The Office: Karen's Secret Lover

Disclaimer: I do not own the Office or its characters

This story takes place around season 4's Lecture Circuit, and involves cheating and fantasy situations which always excited me and seem (somewhat possible). This is my first story, so I appreciate feedback. I have a couple other ideas but open to suggestions.

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Karen, Michael, and Pam were sitting in her office in Utica, where Karen had been branch manager since her time in Scranton, her time with Jim, and these two. She was pregnant, which was a noticeable change since the last time Michael had seen her just over a year ago when he was in the same building trying to prevent Karen from poaching Stanley to Utica.

"So is there a man, or a..." Michael droned trying to ease the awkwardness of the situation he had created but characteristically only making it worse. Karen glanced down toward the ground and smiled fondly as if reminiscing about something.

"Yes," she said as she gazed downwards in memory. Then she stuttered in continuation, "Uh, my husband... Dan." Karen grabbed a picture frame sitting next to her and showed it off for Pam, Michael, and the camera crew. Something about her reaction seemed odd to Pam, who noticed the pondering pause and hesitation to offer her husband's name as an answer.

Karen, on the other hand, hoped she had played off her reaction as well as she could, since her husband was in fact not the father. A fact that only her and one other person in the world knew. That person was coming to see her in her office any minute now, which she knew was only delayed by the fact that Michael and Pam were still here... Pam. Karen's secret lover had told her all about the shy, sexy receptionist of the Scranton branch.

He had fucked Pam numerous times, he had told Karen, especially during her single days after breaking off her engagement with Roy and when Jim was in Stamford. She had been quite insatiable according to him, the reserved face of the Scranton branch was quite submissive for nothing more than a big cock. Karen wondered if Pam still thought about her time with him, and an idea popped into her head of them dominating Pam together. Surely it would knock the proud receptionist down a peg or two to be lapping at Karen's pussy while he plowed into her ass. That image, along with the knowledge she was soon going to be bent over her desk, was making Karen very wet.

If only Karen had known these things about Pam back earlier, maybe she would have still been with Jim after all. But she was happy for Pam and Jim, as Pam shared the news that they were engaged. Her initial shock caused by her realization that Pam was ending up with a less than satisfactory performer in the bedroom, as she recalled her sexual past with Jim.

Karen was thankful to finally usher them out of the office and delighted to somewhat rekindle a friendship with Pam, especially since she knew that Pam's mouth would water with jealously if she knew Karen was receiving the same sexual escapades to which Pam used to be privy to. 'I bet she would still fuck him, even now that she's engaged," Karen thought with a smirk and hands on her shapely hips as she watched them leave.

Pam had somewhat forgotten Karen's suspicious reply as she walked out the door of the Utica branch. Michael and her got in the car, with her driving and him in the backseat. Pam backed out of their parking space, headed back to their motel, when her eyes were caught by a familiar license plate, one that was parked outside her house many, many times.

"What is it Pam," Michael asked as Pam looked out her window. Her mind was wandering to the countless nights that car's driver had spent between her legs, the spankings and orgasms he'd given her flooding back to her memory. Pam thought about him often, the best sex she had ever had. It wasn't just his big dick, it was the way he used it, and the way he made her feel. Maybe she could feel like that again, but she was engaged now...

"Pam?"

"Huh? Oh. It's nothing," she responded as she put her foot on the gas. Driving out of the parking lot, eyes locked on the rear-view mirror and the Pennsylvania license plate that read 'WLHUNG'.

As Pam and Michael headed to their motel, Karen Filippelli bent over her desk with her pants and panties pulled down, blinds to her office closed as Todd Packer rammed his big dick into her ass.

"Ungh, you'll... never... guess... who... was... just... here," Karen moaned in between thrusts.

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Todd Packer was resented by many in the office. He was misogynistic, crude, and openly self-centered. Many assumed that the women of the office disliked him for those attributes, but the real reason lay unbeknownst to almost all the male employees. One way or another, Packer had found himself in the pants of almost every woman there. Whether it was good timing, persuasion, or just his endowment, he ended up inside practically all of them.

