My Boss Ch. 01-03

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His girlfriend is attracted to his boss.
4.7k words
4.13
129.9k
70

Part 1 of the 2 part series

Updated 10/26/2022
Created 02/24/2006
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JackBro
JackBro
616 Followers

Warning: The following is a sexually explicit story intended for mature audiences. If you are offended by stories of such nature, do not read it. All characters are fictional and not intended to resemble any real people. Comments welcomed.

Chapter 1: The Picnic

I don't care much for my boss, but then I guess most people don't. I always figured there must be some kind of mutually exclusive law of nature that says you can't both work for and enjoy the company of the same person. Most people, I think have a similar dislike for anyone in the chain of command above them. Sometimes it's intense; other times more subtle. In my case, it progressed across the entire spectrum, as I will explain.

"Hey John!" I heard. "Glad you could make it."

It all started on a hot July morning at the annual company picnic. He greeted me just as he drove in and parked his car. I glanced back to see him uncoil his long legs out of the driver's seat of his car: a little red car that looked like a toy in comparison to his tall frame and muscular body. It looked, in fact, like he could almost lift the car and flip it over.

"The jerk; my boss!" I cautiously cued in my girlfriend with a whisper.

"Really!" Sandra expressed interest from the first time she caught sight of him. I could see it in her expression, the way her body tensed, the way her eyes opened wide. It was the same look she gave when a friend showed her an expensive piece of jewelry.

"Hi Jason!" I turned my attention back to him. His full name was Jason Garretson, but we just called him Jason. The loading docks were no place for formality. I stepped up to introduce him to my girlfriend when the bombshell stopped me.

There she was! All six feet of her, sliding out the passenger side. She had to be the most gorgeous blond I had ever seen. With a slim body, pronounced chest, and long hair that flowed all the way down to her ass; I couldn't help but stop and stare in awe of her beauty. A gentle prod in the ribs by my girlfriend brought me back to reality just in time.

"This is Lucy," Jason introduced her. "You know, the girl I told you so much about at work."

"Glad to finally meet you," I jumped out of my trance to step up to shake her hand. In truth, he never mentioned anything about any girl named Lucy, but I knew enough to play along. Jason went through girlfriends like the Government went through tax dollars. He had the body of a weightlifter and enough lines to reel in any beautiful young woman he wanted.

"Hi!" Lucy greeted in a high-pitched giggle.

Another prod in the ribs reminded me of my own girl. "Oh, and this is Sandra," I almost forgot. "She's my girlfriend, the one you've heard so much about. She's also my fiancé and we're scheduled to get married in November."

"So glad to meet you," Jason stepped up, took her by the hand, and politely kissed it. "You look even hotter than what John described."

"Oh, thank you," She turned bashful with embarrassment.

Her behavior perturbed me for a moment, but then I recalled the effect Jason always had on the women. I mean, what kind of girl doesn't turn bashful when she's complimented by a tall, dark, handsome young man?

"I don't think we ever met," He gave his full attention to her. "If we did, I'm sure I would have remembered."

"Likewise," Sandra answered, her face still blushing with a hint of crimson. "I heard John talk about you many times, but you're not at all what I pictured."

"Oh!" Jason looked at me. "And what exactly did you expect?"

"I'm not sure," Sandra shrugged her shoulders. "Just different. Not so tall. And maybe a little older." I let out my breath at this expert lie. Had she told the truth, she would have said a short goon with fangs and two horns pointed out of his head. I seldom had anything good to say about Jason when I got home from work in the evenings.

"We'll have to talk later," Jason turned away, turning his attention back to the gorgeous blond. "Maybe after the softball game. I'd like to get to know you a lot better."

I did not appreciate his choice of words, but Sandra didn't seem to notice it.

"Looking forward to it," She accepted graciously.

We parted our separate ways.

* * * * *

I started to worry about Jason and Sandra from the very first time they met. He seemed attracted to her, and I was absolutely certain she was attracted to him.

"You never told me he was such a hunk!" Sandra whispered as soon as Jason and his latest girlfriend walked out of earshot.

"Please!" I now took my turn to give a gentle nudge in her ribs. "Not Jason! You got to be kidding!"

"I mean it!" She countered. "He's so handsome, and look at that bod!"

