Jim and Jan proceeded to exit Michael's condo after the Jim's apartment 'flooded'.
"Listen Jan, it's really okay. I'm sure the flooding is minor, I can go home check it and come back." Jim said, obviously trying to get rid of Jan.
"I should come just to be sure Jim, I am actually pretty handy in tight situations" Jan responded. Jim noted that the phrasing what she said was extremely unusual.
"What's going on guys? Is someone holding Michael and Pam hostage?" Dwight came wondering up the front driveway.
Jim always marveled at how Dwight could easily jump to random and worse case scenarios.
"No my apartment just randomly flooded, Jan and I are going to check it out. It should be something minor, go inside we should be back soon." Jim responded. He obviously didn't want Dwight anywhere near his apartment.
"Listen Jim, as a volunteer sheriff deputy I cannot in good conscience listen to your issue and not report it to the police," Dwight said.
"Okay then whatever." Jim said trailing off.
Dwight immediately took his date back to his car. He would have to go drop her off back at home, as this could take a long time. Jim and Jan proceeded to her Porche. Jim would've liked to drive but Jan insisted on him riding with her.
Once the pair arrived at Jim's apartment to Jan's shock there wasn't any flooding at all. Jan strolled through Jim's kitchen noting every aspect of his place. She then proceeded up the stairs to his bedroom.
"So why did you lie? Were you not having fun?" Jan firmly asked Jim.
Listen you know how Michael is, I never wanted to come in the first place. I was just hoping Pam and I could just leave early" Jim responded.
At this point the mood in the room turned awkward. Jan stared at Jim with a look of hatred and frustration.
"Look let's just go back to your place and forget this ever happened" Jim said trying to break the tension.
Jan continued strolling around his room, she stared at his various possessions and wondered what Pam saw in him. She quietly continued around the room until she was facing Jim.
Jan proceeded to firmly slap Jim hard in the face.
Jim didn't know how to respond, a corporate employee just assaulted him in his room. He continued looking directly at Jan. Not know what she was about to do next, he figured she would maybe call the police and say he assaulted her. He knew his career and new budding relationship with Pam would be over.
Jan then raised her other hand, she gently touched Jim's face opposite of where he was slapped. She then took her other hand and placed it directly on Jim's crotch and grabbed his dick.
Jim flinched at the sensation and didn't know how to react. Jan firmly had his dick in her hand and beginning to stroke it. Jan stared deeply into Jim's eyes.
"Uhhh what is going on?" Jim asked as Jan continued to rub his cock.
"Shut the fuck up" Jan responded firmly.
Jan took full control of the situation, she firmly pushed Jim back onto his bed. In one swift move Jan ripped Jim's pants off. The only obstruction now was Jim's tight underwear. His cock had grown hard and there was a noticeable wet spot at the tip.
Jan grabbed at Jim's underwear, but not from the bottom. She proceeded to tear Jim's underwear off his torso. The underwear completely ripped off. Jim in the moment couldn't believe she had just done that.
Jim's naked cock was now out. It was still relatively small, but precum was coming out of the uncircumcised head. You could tell it was beginning to grow.
Now unobstructed, Jan stared at Jim's naked cock. It was definitely not the biggest she's had, but way longer than Michaels with a larger curve.
Jan grabbed Jim's dick and began slowly stroking it. She proceeded to remove her yoga pants as well. She stood in front of Jim in only her black thong. Jim noticed how tight Jan's body still was, she looked well put together for someone her age. Her ass stuck out and it was noticeable that she does squats often.
Jan proceeded to remove her thong with one hand as well. She now stood completely exposed in front of Jim. Her pussy was completely shaved, and her lips came out slightly. Jim was excited to see where this was headed, he at this point completely forgot about Pam.
Jan grabbed Jim's cock and started to stroke it. However, Jim noticed as she did this, she was holding his cock painfully hard. Jim felt pleasure in what she was doing, but there was a slight hint of pain with each stroke.
