Link to Prologue: Tell Me if I Need to Stop: Prologue [F20's,M20's,M20's,M40's] [Slow Burn] [Cheating] [Boss] [Cuck] [Business Trip] [Humiliation] [Dirty Talk] : u/louisavampa
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1
Friday started when Harper was awakened by a call from Kyle. It was already past ten, but between recovering from jetlag and work meetings at odd hours, her body didn't know what schedule it was on.
"Thanks for waking me. I need to log on." said Harper.
"Yeah, good morning. I have a pretty big favor to ask." said Kyle.
"Did you forget something?"
"No. My boss is off-site this afternoon and lost his security fob, but he's meeting a client near our place, and my fob is in my laptop case at our house. I have the game after work, so I left it at home."
"Is he coming here?"
"If you're OK with it."
"Yeah, absolutely. I never met your boss."
"Well, there's sort of a problem I have to tell you." said Kyle. His voice dropped to a low, placating tone.
"What's going on?"
"Because of the culture at my work, I avoided telling anyone I was married."
"Kyle, what the hell!"
"I know. I'm super sorry. One of my coworkers told me that married guys never make it through the initial cuts and I panicked."
"So why would you want to have him over our house?"
"It’s a rare opportunity to get on his good side. I assume it wouldn't be a big deal to have a girlfriend. Maybe he won't even ask."
"Fine. Text him our address." Harper said in a hollow voice.
Harper didn't know when Kyle's boss might show up, so she jumped in the shower as soon as she hung up on her husband. She wanted to wash her hair that morning, but worried there might not be time. Within a few minutes of starting her shower, she stepped out, chilly and annoyed about her hair. Still naked, she dripped a puddle on the outdated tile floor while she hurriedly brushed through her hair. She was of two minds when getting ready. Harper was mad at Kyle for not telling his coworkers he was married, but she was a professional herself and it was her first time meeting Kyle’s boss.
She hadn't caught up on laundry since her last trip and all her clean outfits seemed either too formal or too casual. Harper finally found a top she liked and settled for pairing it with solid black yoga pants which were her typical working-from-home attire. Naturally, Kyle's boss didn't arrive for over an hour. By then, Harper felt calmer, but when she noticed the expensive car stop in front of the building, she suddenly noticed the knickknacks spread around her home that spoiled Kyle's stupid secret.
Harper bolted up and dashed around the condo grabbing pictures and the wedding cake topper that was originally her grandparents' and, as the doorbell rang, she went to stuff everything into their junk closet. As she did that, the cake topper slipped out of her hand and broke on the closet floor. Her annoyance at Kyle reached a pitch. She took off her wedding ring and put it on the closet shelf.
"Hi, I'm Harper. You must be Kyle's boss." she said opening the door with an agreeable smile on her face.
"Great to meet you Harper. Mathias Sewell." he replied. A man in his forties, Mathias wore a perfect gray suite to go with his perfect smile. His car was an expensive luxury model of a high-end brand that Harper didn't recognize. He shook her hand and stepped past her into the condo. "So, you're Kyle's girlfriend?"
That had been the plan, to demote herself to the position of girlfriend to maintain her husband’s secret, but she was still seething over the broken cake topper and came up with a third option.
"Us, no!" she said, snickering at the question. "He's my roommate."
"Oh." he remarked. With a brash charm he looked over the young woman, never attempting to hide his action. "Well, I'm lucky you were here." He met her eyes directly, unashamed of his forward nature.
Harper smiled automatically, and it occurred to her that Mr. Sewell was attractive. But it was more than that, there were plenty of attractive men in New York. Somehow, Mathias' made her nervous. She realized that she wasn't saying anything and, even after realizing it, she still wasn't saying anything.
"Yeah, the fob, it should be over here." Harper said, finally freeing herself from her confusion. Kyle's laptop case was in the corner of the small foyer where they stood. In her haste, Harper bent herself tactlessly in front of Mr. Sewell, but he took pity on her and averted his eyes from the admirable backside she absentmindedly presented to him. "Is this what you needed?" She stood up red-faced and held out the fob.
"You are a lifesaver. I need to stop losing these things, but maybe today it was a happy accident." he said taking the fob. "Harper, there's a hockey game downtown tonight. Our company owns a box, and a bunch of my group is going to be there. I'd love it if you came. Think of it as a thank you for today."