I looked as he walked away. In truth, Jason was a handsome looking guy. And yes, he did have a strong body. He worked is way up from the bottom in the loading docks. In fact, he still lugged around heavy equipment every day. It was perfect exercise for a guy of his size, standing just over 6 feet and weighing in at what I guessed was a good 220 pounds of pure muscle. I don't think he wore an ounce of fat on him.

"And look at that ass!" Sandra teased me as he walked away.

"Sandra!" Her words shocked me.

She only laughed. "But he really does kind-of have a nice ass," She countered. "Why can't I look at his ass? You ogled at his girlfriend! Why can't I ogle at him?"

"Because you're talking about my boss!" I pointed out. "Come on! Stop it! He's a jerk."

"Oh, all right," She reluctantly turned back to me after seemingly searching him out in the gathering crowd. "That may be, but no matter how big of a jerk he might seem to you, I still think he's got a great ass."

I pulled Sandra away from what was probably a continued search for Jason's ass.

About a hundred people stood around the park. Another fifty more would soon join us. It was a warm summer day with no chance of rain, so most every employee was bound to show up. Attendance wasn't mandatory, but most people came anyway. The free food and beer attracted them, and then there were the competitive softball games.

We walked over to the grills to grab a burger and then up to the bar to pour ourselves a beer. I greeted several of my coworkers along the way; this time remembering to introduce Sandra each time. It was her first time to the company picnic. Even though we had been dating for two years and living together the past 6-months, she never before socialized with any of my coworkers.

"I never knew you worked with such a bunch of hunks!" She whispered into my ear as soon as we found room at an empty picnic table. "You'll have to take me along to work some time," She teased.

All my co-workers were male, and all of them were built like brick houses. That was the nature of the job. It came with the territory. You had to be strong and well muscled if you wanted to work on the loading docks. It also helped to be dense, slow witted, and eager to pick fights.

I was the exception. Unlike the others, I was more of a bookish type. Standing at least a foot shorter and about a hundred pounds lighter than the smallest of them, I took care of the inventory. My co-workers would be able to beat me to a pulp if they really wanted to, but then a lot of them couldn't add more than three digits in their head either. Someone with brains had to keep track of it all.

My girlfriend seemed to enjoy the show. My coworkers seemed to enjoy her too. Sandra was a pretty Hispanic girl short in stature and with a pronounced chest. The summer dress she wore did an excellent job at showing off her cleavage. I couldn't help but notice several of my coworkers taking the occasional glance down her canyon.

* * * * *

We finished our burger and beer, grabbed another beer, and then made our way through the crowd of people. Sandra was particularly interested in - besides the tough guys I worked with - in the games for the little kids. The company always did a good job at entertaining the kids. We watched a gunny sack race, egg toss, and a sandbox where they dig coins and then the kids had to dig to find them.

Somewhere along the way I made a sly suggestion about starting our own family. I dreamed about someday bringing our own kids to the picnic, but Sandra promptly ignored me. She expressed little interest in making babies, at least not yet anyway. Her career came first, at least for now. She was a practical woman who wanted to build a solid foundation before starting a family. Sometimes she could be almost fanatical about it, like the way she took the double precaution against an accidental pregnancy by both taking the pill and insisting I always use a rubber.

The company put on games for the bigger kids too. That is, us, the employees. Our game was softball. Each department fielded their own team. There were four in all: the Front Office, Sales, Manufacturing, and the Loading Dock. Front Office and Sales were always eliminated in the first round. The real competition was between Manufacturing and the Docks. Despite the fact we had less than one-quarter the staff, we could still field a competitive team. It went to show where all the athletic strength lay in the company.

"You remember your glove?" Jason took me by surprise with a powerful slap on my back. "Or you gunna chicken out and not play this year?"

"I remembered!" I struggled to speak almost out of breath. "You need me to play, remember? Got my glove in the trunk."

Like I said, the Loading Dock was the smallest department. We all had to play in order to field a team. It just happened that I was the smallest, slowest, weakest member of the team, so they relegated me to playing right field.

"Well, you can't play with your glove sitting in the trunk of your car!" He chastised me with a hearty laugh. "You better go get it! We're up, first round! You've got ten minutes."

I left in an automatic reaction to his command. Sandra started to walk after me until Jason held her back.

