Page 9 of Most Eligible Boss


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By the time I was finished, I decided to get my evening treadmill run in before sitting to rest in front of a movie. With my company gone, I pulled off my shirt and tossed it into the hamper as I made my way down to the gym in the basement.

Walking toward the treadmill, I stopped in front of the mirror to look. I had never made any secret of my vanity. I was proud of how well I had maintained my body, even throughout long injuries where exercise was challenging.

I wasn’t getting any younger, though. As I stood in front of the mirror checking myself out, I couldn’t help but groan at how my body started changing with age. At forty, I had only recently developed what one woman had recently referred to as a “dad bod.” My six-pack had begun to fade into a mini keg, and I was working hard to keep it intact for as long as possible.

Age was showing elsewhere, too. I had boasted a well-manicured beard for years until it had faded out to silver. My stylist had hired someone to dye it, but it felt and looked unnatural with the coloring, so I’d opted to shave my face clean instead. That had worked for a while, but the silver was beginning to emerge now around my temples, too. The stylist had again offered to have someone color the grays in, but I refused to be one of those guys. I hoped it would come slowly because I wasn’t ready to face the world as a silver fox.

I stepped onto the treadmill and turned the speed up, working my way up to a dead run. I felt the familiar burn in my abdomen and legs as my muscles went to work. Sweat started forming on my back and trickling down my body.

“I should have waited on my shower,” I thought. Normally, I don’t shower until after my workout. It had been a hard day, though, and the shower had been necessary as soon as I got home to decompress. It was always that way on training days.

My mind drifted to Jill again. Although I always tried to remain professional, it was hard to ignore how stunningly gorgeous she was. Spending the day training a new hire is very stressful on its own, but the utter distraction of her beauty had compounded the stress.

It wasn’t just the physical stuff, either. She had a sweet, small-town girl-next-door aura about her that was extremely likable.

Getting involved in any romantic relationship, especially with anyone at work, was not on my radar. Still, I couldn’t help but feel like I would have probably had difficulty not flirting with her in another circumstance.

Considering my track record with romance, it was probably for the best that I had met her under the circumstances that I did. My professionalism would prevent me from doing anything stupid, like getting my heart wrapped up and broken again.

I couldn’t help but wonder, again, about what she was running from. She mentioned trouble back in Ohio. I wondered what kind of trouble she’d got caught up in. Was it legal trouble? Did she break the law?

Or was it what I feared? She carried herself like someone who had been mistreated. Despite being gorgeous and intelligent and capable of the job we’d hired her for, she seemed like a fish out of water when discussing the job’s requirements. Although she nodded and seemed to fully understand what was being asked of her, she struggled to feel confident about the tasks, and it was evident from the pained expression on her face as we discussed it.

If my hunch was correct and she was only now beginning to gain some confidence after what she’d been through, that alone could prevent her from succeeding at the job. I’d seen it before. I knew she was capable. She was a sitting duck waiting to fail if she didn't feel qualified.

I’d dealt with insecure people in the military. Years ago, I learned that you can’t go soft on people, or they’ll slip further into their insecurity.

The only way to help her would be not to let her get away with anything. I’d have to be just as hard on her, if not harder than I am with the others, to ensure she kept her head in the game every day until she eventually succeeded. She would be in the clear once she was fully immersed in the job and doing well. I just had to stay on her and be tough until then.

I shut the treadmill off and rode the track to the back, stepping off in one smooth motion, then grabbed a towel from the shelf to wipe my sweat off and headed to the bathroom for another quick shower before bed.

As I lay in bed, my thoughts drifted to Jill and the sexual tension I already felt with her. I moved my hand down my boxers, already hard just thinking of Jill. I decided it may be best to picture us together to help the pressure of seeing her again tomorrow. Maybe this would keep me professional in her actual presence.

I find myself picturing a scenario where we are in my office.

Jill comes in a low-cut red blouse, tight black pencil skirt, and heels. We are going over paperwork. She walks over to my side of the desk and stands beside me.

“Jeremy, I need to discuss an important matter with you, and it can’t wait any longer.”

“Ok, Jill, what is it?”

She then slides off her pencil skirt, turns my chair, and straddles me, kissing me passionately.

“Jeremy,” She whispers in my ear, “I need you inside me,”

I push off all my papers, lift her, and move her to my desk. I unbuckle my pants and slide them down, releasing my cock as she sits leaned back, her red heels still on, legs bent, and open on the desk. Smiling seductively.

I pull her ass closer to me. We kiss as I slide into her wetness, causing us both to moan in pleasure.

“Oh my gosh, Jeremy, you're so big.”

I give her a minute to adjust to my girth and slowly start moving in and out of her. As the intensity builds between us, I begin thrusting harder, causing her breath to hitch as she begins screaming, “Yes, Jeremy, fuck me!” I start losing all control, quickening my pace as I now can’t wait to climax. I begin moaning in ecstasy as I begin to fill her. She comes as well as she bites my neck.

“Oh, Jill,” I grunted as I continued to pump my cock as it shot on my chest and dripped down my hands. I breathed heavily, feeling a sense of euphoria. I hoped again this would suppress my attraction to Jill.

Chapter Five

JILL

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