It was an unexpected request, totally unnecessary. Sports never kept her interest, and she hated hockey, even if Kyle wished she didn't. There was no reason for her to be rude, a simple "Thanks, but can't," would suffice. It was an easy, obvious choice.
"That's so generous. Sure, I'll go." said Harper, wondering why she accepted. Mathias shook her hand on his way out. After he left, she continued to stand in the foyer, puzzled over what just happened.
At first, Kyle was too lost in his work to really process what Harper was saying on the call. "You're going to the game with me?" he asked.
"Mathias invited me. For helping him. Since you're going straight from work, I'll see you there." she told Kyle.
"I guess it went fine."
"Yes, he was very appreciative."
"And he thinks we're dating?"
"No. I told him we're roommates."
"Really? So, you're still mad."
"Just a little." she barbed. "I broke my grandparents' cake topper when I was hiding it before your boss's visit."
Kyle didn't even know they had a cake topper but apologized again for the whole stupid situation. Harper ended the call with a provisional end to her hostility, joking that the two of them could pretend to be roommates that get along.
A night out at a XXXXX's game generally wouldn't be a huge deal for Kyle, but this was an exception. The XXXXX were in the playoffs, playing a series against Kyle's hometown team. New York was up three games to two, which wasn't ideal, but Kyle was extremely invested. He'd put in extra effort at work to guarantee he'd get to go to that evening's game.
Kyle entered the arena wearing a large, garish hockey jersey over his work clothes. He rushed his way through the concourse towards the elevators to the suite level. The game had just started. An elevator attendant side-eyed his choice of jersey but didn't say anything. When he entered the suite, Kyle heard the muted reaction to a goal from the visiting team. His team had scored. Distracted by his elation, he navigated the group of his coworkers and moved towards Harper. She was seated out on the suite's balcony, in the row closest to the action. She wore a fleece sweater and an adjustable baseball cap with her hair pulled through the back opening in a ponytail.
"Looks like your roommate showed up." said Mr. Sewell, noticing Kyle. Mathias was sitting next to Harper, the two of them seemed engaged in friendly conversation. She turned to see her husband. Kyle had already forgotten the need to conceal his relationship with his wife, but when he saw her hat, he remembered.
As much as she disliked hockey, she knew how much the game and Kyle's team meant to him. Harper almost forgot that they had it, one of a million items packed away in their home. When she went through the closet to survey the damage to the infamous cake topper, she found it tucked in the back corner. She didn't grow up in New York and never had an affinity for the team. So, when Kyle saw that his wife was wearing her New York XXXXX hat, he knew she was doing it to fuck with him.
"Hi Kyle." said Harper, giving him a polite smile and wave, but turning back to her conversation with Mathias before he could respond.
"Harper, could I get you a drink?" asked Kyle. She was still mad, and he was hoping to win her over.
"Sure. A diet. Thanks."
Kyle saw his team score another goal before turning to get her a drink from the suite interior.
For Harper's part, she was enjoying her evening more than she expected. She got a little lost getting to the arena, but Mathias found her and cheerfully escorted Harper to the suite. The two of them started with the common pleasantries expected between a pair of professionals. What do you do? Where are you from? Where did you go to school?
"Have you heard of Paisley Strategy?" she asked.
"Wow impressive. How'd you score that out of school?" said Mathias.
"I'm really just a glorified analyst."
The night went on and, while most of attendees in their group, milled around the suite interior, Harper found herself nestled next to Mr. Sewell and talking about the market and business and their lives. Harper was pleased to find that the peculiarity of their earlier meeting hadn't carried over. Mathias told her about his career path, banking, PE, investing, as far as he was concerned, they were all about the same just with different names. Harper could tell how he'd become so successful. He was gregarious and curious, and his appearance certainly didn't hurt, but he was also earnest and insightful. When Harper got rolling, she could dominate a conversation, but with Mathias, she found herself listening.
"Work can take over your life when you're young. Do you find time for yourself at all, a boyfriend or whatever?" he asked.
"No. I barely find time to sleep." said Harper. She thought, for an instant, that it was a strange question, but pushed it out of her mind.
