The Bet - Chapter 16

Hello Everyone!

Another chapter of The Bet, another piece of writing I thought would be short and ended up long.

This one, being much more Dan-centric, has a bit of a different flavor, but I hope you enjoy it all the same!

As always, I love to read your comments, and try to take them into consideration when it comes to where the story goes!

...

Leah rinsed off her hands with a sigh, looking over to where Bill was painstakingly guiding Bella through the process of making playdough. It was an adorable trait that her daughter had picked up in the past few months: when Mommy was baking, Bella wanted to bake too. Often, Leah was happy to have her five-and-a-half-year-old underfoot in the kitchen “helping”, but today she didn’t have the time. She wanted to have the pie in the oven and baking before her guest arrived, so that it would be ready in time for lunch. 

But she had finished on time. Leah made her way over to the table, gently wrapping an arm around her husband. A smile flashed across his big, broad, handsome face, but his hands were too busy with the electric kettle right now to embrace her back. Bill had always been a looker. Leah remembered back in college, when she had felt like the luckiest girl in the world to have caught the attention of the suave, good-looking frat president. She still felt lucky… despite how her eyes had been opened to other ways of thinking. Bill was a good man, a supportive partner, and a wonderful father. She settled in to watch as he finished the craft with their daughter. 

Moving the kettle into position, Bill said sternly, “Ok, Sweetheart, for this next part I need you not to touch. The water’s really hot, and you could get hurt.”

Bella stuck out her lip a little and gave her dad a sullen glare. She wanted to be involved in every step of the process. Luckily, this time she seemed to accept Bill’s explanation and nodded solemnly. Despite being a bit of a daddy’s girl, their daughter was already taking after her mother: a strong-willed, independent thinker. She couldn’t have gotten it from Bill: after all, despite his macho appearance, he had turned out to be kind of a marshmallow.

Suddenly, unbidden, Leah had a wicked thought. If Bella was already becoming a little terror, how strong-willed would her child with a much stronger and more confident man be? She pushed the thought down quickly. It was one of the most important rules she had made for this new, strange lifestyle she lived: she didn’t think about her master during family time, and she didn’t think about her family during Z time. 

Of course, those lines had started to blur more and more, and if Zane got what he wanted, “Family Time” and “Z Time” would become hopelessly entangled.

But that was a concern for another time. The steaming water poured into the bowl, turning the mixture bright red and filling the room with the sickly scent of artificial cherry. Bella watched with wide-eyed curiosity, but, despite Leah keeping a sharp eye out, she kept her hands to herself as Bill mixed the ingredients with the boiling water using a spoon. 

That was when the doorbell rang. Bill and Bella looked up, Bella with the sort of breathless excitement only a five-year-old could summon, and Bill with a look of barely concealed discomfort. 

“Someone’s here, Mommy!” said Bella excitedly, hopping a little on the chair where she stood, pointing toward the front door as if Leah hadn’t heard. 

“Yes, sweetie,” said Leah, releasing her grip on her husband’s waist and planting a swift kiss on the top of her daughter’s silky blonde hair. “It’s an old friend of Mommy’s. He’s going to eat lunch with us.”

…

Dan shook his hands at his sides, trying to dispel the squirming butterflies in his stomach. This shouldn’t be hard. A casual lunch with his old college friend. A meetup that he probably should have arranged a long time ago, honestly. 

But he couldn’t fool himself into thinking it was that simple. This was more than a meal to catch up with Leah. This was a make-or-break mission to get an advantage over Zane in a way the cocky douchebag would never expect: by enlisting the help of a woman that Zane believed was thoroughly under his control. It was a long shot. Dan knew that. At the very least, as hard as it was to accept, Leah and Zane were regularly having sex, not to mention the fact that Zane was Leah’s employer now. 

But Dan refused to accept that things were that cut and dry. He was old friends with Leah. He knew her inside and out. And Leah he knew had always been a woman who hated pricks like Zane, and looked after her friends before anything. Dan had to believe that if he came to her with a serious request for help, she wouldn’t ignore him. 