"And don't worry about your girlfriend," He squeezed her arm, and she didn't seem to mind. "I'll be sure to take plenty good care of her while you're gone."

I paused for a moment in hope that Sandra would reject his arrogant attitude and come after me. Instead, her face lit up and she returned his embrace. The two held hands almost in a hug, and I immediately knew I was in trouble.

* * * * *

She surprised me, but the real surprise came later, in the middle of our second game. We were winning, of course. We were, in fact, pretty much trouncing on Sales when Jason came up to sit beside me on the bench.

"You've got a hot one there," He commented while looking up into the bleachers. "You're wife's got a hell of a set of tits!"

It took me a few seconds to understand his meaning. In the bleachers, I noticed, he looked up to a group of women. One of them was the gorgeous blond he brought along to the party. My girlfriend sat two seats over, and then I realized he was talking about her.

"Yea, she's pretty great," I didn't know quite how to respond to his crude remark about her tits. "But she's not my wife. We're only getting married in December."

"Whatever," He spoke loud enough for half the bench to hear. "She's still a slut. I can't believe how she so willingly let me feel up her tits when you went to get your baseball glove!"

I sat in shock. I couldn't believe it! No way would Sandra let a near stranger do such a thing!

Then, a moment later, I realized she hadn't. My teammates and fellow dockworkers clued me in. They smiled and then they started to laugh, which immediately woke me up. Jason was teasing. He was just being his usual jerk self, or at least that's what I assumed.

"Certainly no extra padding in there!" He went on, much to the pleasant entertainment of the others. "I thought your wife might be wearing padding to get all that cleavage, but my hands told me all I needed to know."

He laughed. So did the others. I tried to play along and laugh along with them.

"So what are they?" Jason refused to drop the subject. "Ds or double-Ds?"

I hesitated for a moment, knowing Sandra would not appreciate me giving out her cup size to my co-workers. But instead, my arrogance took over. Jason sounded jealous. He liked the way my girlfriend looked. He liked her big tits, yet he couldn't have her. It was one of the few times he expressed jealously at me for anything.

"All of double-Ds," I answered, almost wanting to brag about her.

"I believe it!" He accepted. "And with that petite body of hers, I bet she's got a tight little twat too!"

This was too much. He went too far. I smiled and laughed along with him, playing along with his stupid antics but no longer feeling like laughing. Her tits were one thing, but now he was getting a bit too crude. He was going too far for me, so I kept silent.

"Sandra looks like she would be a great fuck!" His voice turned quiet. He said it only loud enough for me to hear. "I can't wait for your wedding night when I can give her a real fuck!"

I sat on the bench frozen in shock, not sure if I had heard him right. He spoke his last few words almost in a whisper. He spoke them only for my ears, and just barely loud enough to be heard.

Just then our last batter of the inning hit into an out. It was time for us to take to the field. Jason got up. So did the rest of the team.

I had to remain sitting on the bench for a few seconds to think about it. It was as though the shock of his words froze me in place. Even more shocking, I noticed I had a hard-on. I had to adjust the thing in my pants before getting up. The thought of my boss fucking my wife actually turned me on. I couldn't believe it!

Chapter 2: The Breakfast Table

"Jason sure was a lot different than what I expected," Sandra commented from across the breakfast table the next morning. "I mean at the picnic, you know. Your boss: Jason. He just seemed a lot nicer than what you made him out to be."

I couldn't believe she was still talking about him! She talked about him on the drive home, and then talked about him later that evening while we watched television before going to bed. I wish she would drop the subject.

"He just seemed nice at the picnic," I spoke between mouthfuls of pancakes. "I promise you would feel a lot different if you had to work for him."

"Maybe," She agreed with a smile. "But I don't think I would mind working for him."

By the smile on her face, I wondered what kind of "work" she had in mind. An erotic thought formed in my own mind. I thought of Sandra working for Jason, and then thought about all the sexual favors he would ask if he was her boss. He had teased me about feeling up her tits. I wondered if she might actually allow him to do so in his office.

"I just think you would have a different opinion of the guy if you really did have to work for him," I shook the thought away and decided to pull Jason down a notch. "He can hardly read, you know, and he can only add with a calculator. Not too bright, and not too quick either. He's basically a big brute, and that's all."

