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By (user no longer on site) OP
over a year ago
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I needed a new Executive Assistant, so I began the arduous process of interviewing potential candidates. I needed someone who was a self-starter, not afraid to make decisions, someone who could fill in for me while I was away, and someone with leadership qualities, as they would be a team leader, representing me to the rest of my employees. Someone who was firm, but fair. Someone who was committed, but compassionate. After meeting with about 90 people, both male and female, one stood head and shoulders above the rest. Shauna. As soon as our interview was over, I knew I had found what I wanted and needed in an Executive Assistant.
Shauna hit the ground running on the first day. She was eager to learn, and picked up on policy and procedures very quickly. It only took a week for her to learn to read my cues, to understand what I wanted her to do even before I verbalized what needed to be done. She had the respect of the rest of my team, and as a bonus, they liked her as much as they respected her. A difficult balance for anyone, but she excelled at everything. She always dressed professionally, usually a pinstriped skirt and matching blazer, and a button up blouse, or the like. She was also very attractive—a plus in business. We got along very well, too. She could match my wit, and wasn’t afraid to question me if she didn’t understand what I was trying to accomplish, sometimes even making me reconsider a decision. Yes, I chose well.
After two months of working for me, I noticed that she wasn’t her usual self. I asked her to come to my office, and she dropped what she was doing and came immediately. I so appreciated her attentiveness to my directions. We sat on the couch, and I questioned her. “Shauna, I noticed that you’ve been a little distracted lately….”, she cut me off and said, “I’m sorry, sir, I hope my performance has not suffered….”. I cut her off and said, “No, no, you are performing flawlessly. But are you happy here? Is anything wrong, are you having problems with any of the employees?” “No sir, everything is great here…It’s just…well…I don’t want to bring my personal issues to work, so I don’t know if I should…”. Again, I cut her off, “Shauna, I won’t ever pry into your personal life, but you need to know, if you work for me, and you need to discuss something personal, my door is always open to you. I care about all my employees, and they all know of my open door policy. So, if you need to share something, please, share it.”
She started crying, “Sir, it’s my best friend, Debbie. I’ve known her all my life, and she still lives in my hometown in Washington. She just lost her husband in an accident, and she’s devastated. I know I can’t leave my job, and it’s just tearing me up inside. She asked if I could come stay with her for a week, and it ripped my heart out, but I told her I couldn’t, but she could call me every day. And she does. We talk for at least an hour every night.”
“Go home and pack, Shauna. Give Joan the info before you leave and she’ll get your flight ready. You’re leaving tonight. Be back next Monday”, I ordered.
“But sir….”, she objected. “It’s settled, Shauna…your best friend is like family, and family is very important to me. Go take care of her. We will survive in your absence.”
She started crying harder. “Thank you, sir, thank you! You have no idea how much this means to me!” “Yes, I do, Shauna. I’ve been in your position. Now go.”
The week went by fast, and I realized how much I’d grown to rely on Shauna. She had taken a lot off my plate that I now had to pick back up and handle in her absence. I found myself thinking of her a lot, not just about her job performance, but what a good person she is. I was missing her. I started thinking about her wit, her smile, her beauty…I wasn’t just missing her as my assistant, but as a friend. Without realizing it, she was really a friend.
When the following Monday arrived, she showed up early, as usual. She knocked on my office door and asked if I had a minute. “Of course, Shauna, come in.”
Sir, thank you so much for giving me that time off. Debbie and I spent a lot of hours crying, hugging, and even laughing about our memories. She is eternally grateful to you, and asked me to tell you so. She also asked me to give you a hug. I know it might not be appropriate, but I promised her I would. May I?” I stood up from behind my desk and made my way to her. “Of course, Shauna. And you can call her back and tell her I said she’s most welcome.” With that, Shauna embraced me, holding me a little tighter than I had expected, and for a little longer, all the while thanking me. I gently pushed her away, ending the embrace, not because I wanted to, but because my body started reacting to her. I couldn’t go there.
From that day forward, things changed. I no longer viewed her as “all business”, but as a good human being. She still performed flawlessly, but she also was warm…to me, and to all the other employees. I also noticed her as a woman…a beautiful, warm person, with a smile that seemed opposite her seriousness when the job needed to get done. I was staring out my office door at her, watching her busily calling, writing, directing…all in her job title. She stood up and removed her blazer, something she seldom did, and I suddenly noticed how busty she was. Her pretty face, her job performance, her smile, her sexiness…I suddenly noticed that I was getting hard looking at her, and thankfully, I got a call at that moment causing me to get back into work mode. I didn’t need to be looking at her that way. I couldn’t jeopardize losing her. She was the best E.A. I’ve ever had.
While on my call, I noticed that Shauna kept looking in my office anxiously. She knew not to interrupt me when I was on a business call, so I figured she needed to talk to me about something. I concluded my call, and she immediately came to my office. “Sir, we have a problem with the numbers on the Drexel Account. It’s off by a million dollars!” she said urgently. “Okay, get all the files and bring them in here and we’ll go over them. Call accounting and have them review their numbers! Quickly!”, I ordered. She hurried away and did as she was told.
She was back in 10 minutes, files in hand. “Roll that chair over here and let’s look at these files. We may be here a while!” “Yes, sir”, she replied.