They could hardly explain how it happened, there was just something about him that exuded confidence and sex-appeal. He was always bragging about his sexual conquests, putting mental pictures in people's minds. Then there was the demeaning of women, and his general unpopularity amongst the men as well as the women.

Angela had found herself wanting to show him who was boss but left his place after doing everything he told her to. First it was the condom being taken off, then it was doggy style instead of missionary, then it was the thumb in her butt. Fucking a dominatrix into submission was Packer's specialty.

Kelly thought that a one-night tryst with Packer would make Ryan jealous and drive him back to her. When Ryan opened his phone to a picture of a huge white cock lodged in Kelly's Indian pussy, spreading her thick brown cheeks, Ryan came running back. Kelly didn't bother telling Ryan that it was Todd Packer's cock fucking her, or that she had received similar treatment every time Packer called.

The stories went on and on for any woman in the office that Packer desired. Which was exactly what he thought about when he met Karen Filippelli, "Jim's girlfriend". Packer already noticed that Karen didn't shy away when he practically met her hips with his during their introduction. The sexy, tan-skinned brunette was going to be his latest in a long line of conquests, no matter her relationship status.

Also on Packer's side was his timing. He could tell Karen was a confident woman, resilient until the end, probably unlike the other ladies in the office. She wore her business vests over a shirt that was unbuttoned just enough to entice the fellas, something he knew she probably got off on. Packer got Karen's number through work and introduced himself under some pretense. Karen responded to his texts surprisingly in a manner not completely negative. 'She's just the latest in a long line of bitches who think they can high-road me," Packer thought.

Karen for her part couldn't help but admit she was intrigued by Packer. Everyone hated him, it was obvious, but she sensed some ulterior reasoning behind those feelings by some in the office. Jim, for one, couldn't stand him. Every time Karen saw Jim talking to Pam in a way that seemed a little too friendly or a moment that lingered a second too long, she thought about how he would feel seeing her do the same with Packer.

Whenever Packer decided to text her, it was when she was visibly or recognizably upset with Jim. This benefitted him because Karen viewed texting him as retribution for what Jim was doing, and he knew it. It wasn't like they flirted, but it was enough mundane and random stuff that developed a level of communication between them. 'The first step to breaking her resolve' Packer thought of it.

They talked about Stamford, since Packer was a traveling salesman, he know her former home well. He feigned interest in some dumb Thai restaurant, that was her favorite. They ranted about the rainy season there. Such were their conversations until Jim told Karen he still had feelings for Pam.

Karen was furious. She was going to drink and try to drown out the horrible feelings of the day with a bottle or two of red wine. After her first one she was buzzing, when she thought about texting Packer. The knowledge that Jim would hate what she was doing right now spurned her on, as well as the fact that she didn't talk to many people in Scranton.

'Good, she sees us as friends,' Packer thought as Karen ranted to him in her texts. Her spelling told him she was indulging herself, so he asked if she had been.

"Through one bottle and opening the next," came her response.

"Need any help with that?" Packer planted the seed. Karen took a big swig out of her glass as she looked at his response. His first time being forward since he prowled around her at their introduction. A lot of feelings began swirling around Karen's mind. It turned her on to think about what would happen if she typed out 'yes'. But she wasn't there yet.

"Todd." She responded in her firm and confident way.

"What?" Came the feigned response from Packer.

"If you're going to talk like that this conversation is over," Karen went on.

"Sorry, sorry. I just thought you were pissed at Halpert."

"I am. But that doesn't mean I'm going to start flirting with you or something," Karen responded, and grinned at her control over the situation. Packer knew she was right where she wanted to be, thinking she was in control, but still texting the man her boyfriend hated while she was angry with him. If she wasn't interested she would have ended the conversation, Packer knew.

"I didn't know that extended to me. I'll respect your commitment to a relationship, even if Halpert doesn't." Bingo. Now all he had to do was wait.

"Fair enough." She replied. Karen should have scolded him for attacking her boyfriend. She should have ended this conversation altogether; it was going down a road she shouldn't. But the second bottle of wine was telling her to take it, and he did have a point. Packer was treating her with an admiration Jim hadn't been lately. He'd been too busy with Pam.