And besides, a sneaky voice in the back of Dan’s head said that Leah might be jealous that Zane was completely focused on a new woman. If she wasn’t swayed by an earnest and straightforward plea for help, Dan was prepared to attempt to prime her jealousy. He was that desperate for an ally. 

Despite his mental preparations, Dan was still surprised when Leah swung open the door. Suddenly, he felt like he was a tongue-tied college freshman again, shyly working up the courage to speak to the gorgeous, grinning girl he met at his dorm welcome mixer. 

Dan had to keep reminding himself that they were both married now as he looked at his former crush. She was older now, but Leah was still as beautiful as the day Dan had met her, with an hourglass figure that had only gotten more pronounced now that she was a mother, a thick honey blonde braid over one shoulder, and hazel eyes that always held just a hint of mocking mischief.  

For a moment, Dan thought he could read the mockery in her eyes even more strongly than usual, but then Leah’s face broke into a soft, welcoming smile, and the moment was gone. 

“Danny, so good to see you!” said Leah warmly and enthusiastically. She launched herself forward into an embrace, pulling Dan close. He tried his best not to focus on the way it felt as her breasts pressed against his chest, but it’s difficult to force yourself not to think about something. 

“So good to be here!” he said, trying to cover up his nerves with a big smile. “We should have done this ages ago! My fault. Sorry.”

Leah drew back from the hug and waved her hand airily. “No, no. We’re both busy people. Nobody’s fault. I’m just glad we happened to meet up randomly the other week.” 

Dan’s smile stayed on his face, but he felt a sour twist in his stomach. The fact that they had met up hadn’t been “random” at all. Bringing Leah to the spa had almost certainly been a play by Zane to throw Dan off. But if Leah didn’t know that, it might be another lever to convince her to turn on Zane. Either way, now wasn’t the time to bring up the short, fat elephant in the room. Dan wanted to butter Leah up a little first. 

So instead, Dan said, “Absolutely. Once I heard you had taken your incredible baking skills pro, I knew I had to come over and taste the results myself.”

Leah threw back her head and laughed like she always used to: a rough, uninhibited cackle that was somehow way more attractive to Dan than a demure little giggle. I’m married. I’m just here to find an ally so I can help my wife: the woman I love. I need to control myself. No matter how hot Leah is. I can’t even think about cheating on Claire. 

Leeah raised an eyebrow at him, her lovely eyes sparkling as if she could read his thoughts. But if she noticed his sudden attraction to her, she didn’t say anything about it. Instead, she held the door open to let Dan inside her suburban two-story home.

As Dan walked through the door, he passed into a world of pure domestic bliss. The house was light and airy, with homey little design touches everywhere, making it still feel cozy despite its open layout. The smell of baking pie and, for some reason, artificial cherry filled the air.  

Leah bustled forward ahead of him, leading him toward the dining room, where her husband and daughter stood at a table, working some bright red play-dough with their hands. 

Bill. As Leah’s husband saw Dan, a confident grin crossed his face. He grabbed a towel to wipe his hands, then strode over, extending his hand. “Daniel! Long time no see, buddy! Glad you could make it!” Dan had to swallow back a little bitterness as he took Bill’s hand for a crushing handshake. It was unfair, really: leftover sour grapes from Bill “stealing” Leah during college. Now that they were both married, it should be water under the bridge, but some of those feelings still lingered. 

Bill had always made Dan feel insecure, and not just because he had successfully attracted Dan’s crush. He was tall and handsome, with the type of easy confidence that Dan would have killed for. Not to mention the fact that he had been a football star and president of his fraternity. It almost made it worse that he was unfailingly pleasant and polite. 

“Glad I could make it. Should have come earlier,” said Dan, trying not to wince as he endured the grip of Bill’s strong hand. 

“And where’s the wife?” asked Bill jovially. “I’ve heard a little about the infamous Claire, but I didn’t even have time to say ‘hello’ the one time we were in the same room.” 