We began pouring over every line, every number, every proposal. Accounting called at 5:00 and said they couldn’t find anything. By 6:30, everyone had left the building except for the custodian. By 7:30, Shauna and I were both tired and everything seemed to be running together. We weren’t thinking clearly. “Let’s stop for a minute, Shauna. I’m beginning to see numbers floating in my head. We don’t need to make things worse.” She fell back in her chair, seeming grateful for the break. I went to the bar in my office and poured us both a small glass of wine, to take the edge off. I put on some soft music, something I do often after a particularly stressful day, and reclined in my chair. After a few minutes, we were both refreshed, and loosened up a bit. “Okay, Shauna, let’s go over this again, but a little more slowly and less urgently. It is urgent, but I’m afraid we’re moving too fast.” She smiled at me and agreed. My gosh, she looked gorgeous. Being relaxed, I took my mind off of or problem and noticed that the blouse she was wearing was full. Her buttons strained, as if they were about to pop. Sometime during the course of our work, she must have loosened the top two buttons, or they came undone, and her cleavage was in full view. Her make-up was still perfect, as if she just arrived at work, her lips were full and luscious. I began to get hard again, but stopped myself and said, “Ok, let’s get back at it.” “Yes, sir”, she replied.
We kept going over the multitude of pages, beginning to wear out. I couldn’t help but sneak a peek at her every few seconds, as she was right next to me, her busty cleavage in full view. I fought back my erection several times. Suddenly, she blurted out, “Here it is! I found it!” “Where?”, I asked anxiously. “On page 39, there’s an extra “1” on this figure…what ‘s supposed to be $100,000 is listed here as $1,100,000! It’s a typo! “ We both jumped up at the same time, dancing around the room in sweet relief. She hugged me, and I picked her up and swung her around in a circle, and when I put her down, she didn’t let go. She leaned in and kissed me, quickly, then put her head on my chest and hugged me tightly again. I looked down at her, and our eyes met, and we quickly let go of each other.
“I’m sorry, sir…that was totally inappropriate. I was just so…so…excited that we solved the problem, and maybe the wine caused me to momentarily lose my inhibition”, she said.
“Umm, it’s okay, Shauna” I replied, in somewhat of a daze. I felt celebratory too, and didn’t mind what had just happened. So many thoughts went through my mind….here is this gorgeous, sexy woman in front of me, who just saved me a million dollars, who hugged me, kissed me, made me hard, but she was my employee. I wanted a celebratory fuck, but I couldn’t. But I’m not the one who initiated this. Did she know what she was doing? Was she using this moment to seduce me? What did she mean the wine made her lose her inhibitions? Did she feel something for me? What’s going on? I was confused. My thoughts were interrupted when she spoke, “Sir…sir…are you okay?
“Yes, Shauna…I’m just relieved. We almost lost a million dollars and I guess I might be in shock over all this. I’m tired…the wine…” I wanted to add “the kiss” but I didn’t.
She walked back over to me…”Sir”, she said so gently. “Everything’s okay. We did it. We deserve to celebrate. But I see one thing that’s not okay…and my job is to make your’s easier.”
“What are you talking about, Shauna? What’s not okay?”, I said with mild concern.
“This”, she said as she boldly grabbed between my legs. “You’re hard…you’ve been hard half the night. I can take care of that”, and she slowly slinked down to her knees, unbuttoning the rest of her buttons, revealing the biggest boobs I’ve seen in a long time.
Oh my gosh. She noticed my erections. I thought I had hidden it well, but I guess not. It was her attention to detail that made her so good at her job. She was a keen observer. My thoughts were interrupted by the feel of her mouth taking in my cock. I looked down and saw the most beautiful sight. This gorgeous lady had her sexy lips on me, sucking my cock so perfectly. She had undone her bra, and her massive boobs were free, one of her hands squeezing her own boobs, the other working my shaft as she sucked. I was throbbing.
“You’re the one who found the money”, I said as I lifted her away from my dick. “You’re the one who deserves a bonus”. I pulled her in for a kiss, this time not just a short one. Our tongues seemed to battle for dominance, and we kissed as urgently as we had looking for the money. My cock pressed her skirt into her pussy, and soon we were in the throes of passion. I picked her up and moved her to my desk, placing her dead center on it in front of my executive chair. I pulled up her skirt and noticed she had no panties on, and was dripping wet. “You naughty girl! Do you always come to work with no panties?” She pointed to the floor under my desk and said, “I took them off midway through our search”. I sat in my chair and immediately began to tongue her soaking wet kitty. She tasted exquisite. She threw her head back as I sucked her clit, while putting two fingers inside her. She moaned and writhed as I ate her completely, her luscious boobs in my eyesight. I stood up and continued to finger her while I sucked her massive tits. I then moved my fingers and teased the entrance of her hole with the head of my cock, using my hand to rub it up and down her slit, paying special attention to her clit.
I stood back and pulled her off the desk, pushing my chair backward. I turned her around and pushed the back of her neck until she was bent over the desk, then I entered her hungry hole and fucked her hard. She was grunting and moaning as my manhood invaded her, in and out. She was tight, but incredibly wet. Suddenly, she grabbed the edge of the desk and announced she was cumming. I grabbed her hair and pulled back gently, and increased the speed and depth, fucking her hard and fast. She let out a scream as her orgasm rippled through her body, and my cock emptied it’s creamy contents into her.
Spent, I fell backwards into my chair. Shauna just laid there, still clutching the edge of the desk, cum dripping out of her worn pussy onto the floor mat under my desk. After a few minutes, I asked her if she was okay, since she hadn’t moved.
“Oh yes”, she said gently. “ I was just thinking about how much I love my job."
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