I'm Doctor Ah Chen, the corporate medical officer. I need to borrow a few minutes of your time. It's not an examination, it's an informational question and answer session. I'm free at two this afternoon. Does that fit your schedule?"

"Doctor Chen, I'll make it fit my schedule. Where do I go?"

She gave him directions to her office; he took notes because he didn't want to get lost within the Home Office Complex. She closed by saying, "I look forward to meeting you. See you at two."

He completed the task he was working on, printed two copies and left one in Alicia's ‘In Basket,' the second copy went to the file on his desk. He had lunch at a company provided picnic table, lakeside, under a tree, watching the dancing water fountain sprays. He lingered beyond the normal mealtime to avoid having to turned around and come back to where he was presently. At ten of two, he dropped his empty containers in the outdoor waste can and took the elevator to the eighth floor. He turned right, saw the office number and opened the door. No medical supplies or equipment, just a young, nicely equipped receptionist at her grey secretary's desk. She smiled and said, "Mr. Armstrong. Doctor Chen is expecting you. This way please." She led him through a door to her right, down a short hallway, a turn left and then she opened the door to Doctor Chen's office and said, "Have a seat. She'll be with you shortly/" She turned to leave just as Doctor Chen opened her office door. Chen said, "Thanks Julia. I'll show him out when we're finished."

She shook my hand, took me into her office and we sat at a four-chair, round, butcher board table with high backless stools. I waited. She opened a file on the table and said, "I know you've been told that you are the first male assistant that has been assigned to Ms. Crane. As such, the Medical staff decided that you be given facts that are known only by a few outside of this office. You shouldn't be alarmed but we wanted you to be prepared. "Previous assistants to Ms. Crane have stated that when traveling with Crane and occupying the same suite of rooms, Ms. Crane demonstrated symptoms of somnambulism, better known as sleepwalking. It is a behavior disorder that occurs during deep sleep. It results in performing behaviors, such as walking, talking, and doing odd actions while asleep. There are times when it can be more dangerous to allow a sleepwalker to stay asleep than to wake them. However, there is no way to recognize how you should act. It is strictly a judgement call based on the immediate circumstances of the actions performed.

"Prior assistants reported no dangerous activity, no leaving the premises, but harmless actions such as mixing drinks, turning on the TV and staring at the screen, or sleeping in a balcony chair. However, you must be warned that on more than one occasion, she was discovered in a seat in the common area masturbating. They left her alone and all ended well."

He just stared at Doctor Chen for a few moments. He then asked, "What you're telling me is that if I discover her in a sleepwalking state, I should play it by ear as to what immediate action I need to take?"

"Correct. If her actions are harmless, then do nothing. She will ultimately return to her bed and wake up with no recollection of being up. In fact, oftentimes, elation and happiness follows awakening. Act accordingly and I think all will be fine."

"Let me pose this question for your consideration. Now that she has a male assistant in the same suite, suppose that instead of masturbating, she decides to come to my bed. Does that change the equation?"

Doctor Chen smiled, tapped my knuckle and said, "She's your boss, she's your elder, she expects her assistant to assist. Use your own feelings about what you should do should that ever occur. Can you live with your answer while you work for her? Remember, she probably won't ever recall it happening."

"I think I see your point. Again, it's my decision based on the immediate circumstances."

"Correct, Mister Armstrong. If you join in on her night games, keep it to yourself. Don't ever tell her because she doesn't know it happened, therefore, the risk of a serious fallout is all yours. Button it up after you enjoy the games."

He stared at her for a second, grinned and then said, "Night Games? Yes, I guess it can be called night games. I think that this is the number one medical consultation of my lifetime. Thanks for the details, the advice, and the warning. Believe me; I'll tread lightly when we travel together." He slid off the stool, put his hand out, she shook and it said, "I'm here for you if you ever want to talk. Company paid benefit." She smiled, dropped from the stool and accompanied me back to the main hallway. She waved as I entered the elevator.

Two days later, Alicia came into his anteroom excitedly waving a sheet of paper. She handed him the paper, dropped into his plastic side chair and waited while her read the letter. When he dropped his hands and looked toward her, she said, "I'm postponing your Marketing class. We will be traveling to Milan, Italy that week. We have an assignment to meet with, and analyze, the Spinoza Automotive marketing group. Our analysis will be poured into the pot, stirred, studied, and used for the determination of whether we buy forty-nine percent of Spinoza Automotive. Exciting times ramping up. Stay tuned for more as I get more detail about our trip." She flew back to her office, still excited, still waving the letter. He smiled while recalling the pleasures of her sleeping habits.

On the flight to Milan, they mapped their attack plan, listed the pertinent questions, the expected response and then their answer to the response. A game of cat and mouse. They were confident of their plan.

Their hotel was magnificent. Old intricately designed ceilings and stairways, marble flooring, black tie employee staff, manners exceeding all standards. Their suite, completely furnished in the old European Victorian style. Heavy drapes of marvelously soft Cabernet colored material, round, wrought iron circular decoration on the balcony, a view of the city square, and bedrooms the Pope would love to occupy. All Alicia did was smile as the tour finished at the main door. Alan was duly impressed but less so than Alicia was. To him it was nice but nothing to faint over.