Kyle cut in on the conversation, handing Harper her soda and offering his boss a coffee. Mr. Sewell was a habitual coffee drinker and accepted the cup. Kyle thought he might sit with Harper, but, after taking the drink, she made no effort to make that easy. He was considering his options when his team scored again. With a three-goal difference, Mr. Sewell spoke his mind, "Your team is killing us." he said tapping Kyle on the front of his jersey.
"It looks like it might be their night." said Kyle.
"Way too early for that. I still feel good about the XXXXX's chances." replied Mr. Sewell.
The second period didn't offer much excitement for fans of either team. Harper and Mathias kept their seats, and Kyle contented himself sitting across the aisle and one back of Harper. In a subtle way, she seemed different from when he first got there. During the game her posture shifted. It started with her back high and straight and her hands folded upon her lap, her profession posture. But she wasn't at work and these weren't her coworkers. She eased into the night and relaxed into the seatback and leaned on the armrest between herself and Mathias.
Harper was impressed with Mr. Sewell. He spent his career really learning the market and applied that knowledge in real-world ways that seemed the ultimate realization of her career trajectory. It energized her. Their meeting felt important, necessary.
"I'm kind of on an island, career-wise. It's sort of the downside of working for a boutique company. I wouldn't assume availability but wondered if you might be willing to mentor me?" said Harper, thinking she found the answer to the ambiguous feeling in the back of her mind.
"I won't mentor you." answered Mathias, for the first time speaking to Harper in a brusque manner.
She could tell she said something wrong and felt the blood rush to her face as the embarrassment caught up to her. Their conversation halted. Mathias turned and started to chat with some clients and coworkers that sat around them. Harper turned and saw Kyle sitting behind her and gave him an awkward smile. She unlocked her phone and texted him, forgetting about the earlier anger she felt. He asked how she was doing and Harper admitted that she was feeling dumb, having just stuck her foot in her mouth. Kyle was sure that it probably wasn't that bad and, even if it was, the stakes were low. She'd probably never have to see these people again.
He was right. Harper calmed and started to listen to the conversation Mathias was having with the others. A middle-aged woman was talking about how expensive it was to get her hair dyed regularly and Mathias wondered if he should start getting his dyed too.
"No. Don't do that." chimed in Harper, a little too invested in his hair style. Because she was now speaking to a group, Kyle could finally listen in.
"Why shouldn't I?" said Mathias, prodding Harper about her sudden outburst.
"Oh. It's just that — well — you — The look is," Now she was completely stumbling over her words. "You look really good." She felt that twinge of discomfort from earlier return. Even if she liked how his graying hair suited him, she couldn’t account for why she was being so awkward.
"I'm convinced. If you say I should keep it, I'll keep it."
The middle-aged woman gave a knowing look to her colleague sitting to her right.
"You can't take her word for it." said the colleague. "She's in her twenties. They're into that sort of thing — zaddies and everything, but maybe that's what you're going for." He looked from Harper to Mathias and winked. A gesture which was executed ineptly.
"Stop it, Greg. You're going to get the man in trouble." interjected the middle-aged woman.
"He's fine. She's not an employee." said Mathias.
"What, she's your date?"
"Yes Greg. Some of us actually get out of the office once in a while."
"I'm out tonight." said Greg defensively.
Mathias shot Harper a conspiratorial smile while Kyle pretended to watch the game. Kyle thought his boss had to be joking and worried that Harper was getting uncomfortable. Time wound down on the second period, and the XXXXX took one last, unlikely shot. It bounced oddly and trickled past the goaltender. The arena blared with the sound of the goal horn. Amongst the fanfare Kyle saw Harper smiling and high fiving the people around her, swept up in the enthusiasm. He watched his boss say something in her ear. She covered her mouth to stifle a laugh and playfully pushed his shoulder.
Mathias got up to stretch his long legs between periods. Harper sat quiet and alone, thinking things over. She was in a weird mood and looked back at Kyle who was taking a work call during the break. Harper texted him:
Remember, let me know if I need to stop.