Dan shrugged uneasily. The real reason Claire wasn’t here was that she was going to be the topic of his conversation with Leah. “She’s working,” he said truthfully. “Claire’s been trying to get her business to take off this past year. It means a lot of long work days, but I’m sure it will all be worth it in the end.”

Bill clapped him on the shoulder with a look of sympathy. “I’m sure it will, buddy.”

Leah was moving toward her daughter, who had looked up from the snake she was making with playdough, wearing an expression of uncertainty. Leah put a hand on her shoulder and gently said, “This is Mommy’s friend Danny, Bella. Say 'hi'.” 

“Hi, Danny,” said Bella shyly, then turned back to her much more interesting playdough. 

It was a little surreal. Leah seemed like she had the perfect little cozy family here. Beautiful house, handsome husband, cute daughter. Yet she supposedly worked as a porn star for a fat asshole that she had always used to hate? Dan couldn’t square the two images of Leah in his mind: the wholesome homemaker and the depraved slut. He stood for a second, feeling scrambled and tongue tied, before Leah saved him by clapping her hands together. 

“Well, I think it’s time to clear the crafts away and get eating. What do you say, everyone?”

…

The lunch was a delicious pasta salad with some crusty bread that Leah had baked earlier. A little light for Dan’s taste, but not bad at all. 

The conversation was light, too. Small talk about what they had been doing for the past few years, Bella’s excitement for kindergarten, and Dan’s work at City Hall. It was actually fun, despite Dan’s growing anxiety. He needed to talk seriously with Leah, but he wasn’t sure how he could get the opportunity. He didn’t want to discuss his wife’s seduction in front of Bill, and he would never bring up that sort of thing in front of a child. He hadn’t mentioned his specific reason for coming over when he set up the lunch, which he was realizing now was probably a mistake.  

He was still worrying about how exactly to peel Leah off for a private conversation as they laughed and talked through dessert: an incredible berry pie with hot, dark coffee to go with it. But it turned out that, whether through intuition or a corresponding desire to speak privately with him, Leah was way ahead of him. 

After she had cleared away the last of the dishes, Bill opened the dishwasher to start loading, but Leah put a hand on his shoulder, smiled at her husband, and said, “Dear, I think Danny and I need some private time. Could you take Bella to the park? I’ll call you when we’re finished.”

Dan winced a little at how she used the phrase “private time”. It almost made it sound like they planned to do something inappropriate. He hoped that Bill would just shrug off the unfortunate wording, but his response was even stranger than he expected. A sudden conflicted, almost timid expression crossed Bill’s face, then he gulped and nodded, his expression returning to its normal, self-assured smile as he turned back to Bella and scooped her up to go find the things they needed for a trip to the park. 

In just a few minutes, they were out the door, and Dan was all by himself with Leah for the first time in years. She gave him a teasing smile and turned to head into the living room, sitting on her couch and patting the seat beside her. “Come, Danny boy. Sit. Let’s get to why you’re really here.” 

Dan felt a blush forming on his face. Had it really been that obvious that he had ulterior motives? “I… I really did enjoy catching up,” he said guiltily as he approached, settling in to sit next to his old friend. 

“Mmmhmmm,” said Leah with a smirk. “That’s why you come over all the time. I’m kidding, Danny. It was nice to see you. But you didn’t come over just to say ‘hi’ and we both know it. So spill.”

Dan took a deep breath and rubbed his hands nervously on his pants. He had considered just telling Claire the truth and decided that he simply didn’t have the guts to face her anger for the foolish bet he had made. But even telling Leah was turning out to take some courage. With his eyes fixed on the floor, he said, “I… I was talking with Zane a month and a half ago, and I… I made a pretty big mistake.”

“Go on.” Leah’s Hazel eyes were piercing. Weighing. This was harder than Dan thought it would be, but there was no way out but through. He had already decided that he needed Leah’s help. “Zane was being… well, to be honest, sort of a cocky loud mouth.”

Leah snorted and rolled her eyes. “Like always,” she said ruefully.

Dan took it as a good sign, gaining a little courage as he said, “Yeah, tell me about it. Well, anyway, he was going on and on about how he thought all women were sluts, and when I said my wife wasn’t one, he wouldn’t back down. He said even Claire would be a slut in the right circumstances.”

