Dominating the Boss 30

There were good ways to wake up, and there were bad ways to wake up. 

Waking up to the sweet chatter of the birds after a nap on the beach, with the sun warming up my bones was a good example of the good ways. Waking up on my desk with the blaring of an alarm, reminding me that a work day was about to start despite working until five in the morning, forcing me to face another day with little to no sleep — a scene that was more familiar in my youth, where I had been working to build up my business… 

Then, there were excellent ways to wake up. 

It was much rarer compared to more ordinary good and bad ways, but being woken up while buried in a comfortable bed, pronounced yet slight chill of the air conditioning just enough to tell me that I was naked.

Yet, that chilly sensation was absent in a certain part of my body, replaced by a wet warmth. A wet warmth that was moving beautifully. 

I cracked my eyes to see the reason for it, only to see a naked back, her core busy devouring my shaft in a reverse cowgirl pose, carefully rising up and down as if she tried not to wake me up, her delicious red hair sprawled beautifully. 

For a moment, I thought I was dealing with Tiffany, as the fragmented memories I managed to summon as I woke up told me that I had been with her for the majority of the night. Yet, the red hair that was dancing in front of me was not the same shade as her. 

Nor the sexy naked body that I could see have Tiffany’s curves. Instead, it was much leaner and more athletic. 

Then I remembered. I had returned to Jenny’s room after I had finished with Tiffany, sliding next to her sleeping figure for a good night’s sleep. Though, amusingly, I distinctly remembered putting on shorts and a t-shirt before going to sleep, both of which were suspiciously absent. 

Apparently, my pregnant beauty was struggling with morning horniness… 

I could have grabbed her and pushed her down to the bed, to help her deal with that particular problem more intensely, but after a small consideration, I decided against it. Watching her fit body carefully move up and down as she treated my body like a warm dildo was a much more entertaining way of starting the day. 

And, the night I spent with that inexhaustible minx Tiffany after letting Umi escape exhausted me enough to make me appreciate the lazier method. I made no noise, giving Jenny the impression that her attempts to wake me up were successful. 

I lay down, curious just how long it would take for her steady movements to reach completion. 

However, before I could learn the answer to that particular question, the door opened. Jenny turned toward the door in a panic, her hands wrapping around her chest in an effort to hide her nudity. I prepared myself to stand up as well, only to stop when I realized the identity of the surprise guest. 

Natalie, my dear boss, and the long-term girlfriend of the beautiful redhead that was busy rocking back and forth on my naked body. 

A few months ago, that moment would have triggered a disaster of epic proportions. Even just a month ago, it would have created a spectacular row. 

Yet, if I needed any evidence of the impact our warped relationship had on her prickly personality after three months of constant grinding, it was her muted reaction to the sight in front of her. 

“G-good morning, sweetie,” Jenny stammered, clearly feeling self-conscious at the entrance of her partner, but not enough to actually stop. “You know how I feel in the mornings due to pregnancy,” she added, trying to rationalize her actions. 

She was self-conscious, as, after all, their promise to each other was to only have sex with me as a threesome and not alone, a barrier that they had set up to protect the sanctity of their relationship. 

Of course, Natalie never shared the same idea about the sanctity of their relationship, with no problems having some side-fun with her secretary, or sacrificing her body to me just to ask my assistance to cover the gambling debts she managed to acquire during a particularly bad bout of overconfidence. 

Even going as far as betting her Jenny in a twisted seduction game.

Jenny was lucky that I joined their relationship to protect her poor innocence! 

While Natalie closed the door and moved forward in a disappointed expression, Jenny continued to rock on my lap, encouraged by Natalie’s lack of a reaction — probably assuming that after last night’s show we had put for the camera, the restrictions in their relationship was loosened. 

In truth, it was just another sign of Natalie’s growing obedience. She was headstrong, but after many confrontations that ended in a similar manner, she had learned that she was going to be on the losing side of each challenge. 

And it wasn’t like my presence was a great disaster for her. Yes, she had surrendered her dominance, but in return, I had applied my significant business experience to save her department from almost certain disaster, the great results earning a nice bonus to her. The upper management was unhappy with her failure to kick me out, therefore requiring me to pay a very hefty bonus for me, but the improving profitability was more than enough to correct that. 

Especially since they didn’t explicitly ask Natalie to do so, but trusted her personality to handle that.  

“How was your flight?” Jenny asked. 

“Not bad,” Natalie answered as she walked next to Jenny, no doubt to pass her and go to the bathroom, but her girlfriend had other ideas. She grabbed Natalie’s arm and pulled her close, capturing her lips in a searing kiss with a passion that would have made me feel jealous… 

If it wasn’t for her nether lips tightening even further around my girth. 

I watched from my cracked eyelids as Jenny’s hands worked on Natalie’s clothes, quickly removing her clothes to reveal her underwear — a sexy black set. 

Familiar, as I had been with her while she picked it — and christened it in the dressing cabin before I even paid for it. It looked amazing on her lithe body. 

I didn’t miss the gaze Natalie threw at me when they broke for a breath, checking that I was still asleep. “Thanks, I needed that,” Natalie gasped beautifully, and as she did so, she grabbed Jenny’s waist and pulled her away from my lap, leaving my shaft naked. 

It took quite a bit of effort for me to hide my smile, amused by her little rebellion. She wanted to stop my joy, but only after trying to make sure that I was still sleeping. 

Such a cowardly move from my great boss… 

I considered the relative merits of acting like I had just woken up, but then, I decided against it. I was just too tired to exert myself for such effort. I decided to let Natalie win for once.  

Yet, Jenny, our obedient cute redhead, decided to ruin both of our plans at the same time. “Good idea, let’s give him a real surprise,” Jenny whispered as she grabbed Natalie’s hair and pushed her down. 

Surprised, Natalie failed to react. It wasn’t as rare for Jenny to act dominant as it once was — mostly thanks to my subtle training, using it as another method to dominate her — but still, it was a unique occurrence that only happened after my goading. 

For her to take initiative was certainly rare. Maybe our earlier achievement made it even rarer. 

I was lucky that Natalie was busy being surprised and Jenny was busy pushing her down, because I couldn’t prevent an amused smirk from adorning my face momentarily as I felt Natalie’s lips around my shaft, my poker face staggering for a moment. 

Natalie might have been surprised by my move, but that didn’t prevent her lips from wrapping around my shaft tightly. After months of practice, she was turning into an amazing cocksucker. 

Despite the source of our relationship, one thing didn’t change. She was a competitive person, and she did her best to improve in her tasks. 

Jenny’s surprisingly harsh push certainly helped. 

I let my body relax, preparing myself for an amazing morning ritual, watching Jenny push Natalie to give an amazing session of blow job. 

Then, Jenny reached toward the floor, to pick something, only to increase my shock further when she rose, a pair of handcuffs in her hand. 

Admittedly, I wasn’t as surprised as Natalie, who found her hands locked behind without a warning. Her eyes widened, but that was the limit of her reaction, though that was less about the great attitude she displayed as she handled that surprise, and more about her mouth’s occupation with her other tasks. 

Though, I couldn’t help but wonder what Jenny had been planning to do with those handcuffs if Natalie didn’t drop by as a surprise.