The final period started, and people hurried to their seats. Kyle checked his phone and read the message from Harper. He didn't understand it and read through their earlier texts, hoping to gain context. Mathias took his seat next to Harper just in time to see the XXXXX score again. Aside from Kyle, the whole box leapt to their feet in excitement. Frustrated, not just by the goal, but because his wife was cheering for it, he didn't notice at first. When Harper sat back down, she was just a little closer to Mathias.
The next time Mr. Sewell said something to her, Harper turned to look into his eyes, even though they were very close, and Kyle finally became aware of the intimate proximity between his wife and his boss. He considered that it might be a mistake or there was some rational reason they were so close, but she didn't move away. Harper wore a wide smile on her face and she and Mathias talked to each other in low voices. There was a moment when one of Mathias' colleagues said something to him. Harper turned her eyes to Kyle and bit her bottom lip while in a kittenish gesture. Then he understood. Kyle's pulse started to race as the hockey game faded from his awareness. She was flirting with his boss. Kyle grew aroused and uncomfortable. He took out his phone to text her:
Maybe this isn't a good idea.
It's up to you. You know how to end it. Just give me the word.
Stop. That's all he needed to say, to text, but he didn't. He just sat there. When the next goal inevitably scored, Kyle was probably the only person in the arena who didn't care that the game was tied. His attention was wholly on Harper. The crowd was energized from the goal and Kyle couldn't hear anything that Harper and Mathias were saying. When the person in front of him got up, Kyle immediately switched seats, not caring if they planned on returning.
" — Never on a first date. Probably just normal, three dates." said Harper. Kyle could hear her again.
"Right, but is that truly a hard and fast rule? You've been to college." said Mathias.
"And I'm not in college anymore. Besides, why would it matter to you? We have an agreement. We agree that this isn't a date, and I agreed to answer any question. But I'm shocked and appalled that you asked me something so private." She wore a look of feigned reproach.
Harper told herself this was for Kyle's benefit. It was his fantasy after all, but it would be unfair if she wasn't allowed to enjoy her part. What amazed Harper most was, once she was open to it, how quickly and smoothly Mathias had turned the conversation to relationships and sex. He prodded, seeing what she was comfortable with and, right now, Harper was comfortable with everything. After all, it was just flirting. Most of the people around them were too invested in the game to notice what they were talking about. Mathias confided that, when he was married, he was a bad husband. Like a lot of men, he was young and stupid and failed at monogamy.
"Everyone makes mistakes." said Harper.
"Yeah, and what's your worst?" said Mathias, skeptical she'd have a real answer.
"Is that another question? Fine. My last boyfriend, we were engaged actually. After we started dating, I had sex with someone else."
Harper thought she probably went too far but was thrilled to feel like she kept pace with Mathias in the game they were playing. She checked her phone, no text from Kyle. Kyle sat on the other side of the aisle from her, stupefied by what he heard.
"Wow, heartbreaker." said Mathias. Their feet were now touching below the seats.
The goal horn blared again. Kyle watched Harper leap up and cheer with the rest of the crowd. She found herself facing Mathias and, in the excitement of the moment, the two of them embraced. Harper held close to Mathias for probably too long, feeling his body and breathing in his scent. When they separated, she was flushed and lightheaded. As the game ended, Kyle watched the rest of his coworkers around congratulating one another about the exciting finish. In his confused state, he exited the suite, trailing behind Harper and Mr. Sewell.
Harper noticed Kyle step into the elevator after her.
"How are you getting home tonight?" said Mathias.
"Probably the subway." replied Harper.
"I'd be a poor host if I didn't off you a ride home. My car is in the garage next door if you want?"
Harper waited to answer, checking for a reaction from Kyle, but he made no indication that he wanted her to stop.
"I don't see any reason why not." said Harper, with an ironic look at her husband.
Kyle was impassive in his jumble of emotions, but when he stepped out into the fresh night air, he realized the need to rush home. Harper's ride from the arena was slow. She joked about how impractical of a car it was.
“I think people call it a – What’s the name? Some sort of magnet. I’ll let you be the judge of how well it’s working.” said Mathias coolly.
"I'm not having sex with you." said Harper.
"Not till the third date, right?"
"We agreed that this wasn't a date."
"Then why are you worried I might be expecting sex?"
"Maybe you seem like that type of guy."
"And if you think I'm 'type of guy', what might I infer from a young woman, who thinks I’m that type of guy, taking me up on my offer to drive her home?"