“Oh dear,” said Leah, resting her chin on her hand and staring at him with an expression that was interested, but so far fairly neutral. “Not a very diplomatic thing to say in front of her husband.”

“So I overreacted, maybe,” said Dan with a grimace. “I sort of… made a bet with him.”

Leah gently bit her lip, clearly doing her best to hold back a laugh. But her voice was totally even as she said, “Oh Danny… you didn’t.”

“It seemed impossible!” protested Dan miserably. “And I thought it would be satisfying to see the wind taken out of his sails a little.”

Leah shook her head, unable to hold back a little mocking grin any longer. “Oh come on, Danny Boy,” she said, giving him a sidelong glance with her wicked eyes, “that’s not the whole story, now is it?” 

Dan cocked his head at her, his heart suddenly in his throat, although he couldn’t have said why. “I… I don’t know what you mean,” he said uncertainly, feeling her blush grow hotter and a flow of blood pulse between his legs. 

“Come on, Dan,” said Leah with a crooked grin, scooting closer to him on the couch. “Do you know what a normal guy would say if his friend bet him he could sleep with his wife?” Her lips were right up against his ear now, and she rested a warm hand on Dan’s thigh. “He would say ‘fuck off’, Danny. He wouldn’t even entertain the idea. So why did you say ‘yes’?”

Dan jumped up from the couch as if he had been burned, his hand unconsciously falling to arrange his suddenly-too-tight pants. He stared down at Leah, wide eyed, his nostrils flared, breathing heavily. What game was she playing here exactly? It almost felt like she was coming on to him! “I… I said yes because I was angry and trying to teach Zane a lesson,” he insisted numbly. “Leah, why are you…”

He was struck dumb by Leah’s sultry chuckle. She leaned back and crossed her arms, her eyes smoldering as she stared up at him with insolent glee. “Danny, you’ve been surprisingly honest with me, so let me be honest with you,” she said in a purring voice. “Like you said, Zane is a bit of a talker. And lately, he’s been talking about you. Claire more often, obviously: he can’t fucking shut up about how much he wants to sink his cock balls deep into your wife. But he talks about you as well. And you know what he told me?”

Dan’s mouth was suddenly dry. He had never heard Leah talk like this before. She wasn’t above dirty jokes… but callously talking about Zane fucking his wife? That felt like a completely different woman from the one he knew. But, even though hearing Leah talk like this as she stared up at him with a teasing smile was distressing, it only made the throbbing spike of uncomfortable arousal in his pants ache even more. 

Seeing that Dan seemed to be struck dumb by shock, Leah continued. “He told me that he gave you a little gift… a chance to see your old college buddy in action on his porn site. And here’s something you might not have known: Z can look up which videos you watch, and how often. And you’ve been indulging yourself a lot, you bad hubby.”

Dan’s blood ran cold and his mouth dropped open. Oh no. No. This can’t be. In some ways, it was the ultimate nightmare of every man since adolescence: the revelation of his masturbation habits to a pretty girl. “That’s not…” began Dan desperately, licking his lips, “He’s lying to you.”

Leah caught sight of the stricken look on Dan’s face and clapped her hands with glee, that same rough, unfiltered laugh bubbling up as her eyes sparkled with wicked amusement. “Oh, Danny boy,” she said fondly, “As if your face didn’t tell me everything I need to know. But I’m sorry, I’m sorry. For real, I’m not just being a snarky bitch, I have a point I’m trying to prove. Come on. Sit back down.” She patted the couch next to her companionably, her wide crooked grin half-sinister and half-welcoming. 

Dan gave her a dubious look. This didn’t feel like a very good start to his mission. Even if Leah hadn’t straight-out said that she supported Zane’s seduction of his wife, the fact that she saw Zane’s manipulations as hilarious couldn’t have been a worse sign. 