The opening dinner, attended by thirty Spinoza executives, who only intended to impress the visitors with pockets full of money. Compliments filled the room, their ears, and bounced off the walls. The food was unbelievable, in both quality and quantity. The fine Italian wine flowed nonstop from gold spigots into wine glasses designed to hold an Olympic swimming pool. By the time they returned to their rooms, they were both reeling from the wine and the food. Alicia stopped, said, "I'm going to change. Alan, fix us a real drink that will dull the taste of the bullshit we were fed all evening. You know what I like."

Alan had the Manhattan's ready when she returned wearing the hotel furnished burgundy tinted satin robe. I looked at her and said, "Nice robe and a beautiful color wrapped around a beautiful woman." He handed her the glass, touched his to the edge and listened as she laughed and said, "Flattery will get you everywhere but try it on a woman more your age. Don't think I don't appreciate it and given ten years younger know that I would jump at the chance. It is just that I recognize you are trying to soften the disappointing evening. In addition, believe it. It was disappointing. They were too eager trying to get into our pocket. It gives me caution about what we'll come up against tomorrow. Deceit? Cover-up? Two sets of books. We've been warned to be extremely wary."

"You have a way with the exact words that described my feelings. I want to take a shower I feel so itchy."

"Good idea Alan. Mix another while I hit the shower."

After the second drinks were declared to have cleaned the taste in her mouth, she waved and headed for her bedroom. Alan rinsed the glasses, sat them in the bar sink and went to have his shower. He came out in his new, gray, short sleep pants. He turned the TV to a movie but soon bored of it because he tired of reading the subscript. He dimmed the light, stood at the window looking at the still bustling town. He finally went to the bed, stacked the pillows and laid back against them. He lay there thinking about the day and before he knew it, he had dozed off, lights still on, balcony door still open. At one forty-five, Alicia knocking on his door awakened him. He opened it, she stood there nude, a vision to behold in the light from his nightstand. She said, "Follow me." He did. Her bare ass swinging from side to side, she led him to the couch across the living area. She sat down, had him stand in front of her. She jerked his shorts to the floor, stared relentlessly at his balls and dick saying or doing nothing. He took his dick in his right hand and began slowly jacking on the shaft, avoiding the head. When he had it hard, pointing at her eyes, she looked up at him and smiled.

He continued to slide his hand up and down the shaft. The smile left her face and she reached for his balls. She was tickling at the rear of his scrotum, using the tips of her fingernails to entice him to move closer to her face. Her tongue came out; she leaned forward and touched it to the head of his dick that stuck out from his hand. She moaned slightly, put her hand on his and stopped his jacking. She pulled on the wrist, he released his dick and she, still tickling his balls, swallowed the entire dick, deep throat personified. She gently fucked his dick with her mouth. The feeling was so good that he joust his dick forward to give her easier access. The warmth of her mouth in the cool room was nothing less than heavenly. He never touched her while she worked his balls and dick. The tickling was stirring the desire within his balls; he knew he couldn't hold on much longer when suddenly the fucking phone on the desk began ringing. He pulled his dick out of her mouth and immediately hit the floor. She turned toward the ringing sound; he crawled around the couch and lay prone hugging the couch back closely.

The continual ringing finally woke her. He felt her rise from the couch and heard her light step as she went to the desk and pick up the receiver out of the cradle. saying, "Alicia Crane here. What is this about?"

He listened closely but couldn't hear the other person. She said, "Yes, I'll take the call thank you." Silence for a few seconds and then she said, "Yes, Jeffery. Oh, that's not a problem. Yeah, it's now two fourteen here." Silence for a few seconds and then she exclaimed, "What! How can that be? Yes, we had some bullshit thrown at us last night but this is unexpected. They're certain. No, no. That's fine. We'll do that first thing. What a helluva turn of events. I agree, fuck them all. Bye. See ya' later." She slammed the receiver back in the cradle, said aloud, "Shit!" I heard her go to her bedroom and slam the door shut. I stayed still a few minutes longer to make certain she wouldn't come to my door to tell me of the call. I pulled my shorts up and breathed a little easier having survived a narrow escape.

Back to his bed, he took the damp towel, finished the job she started, filled the towel with cum, threw it on the floor and turned the light out. He didn't waste time wondering about the call. Jeffrey Switzer was the company CFO, it wasn't a nice call to receive. Therefore, he could wait until morning to learn the subject.

At breakfast, she told me of the call from Jeffery, the Company CFO. She relayed that he had just heard from the auditing company that Spinoza was in deep do-do financially. The EU was calling their loans; Moody has lowered their bonds to a junk rating, and their checks were bouncing all over Europe because the cash flow had dried up. New reservations were waiting us for the trip home.

Back in the office on Monday, Alicia stuck her head out of her door and said, "Next Monday big boy. Gear yourself up for schooling. This time we'll get it done."

He said, "Bought a new backpack, a new notebook, and some erasers. I'm ready."

She thumbed her nose at him as she silently closed her door.

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The author of this story: Littletommyd

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