"It's a moot point. Like I said, we're not having sex." she said.
"Even if you want to?"
"I never said I wanted to!"
He gave her a playful smile. They both knew he wasn't imagining things. Even before she started flirting there was an energy between them. By the end of the game she was leaning on him and teasing the tip of her shoe along the edge of his foot, and he felt how firmly she pressed her body against him when the last goal scored.
"Fine, how about we come to another agreement." he said.
She could predict where he was going but couldn't bring herself to stop their game.
"Alright, what is it?" she asked.
"You and I agree that we won't have sex. But. You have to admit the truth. That you want to."
Harper crimsoned, shifting uncomfortably in the expensive leather seat. She hadn't thought that. Not specifically. Yes, he was handsome and charismatic and she'd possibly felt a nervousness that some might consider butterflies, but she hadn't really considered sex. Did she really want it? To be naked in front of him. For him to be naked. To have his hands on her body. To have his — She was married. But wasn't this for Kyle, and did that affect her answer? It was ridiculous. She couldn't really be afraid they'd have sex if she didn't answer. The car neared her home, just a couple of blocks away.
"OK, we have a deal." said Harper. Mathias waited for her to continue. "I want to."
Mathias pulled the car to a stop in front of her building and looked into her dark eyes.
"You want something?" he asked. He wasn't going to make it that easy for her.
She breathed fast, pushing through her nerves.
"I want to have sex with you."
Kyle waited in the entryway. When Harper opened the door, she pounced on him. Harper was a woman who seldom took the initiative sexually, but her lips were on his and her hips pushed into him needfully. Harper could feel that he was already erect. "Good," she thought to herself, because that's exactly what she was looking for. Harper kept pushing and Kyle allowed himself to slide down to the floor, first sitting, and then om his back. She sat upright, straddling him — unzipping her fleece and frantically working the buttons of her fitted blouse while she grinded the crotch of her jeans into his bulge.
"Come on." she said, climbing off of him. She took off her fleece and blouse and undid her bra while she walked into their living room — Kyle jumped up. He pulled off his jersey and work clothes and stepped into their living room and saw her. Harper had her back to him and bent at the waist, her round hips and ass on display as she pulled down her gray underwear. She unfixed her feet from her jeans and turned to meet Kyle. She wore the XXXXX cap and her socks but nothing else. Harper took his hand and led him to the sofa. He was eager, but that was fine, foreplay was superfluous at that point. She sat at the edge of a cushion and spread her legs, and he took down his boxers and pushed into her. She was terribly aroused but wanted more. She was chasing a specific feeling.
"Do you want to know what happened?" she asked, her voice blunt and desirous.
His pace accelerated as he choked out a weak "yes."
"Did you like watching me talk to him?" She toyed with her husband.
"Yes." he admitted. It was more than a few words to a stranger on a street corner or at a bar, it was his boss. But even with the fear of humiliation, he was intoxicated by it, and she was pulling the truth right out of him. "What happened in the car?"
"I was bad." she felt him shiver after she said it. Kyle was enjoying this.
"Did he touch you?"
"No, but I confessed something to him."
"What?"
"I told Mathias that I wanted to have sex with him."
With those words, she felt Kyle's body go rigid. His tempo became erratic. But Kyle was not the only one closing in on an orgasm and she wasn't going to miss hers because Kyle arrived too early.
"Go down on me." she said, pushing him at the shoulder.
It was the worst timing possible for Kyle, but he obeyed. He dropped to his knees in front of the couch and teased the sex-damp inner lips of her vagina with his tongue. As he pleased his wife, the jism from his own ruined orgasm dribbled pitifully onto the wood floor beneath him. Her legs were wrapped around his head, and she ran her fingers through his hair, pinching her breasts between her stretched arms. The muscles in her thighs tightened severely and her voice quieted to the indulgent silence which preceded her climaxes. A flash shot through her as the look and feel and smell of another man manifested in her mind.
"GHAWWW-AHH!" she was unintelligible when the orgasm hit, grabbing the back of Kyle's head and pulling him into her — the bridge of his nose pressing firmly against her clitoris. It was the most substantial orgasm she'd felt in her life, but it still left her wanting more.
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