But he hadn’t even made his pitch yet, and besides, Dan was starting to get a funny feeling. The same blended feeling of arousal and frustration that he felt sometimes when he watched the censored porn Zane had sent him. Leah’s teasing smirk made that same strange arousal flare up inside him, making his cock, which hadn’t been performing for his wife lately, into a stiff, aching rod of sexual frustration. 

He sat gingerly next to Leah, who patted him condescendingly on the shoulder. “Sorry, Dan. I got a little carried away there. Here is what I’m trying to say. When Z suggested a bet about fucking your wife, your first instinct wasn’t to punch his lights out, it was to agree to the bet.”

“What exactly are you trying to say, Leah?” asked Dan with a frown. He had a feeling he knew exactly what she was getting at, but he didn’t like it one bit.

“I’m trying to say that it gives some guys a charge when other men… appreciate the charms of their wife,” she said lightly, her grip warm and reassuring on his shoulder, but the corners of her lips quirked up into a smirk. 

“I’m not a cuck, Leah,” said Dan angrily. Even saying the word that had been in the back of his mind made that strange, anxious arousal swell inside him. His cock was stiff and painfully hard in his pants, almost bursting the seams. Leah had gotten the entirely wrong idea. Dan needed to make her understand, fast. Otherwise, he was never going to convince her he deserved her help. “In fact, I came here today because I’m determined to stop Zane.”

Leah cocked her head, the smirk slipping from her face, and her hand dropping to clasp with the other in her lap. “So why come to me, Dan?” she asked with a thoughtful expression. “Why not go to Zane?”

Dan let out a sigh. Here it finally was. Time to make his pitch. “Because I want your help. I want you to work with me to stop Zane’s plan.”

Leah had been in confident, teasing control all day, but by the widening of her eyes, Dan could tell that he had actually surprised her this time. She took a moment, studying his face, before replying. 

“Dan,” she said carefully, her sharp eyes locked with his, “I’m not sure you know what you’re asking. Zane and I… Well, I won’t get into filthy details, but we have a special relationship. One that has certain rules and expectations that I wouldn’t break lightly. Even if we didn’t, he’s my employer. Stabbing him in the back would be a huge betrayal of trust.”

Dan wasn’t about to back down now. Not when Leah finally seemed to be taking him seriously. “And what about my trust, Leah? You were my best friend, back when Zane was just an annoying guy you avoided at parties. Doesn’t that mean anything to you? I’m asking you this because I trust you, and I know that you’re a woman who does the right thing. Please, Leah. I can’t just watch my wife get… devoured by a monster like him.”

Leah leaned back against her couch, bouncing the foot crossed over her knee. “Devoured?” she asked softly, her eyes staring into space. “Is that what you think happened to me, Danny Boy? Well… you aren’t wrong. But maybe the belly of the beast isn’t as bad as you think.” Her eyes snapped to his again, and Dan saw a strange mix of affection and the teasing heat from before lighting them up.  “I’m flattered that you trust me that much. And, yes, our friendship still means something to me. But I would be sticking my neck way waaaay out if I helped you. Never getting in the way of his games is, like, Zane’s number one rule to stay off his shit list. I’m going to need to know for certain that if I help you out, you aren’t going to… self-sabotage and blow this up for the both of us.”

Dan felt both elated that Leah was taking his request seriously and a little concerned that she didn’t seem to be jumping to agree. And more importantly… “What exactly do you mean by self-sabotage?” he asked cautiously, licking his lips. 

He was completely unprepared for it when Leah reached over casually and groped the bulge still straining at the front of his pants. His first instinct was to jump up out of his seat again, but this time Leah gripped his cock through the cloth, refusing to let go and keeping him right where he was. “This is what I mean,” she said with a little laugh as Dan gasped and blustered, unable to even put a coherent thought into words. “Either you are really, really excited to see me, or you're rock hard just from talking about Z trying to fuck your wife. How do I know that the kind of guy who watches hours of Zane’s cock going in and out of women won’t eventually crack and help him do it?”