"I'm just saying, for you to say things is one thing, for me to say them isn't." Packer responded. "If you were to text me something forward, it'd be trouble in paradise, but if I did it to you, it's just expected."

With the alcohol clouding her judgement, she couldn't help but admit Packer might be on to something. "What would Jim say if he saw these texts," she texted, more so asking herself than him.

"Hey, I've been on my best behavior. If anything he'd think I'm being tame." Packer had her right where he wanted her. He knew she wasn't telling Jim she had been texting him, so it must have been some type of guilty pleasure for her.

"What about you offering to help me with my bottle of wine? That was very forward." She responded.

"No, forward would be me telling you what I'd help with after we finished the wine." Karen got hot and her pussy moistened when she read Packer's text on her screen. Her hand went inside her sweatpants, 'I'm drunk' she thought. 'I shouldn't be doing this. But Jim's been doing worse, in person. There's less harm in this. I'll send one more text then call it a night.' Karen told herself.

Packer waited for her response, hoping he'd hit another chink in Karen's armor. He was amazed when it finally came back.

"Well good thing it's almost gone then." He looked at the text on the screen and thought of his best way to proceed. Should he push his luck? She did seem to be drunk enough to become forward with him.

"It's a shame I'm not there to help you finish," Packer decided to reply, which sent Karen over the edge as she fingered herself to a loud orgasm. As her raggedy breaths began to steady out and she retracted her soaked fingers from her inner folds, Karen slowly regained what little composure she had.

"Goodnight Todd." Packer smirked as he checked out for the night. It was another great victory in the long war to wear down Halpert's hot Italian girlfriend.

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Many conversations like that one had led to the unlikely pair becoming evenly more friendly and to Packer smooth talking his way into getting Karen to send him selfies of her, which he heavily complimented each time.

The next monumental conversation they had over text was the night of the beach games. Pam had just verbally expressed her feelings for Jim to practically the whole office. Karen was livid, and Packer was more than willing to listen. As Karen drank a little more than her usual nightly bottle of wine, Packer was growing bolder and bolder. He went from texts like "Wow of course Halpert would side with her," to considering divulging a secret to Karen.

"What does she have that I don't!?" Karen frustratedly texted him. He had her right where he wanted her.

"Trust me, I've seen all of Pam, and I would take you over her any day," he texted.

"What do you mean?"

"Well let's just say Pam may have feelings for Jim, but she certainly didn't mind throwing those to the wind when he left for Stamford."

"Oh you mean like she got back with Roy or something?" Karen continued.

"No, I said I've seen all of her. Naked. In my bed. Countless times." Packer responded.

"Shut up. You and Pam hooked up?" Karen's mouth hung open at Packer's last text, could she finally have some dirt on the receptionist?

"I'd hardly call it hooking up, we used to fuck like rabbits." His words began turning Karen on, as they somehow always did. She began picturing the two of them together. Packer had fucked Pam, a lot apparently. What had she seen in him?

"I don't.. I don't believe you." Karen shot back, thinking maybe he was just trying to lure her into one of his traps.

"Doesn't matter, I have proof," Packer responded. Before Karen could even gather her thoughts, an audio file appeared next. She paused for a second, then clicked the play button. Her eyes shot open when the sound penetrated her ears.

"Oh FUCK Packer! Fuck me," a voice, clearly Pam's played out loud from Karen's phone. "Fuck me with your massive cock -- I'm a slut for your big cock. Mmph. OH!" The recording stopped with the sultry sounds of the redhead's moans. Karen played the sound bite again, and again. The third time her hand was already rubbing her own clit.

"That's really her.." Karen replied after a moment. Packer had been timing how long it took her to reply, and knew Karen had listened to it more than once.

"There's a lot more where that came from, I've got pictures, videos, you name it." His first text came in. Then a second, "and like I said, I'd take you over her any day. Even if she might have a bigger ass."

"Ha ha ha, that's funny." Karen responded.

"What is?"

"I know you're just trying to bait me, mine is much bigger." Karen stood firm.