"That's about the same thing the girls said in the bleachers," she shrugged her shoulders. "They talked about him quite a bit, you know, especially about how big he was."

Yes, Jason was a big man. He was one of the biggest, toughest men on the loading dock. I think that was part of the reason they promoted him to supervisor. Dockworkers tended to respect muscle. Arguments sometimes got physical, and Jason was strong and tough enough to take control of them.

"There's also something else they said about him," She continued after a long pause. "I figured they were just kidding, you know, but I was just wondering."

Shyness gripped her. A thoughtful look crossed her face. She wanted to ask me something personal, I could tell. It was something important, but she was afraid I might object.

"What did they say?" I played into her hand, curious myself.

"It was something about Jason."

I already knew that much. "Yes," I prodded.

"Well," She stopped eating to look at me seriously. "They sort-of said, well, they basically said he was big all over."

I still didn't know what she was getting at. I thought about it while I chewed through another mouthful of pancakes, trying to decode the hidden meaning behind her words. "And?"

Her face turned red. "You know! His dick!"

It suddenly hit me. Of course! The girls in the bleachers must have said something about his big dick. Women could talk so crude when they talked together, especially after a few beers.

"How should I know?" I refused to divulge anything.

"I just thought you might know," She defended herself. "I mean sometimes guys talk about that sort of thing?"

Truth was, I had heard about it. I heard about it a lot, but I wasn't about to tell Sandra. No way I was going to tell her about a guy who had a dick twice the length of my own.

"Do you think I go around looking at other guy's dicks while in the bathroom?" I asked.

"Never mind then," She stood up, angry, her breakfast only half eaten.

"I'm sorry," I apologized. For what reason, I didn't know! That happened a lot, I noticed, ever since we moved in together. I often found myself apologizing for things I didn't understand.

Sandra stopped at the kitchen door and turned back. She looked beautiful, standing in her half-open robe. Underneath she wore one of her little teddies, one of the sexy little teddies that did a bare-minimum job at covering her bulging tits. The open robe nicely exposed the center of her chest to my gaze.

Sandra seldom wore a teddy, even though she owned about a half-dozen of them. She enjoyed getting them as presents because they made her feel special, so I wrapped one up on just about every special occasion: birthdays, Valentine's Day, even a little red elf one last Christmas. She enjoyed getting them but seldom wore them.

Last night was an exception. For some reason she was in the mood. And when she was in the mood, so was I. We had sex, and it was some of the best sex we had since moving in together. It was also unexpected. Sandra normally agreed to have intercourse only once a week, if that. Considering we just did it the night before, I was shocked.

I was even more shocked when, in the middle of it all, I recalled Jason's words on the softball field bench. I couldn't help it, but kept thinking about it, about when he talked about fucking my girlfriend. I also thought of his big cock, and then thought about how much Sandra would enjoy it. Every woman likes a big cock. The bigger the better, as they say. It gives them more to play with, to suck on, to fuck her with. And if Jason really did have a 10-incher like what was rumored, then Sandra would absolutely love it.

Thoughts of Jason kept flooding my mind through the rest of our lovemaking session. Instead of plunging into her myself, I found myself imagining what it would be like for Jason to spear her. I imagined Sandra crying out with moans of delight and multiple orgasms as he plunged into her deepest regions, virgin territory, stroking in and out, going at it again and again, all night long. My mind couldn't help but think back to the provocative suggestion in the dugout.

Later I even fantasized myself watching them. I imagined myself seating on a chair at the side of the bed. In my mind, Sandra was on top. She was squatted down above his waist, controlling the action. I imagined her riding on his big cock from above while he reached up to feel her tits.

* * * * *

"About your wife," Jason talked about my girlfriend the following week at work.

"She's not my wife," I corrected him with my head buried deep in a filing cabinet. "We're engaged and have a date set for the wedding, but we're not married just yet. "Even better!" He smiled at me. "That means she's still available for me to fuck her!"

His words did not bother me as much the second time. A public baseball field was one thing. The loading locks were another matter. The docks were a rough place. So were the men. I had mostly grown accustomed to the rough language of the men, but never before had to hear it in direct reference to my little Sandra.

JackBro
JackBro
616 Followers
12