But Dan wasn’t currently capable of responding to her ideas. Instead, he put his hand on hers, weakly trying to pry it away. “Leah, stop! We’re married! You can’t just…”

Leah gave his cock a gentle squeeze that made his protest drop into a choked noise of reluctant pleasure. “Oh come on now, Danny,” she said with a hint of exasperation. “Weren’t you just telling me that your wife is about to fuck Zane? Why are you so hung up on a little over-the-pants stuff with your old flame? And as for Bill… Well, I think it’s quicker to show you than to tell you.”

Alarmingly, she reached to unzip Dan’s pants, and in one swift motion, pulled out his cock before he had time to react. With her other hand, she hedl up her phone, smiling wide with Dan’s hard, throbbing dick clutched in her hand. It felt like it was all over in the time it took Dan to blink. “Wh… What the fuck?” he said in shocked dismay, “Leah, you can’t… You can’t fucking…” 

The smooth skin of her hand felt amazing on his bare cock, and it felt even better when she gave it another squeeze. “Quiet, Danny, I told you: I have to show you something.” She was messing with her phone, and Dan felt paralyzed. Rooted to the spot by conflicting signals of pleasure, guilt, and confusion. 

Finally, Leah gave him a wide grin and turned the phone so he could see. Dan felt an icy wash of terror as his blood drained from his face. Leah had opened a text chain with her husband and sent him the photo, along with the message:

[Hey sweetie, just wanted to give you a little update on our “private time”. Just to make Danny Boy feel better, can you send a message back telling him to enjoy himself? Thanks, Hun.]

The image was obscene: it was unmistakable what was going on in the photo. Leah smiled widely, her hand gripping Dan’s cock as he stared at the camera in shock. There was no innocent explanation that Dan could give to Bill that would explain away the visual evidence that his wife was currently touching his cock. 

“Leah, come on,” said Dan, trying to calm himself down enough to put up serious resistance. “Th-this is wrong! Maybe if we stop right now, we can tell Bill that this just got a little out of hand!”

“Aww, Danny Boy,” said Leah teasingly, stroking her hand up and down his cock in a way that drew a whimper from his throat and made his eyes close tight from the intensity of the sensation, “How can it be wrong when it feels… so… right?” She rubbed her thumb teasingly over the tip of his cock with each final word, spoken in a low, sensual purr. When had his snarky, sharp friend turned into a sultry sex kitten? Dan knew the answer. It was Zane who had caused this transformation. 

“Besides,” said Leah lightly, “You might want to see how my husband responded.”

She held up the phone again, and Dan was shocked to see Bill’s text.

[Sounds good, dear. Have all the fun you want, Dan.]

He stared at it in confusion, wondering if he had missed something or if Bill had somehow misunderstood what Leah had sent him. “But… how? Why?” he asked, turning toward Leah. 

“Woooww, you’re slow when you’re horny, aren’t you?” laughed Leah. “Be careful, stud. Don’t let Z figure that out, or he’ll have yet another trick up his sleeve. Don’t worry, I’m going to tell you all about all the hows and whys of my relationship with Bill. It’s super relevant to you after all. And it will help me give you a little test to see if I can safely help you.”

“Leah, I’m married! Even if Bill is fine with it, Claire, she would never, ever–” His protests cut off again as Leah lowered his other hand and cupped his balls in a firm, but not painful grip. 

“You want me on your side, tough guy?” she asked with a crooked eyebrow. “This is my price. You’re going to sit back and listen to me while I jerk your cock, and if I am satisfied by your reactions, we might be able to work something out. If you can’t do that, then the answer is going to be a flat ‘no’.”

Dan groaned as Leah’s hand began to work up and down his cock, its tip drooling with precum already as Leah’s skilled fingers touched and squeezed his sensitive testicles. The sensation made it hard to think clearly. Leah did have a point… Dan wasn’t sure if Claire really had done anything with Zane yet, but she was obviously thinking about it. She had lied to him yesterday when she said she was going to work! It wasn’t even that bad to receive a handjob compared to what Zane planned on doing. 

Dan took a deep breath, and nodded jerkily. 