"Prove it." She stared at his words for a long time. Her hand had stopped rubbing herself, but her pussy was on fire. Deep down she insecurely thought about how Packer had seen Pam naked before, unlike Jim. He actually could draw a fair comparison between the two of them, one that Jim couldn't make. Did she really need to know the answer? Her mind wasn't thinking too clearly either. She was already in just her panties and shirt. Picturing Packer's big cock that Pam had been talking about made her wet and horny. 'Shit' she thought as she got up and walked toward her mirror.

Karen got on her hands and knees facing away from the mirror and angled her phone to capture a photo behind her. She popped her hips and jutted her tan, round butt out as she took it. She stared at the preview of the picture in her message thread with Packer. Jim had never asked her to do this. Her first thought was of abstention, but then her thoughts drifted back to the beach. 'Fuck it,' she thought. She pressed send.

Packer had just about given up hope when he heard the familiar text sound and a picture popped on his screen. He couldn't believe his luck. There was Karen Filippelli bent over in front of her mirror. Her ass was big, and her darker skin tone ran all the way up to the inside of her ass cheeks. She was wearing black panties, not a thong, but still skimpy enough to show the slightest imprint of her vagina.

The photo was dark, but Packer saved it and used some editing skills to adjust the brightness. There it was. A tiny spot of wetness on her black panties, almost not discernably, but just enough for him to know he was right on track.

"If you ever tell anyone about this, I'll ruin your life forever," Karen sent next, with a hinge of regret in her tone.

"Wow. I stand corrected. I would get behind that thing any day of the week." Karen sat back down and her hand went back in her panties.

"I told you so."

"I'm man enough to admit when I'm wrong. Excuse me for saying it, but you have a very fuckable ass."

"So I've been told. Now delete that picture."

"Sure if you want, I just have to use it first."

"Use it for what???" Karen worriedly replied.

"What do you think a man like me would need to do with a picture as sexy as that?"

"Oh.. you mean?"

"Haven't you been doing the same?" Packer pushed.

"No. I have not." Karen lied.

"Suit yourself."

She was really hot and bothered now. Frantically fingering herself, imagining just how big his cock really was. Jim's was not really anything to write home about, and it had been a while since she'd had a big dick inside her.

"Well while you do that, I'm going to bed."

"Leaving just when the fun starts. If you need me, I'm just a text away." Karen put her phone down as she reached her climax. What had gotten into her? A combination of anger, misjudgment, and more had led her down this dark path. But she wasn't exactly unhappy with it. What Jim didn't know wouldn't hurt him, and Packer was never around the office anyway..

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The next text between them didn't have to wait too long. It was the day of the corporate interviews. "Where are you?" she sent.

"Well hello to you too, I'm in Newark." Packer responded.

"How fast can you be in Manhattan?" Karen asked.

"30 minutes, tops. Where exactly am I heading?" He didn't skip a beat. She forwarded him the address of her hotel. "The Hyatt?"

"Room 301. Jim just made a huge mistake."

"I'm on my way." Packer smirked as he put his phone down and headed to his car.

When he got there Packer went straight to room 301 and knocked on the brown door. Barely two seconds later the door swung open and he was practically yanked inside. The sight that greeted him turned his smile into a shit-eating grin. Karen Filippelli was dressed in only lace black underwear with a matching black corset that pushed her perky breasts up, giving them the façade of being much bigger than they actually were. Her tan, freckled face sported a pout to it that told him she was slightly upset.

Besides that, Karen was the image of absolute sex appeal. Packer's cock was already hardening just looking at the sultry sight before him. She was hot, and she was pissed off. As soon as he was in the room she pulled him into her lips. The unlikely pair began heatedly making out, as Packer's thick hands wrapped around her, his right around her neck and his left gripping her right cheek. It was a fiery embrace, with their tongues instantly battling each other, each of their lips sucking on the other's.

Relinquishing his grip on her upper body, Packer's hands shot to Karen's thick butt, clothed only in a tight thong. His hands gripped each of her ass cheeks in them, giving it a hard squeeze, which caused her to moan into his mouth. He began mauling her ass, gripping her cheeks at their edges and pulling them apart, fingers mere inches away from her wanting holes.