Jan firmly with one hand had his balls. With the other hand she had firmly grabbed his cock right at the base. She was jacking him off but way too close to the base, and with a hard grip. Jim felt a robust amount of pleasure as his cock hardened in Jan's hand.
Jim also felt Jan not loosening her grip on his shaft as his cock hardened. She had also at this point tightened the grip on his balls as well. She tugged the skin back on his shaft and began flicking her tongue against the head.
Jim's dick was now releasing a steady stream of precum. Jan proceeded to take the entire length of his cock in her mouth.
Jan was jerking him off extremely aggressively, Jim could almost feel his cock going numb. She squeezed his balls almost to the point of more pain than pleasure. She also continue her hard grip on his shaft.
To add the new sensation she was also using her teeth a lot on the head of his cock, Jim could feel her gently biting the head of his cock.
Jim at this point was in a decent amount of pain.
"Jan please, my dick is going numb. I don't know how much longer I can do this." Jim said, as he tried to get her to loosen her grip with his hands.
Jan was enjoying this thoroughly, she loved seeing a man squirm. Jan secretly treated all of her men like this, however Michael had a low pain tolerance.
"Jan oh god, my cock is painfully hard. Please don't do this to me." Jim begged, Jan really would tighten her grip as he complained more.
Out of nowhere, Dwight emerged in the room. The first thing he saw was Jan standing in front of him with her bare ass out. As she bobbed up and down on Jim's groin.
"Jim what is going, I can't believe you're doing this. It looks like you're in real pain." Dwight said.
Neither Jim nor Jan responded or even acknowledged that Dwight was in the room. Jim's whole face had turned red, and it looked like he couldn't take any more of Jan's blowjob. Jan continued her hard grip on Jim's balls and shaft. She essentially had his entire manhood in the palm of her hand, she loved the power.
Dwight grew worried that maybe they were under the influence of drugs. Dwight knew a solution on how to handle a woman like this, but he wasn't sure how she would react.
"Jim I'll show you how to handle a girl in heat like this, she's doing it because you're not a true alpha like me. She is doing this because she has no respect for you." Dwight concluded.
With no warning or hesitation Dwight kicked off his pants and underwear but kept his black dress shoes on. His cock was semi hard as he began stroking it.
Jan still had not realized that Dwight was even in the room. She was more into getting more pleasure out herself than Jim. Jim noticed Dwight but was too entrenched in Jan's blowjob to respond to him. Jim felt as though Jan was literally trying to squeeze the cum out of his balls and shaft.
Dwight with no hesitation became hard. He then lined his cock up with her glistening vagina. Jan still unaware anyone was behind her.
In the moment of first touch. Dwight in one stroke went balls deep into Jan. Jan immediately moaned hard at the new sensation and proceeded to turn around.
She immediately locked eyes with Dwight and then looked at his cock which was balls deep in her. All you could see was his balls rubbing against her clit. Dwight made sure not to break eye contact with Jan, to show her who was in control.
Jan's vagina, from Dwight's perspective, was very tight. It squeezed his cock and was very moist. Jan moaned with the sensation of Dwight inside her. Dwight for his part started pounding Jan's ass with no regard. He going balls deep and removing his cock with every stroke. Jan was in heaven, she could no longer focus on Jim as much.
Jan moaned as she continued sucking Jim's dick. Dwight worked up a strong pace, as he ruthlessly punished her pussy.
Upon seeing this unfold, Jim also worked up courage and began fucking Jan's mouth. He grabbed the back of her head and forced her to deep throat his cock.
This was a sight to see, both Dunder-Mifflin men teaming up on what used to be their superior. Jan's fall from grace was slow in the beginning but accelerated quickly.
Dwight continued fucking Jan with no signs of slowing down. However, both men were ready to change things up.
Jim removed his cock from Jan's mouth and was sure to slap her in the face with it a few times. He stood as Dwight removed his member from deep within Jan.