“Good boy,” said Leah smugly, increasing the speed of her hand as it pumped up and down his cock. “Now sit back and listen as I tell you how it happened with Bill. When Zane first managed to push me into a blowjob… which I know you saw, by the way, you naughty boy. What kind of person watches their ‘friend’ get face fucked by a massive dick over and over again?” 

She swirled her palm over the tip of his cock for emphasis, making Dan hiss with the powerful sensation. “I… I don’t know. For some reason, I just can’t help it! I try to resist, but I just have to watch.” 

“I know, Sweetie, I know,” said Leah, her voice just inches from Dan’s ear now. “That’s exactly how my husband is, too! To get back to my story… I had just sucked Zane’s cock. I had cheated on my husband. And, just like you, I couldn’t stop. It happened again and again. I was certain that someday, Bill was going to find out. I was so worried I mentioned it to Zane, and he came up with the perfect plan to help me.”

“What d-did he do?” asked Dan in a cracked whisper. He was totally entranced now. The slow, rhythmic motion of Leah’s hand up and down his cock was almost as hypnotic as her voice. Her hand tugged at his balls, just on the edge of pain. 

“Well… Zane told me that there was an easy way around our little problem. All we had to do was plant a few seeds in my hubby’s brain. I started commenting on how good actors on TV looked… little comments about what I would like to do to them. Nothing obscene, just joking little side comments. Then I started saying those same things about hot men we saw in public. Whispering in Bill’s ear what I thought they could do to me.”

Dan took shuddering, gulping breaths. He could imagine what it would be like to have Claire whispering in his ear how much she wanted other men… innocently at first, then with greater and greater graphic detail. He found that he was more invested than he thought he would be in how this story turned out, although he could guess the broad details of the ending based on the text Bill had just sent. “And… and what did he do… when you told him that kind of thing?” he asked, almost dreading the answer. 

Leah chuckled, her grip growing tight on the base of his cock while her wicked finger pulled just enough to cause the slightest jolt of pain in his balls. “Well, he tried to act like it was bothering him… But men are simple creatures, Dan. They are programmed to get horny when they hear a woman talking about sex. Even when that woman is their wife, talking about how hot it would be to fuck another guy. He blustered and protested, but he also got hard. Exactly like you, Danny Boy.”

She giggled and released her hand from his cock for a moment, giving its swollen, sensitive tip a sharp little flick with her pointer finger. Dan gave a little yelp and moved to clutch his cock, but his hands got swatted away by Leah, who was already moving to grip his shaft and continue her slow, teasing strokes. Dan could see where Leah was going with this, and he felt like he had to speak up to defend himself. 

“I’m not horny because Zane wants to fuck my wife!” he blurted out. Leah raised an eyebrow, staring at him doubtfully as her thumb rubbed teasingly over the head of his cock. “I’m turned on because of you, damn it! You know that I… That I sort of had a thing for you for years. Hearing you talk dirty turned me on, it has nothing to do with… the other thing.” 

Leah chuckled, her beautiful eyes sharp and lively as she increased the speed of her handjob. “Oh is that so? Well, I have to say that I’m flattered. I didn’t know that those lingering feelings were this…” she made her thumb and forefinger a tight ring, jerking just the tip of his cock in tight, short strokes “...strong.”

“I’ll tell you what, stud,” she continued with a wink, pausing the handjob for a moment, “if that’s really what’s going on, we can stop with this teasing game and have some real fun. I’ll strip down and you can fuck my sweet married pussy just like you’ve always dreamed of. You can be the kind of strong, dominant man that Zane is. Bill is totally fine with it, and you’ve already gone as far as a handjob. Claire probably wouldn’t even be that much angrier if you went all the way. I’m here, telling you that I’m willing. All you have to do is take me.”

Leah stared at Dan with half-hooded eyes, and in that moment, he knew that she was utterly sincere. If he kissed her now and tore off her clothes, the woman he had dreamed about for so many years would be all his. But, even as he fantasized about it, all of the reasons he couldn’t crowded into his head. He was married. She was married. Was he really the type of person who could fuck a married woman on her living room couch while her husband was at the park?

Leah saw his hesitation and snorted, rolling her eyes as her hand continued its motion, now squelching with Dan’s precum. “That’s what I’m talking about,” she said condescendingly, giving Dan’s balls a light pat that sent a jolt of somehow-erotic discomfort up his spine. “That’s the difference between you and Zane. He takes what he wants. And you? You get more pleasure from being denied. Even with your ultimate fantasy dangled in front of you, you couldn’t take it. You’re just like my poor hubby. You prefer to be a good little boy, watching the real men from the sidelines.”

Dan tried to speak up for himself again, but at this point Leah’s hand was moving faster and faster, and he felt too overwhelmed with pleasure and stinging humiliation to speak. Instead, he let Leah’s poisonous, honeyed words wash over him, closing his eyes and breathing heavily as he focused on the feeling of Leah’s fist pumping up and down his throbbing cock. 

“But I haven’t even told you the end of the story!” purred Leah. “Eventually, after a month of hard work, just the thought of me with another man got Bill red hot. I pretended that I had just started noticing, and then worked in a little teasing dirty talk into our bedroom routine… And the whooole time I was whispering dirty words in my husband’s ear about how another man might fuck me better, another man actually was, in secret. Sometimes Zane would send me straight home, freshly fucked, to give my husband some unknowing sloppy seconds, while pushing him to imagine a bigger, stronger cock fucking his wife.”

Dan whimpered, his hips rising to grind upward into Leah’s hand, which was now moving at a quick, steady pace, pistoning up and down his slick cock. He couldn’t stop his imagination from putting himself and Claire into that same position. What would it be like to sit at home, his cock hard as a rock, knowing that Claire was with Zane? Having her come home afterward and tell him all about what she had done? Part of his mind reacted strongly against the filthy idea, but there was a certain dark hunger inside him that was deeply curious. 

“From there, it was easy. I started ‘roleplaying’ the idea that I had a secret lover on the side. I blended reality and fiction, then started to deny poor Bill. I kept him on edge for a week, teasing him relentlessly, but never letting him cum.” 

Dan felt like she was doing the same to him. Her twisting strokes had slowed a little, keeping Dan hovering right on the edge of orgasm, but never letting him reach it. Leah’s luminous eyes fixed on his face, reading his every expression, expertly edging him as her low, purring voice continued her story. 

“By the time I introduced him to Zane, Bill was so fucking horny and confused that he stood no chance. To his credit, he did try to put up a fight… but, as much as I love my husband, his false bravado was no match for a real man like Zane. He learned his place that night, and when the time came, he sat right where Zane told him to: in his own special chair on the side of the bed. He watched his wife be taken and owned by a better man, He watched his wife’s pussy get fucked by a bigger cock while he fucked his fist. And do you know what he did next?”

Her hand had ramped up again, and Dan could feel himself rushing toward a powerful orgasm. “Wh-what did he do?” he breathed, looking deep into Leah’s heated eyes. 

Suddenly, Leah's hands were gone, removed from his cock in a split second, leaving Dan in the lurch just on the wrong side of orgasm. 

“He came all fucking over himself while Zane shot a hot load into my cheating cunt, of course,” said Leah sweetly. For some reason, she stood up, her eyes sparkling with mischief and her lips curved up into a wicked little smile. 

“Leah… what?” said Dan stupidly, his cock pulsing with sexual need, his mouth hanging open with mindless lust, “Please, I’m so close, can’t you…?”

“Ah ah ah,” said Leah, shaking a finger. “I want you to get a little taste of what my husband feels every day. You said you still feel something for me, right you poor baby? Start jerking off like a good little cucky and let me show you how Z owns me now. Maybe you can feel a fraction of what Bill does.”

Dan was frozen with indecision. Getting a hand job was one thing, but Leah was right that jerking off felt much closer to… the sort of fetish she was describing. He wasn’t sure if that was a road he was willing to go down, despite the dark hunger that was growing inside him. Before he could think about it too deeply, however, Leah, for some reason, unbuttoned her pants and turned around. 

“This has become one of Bill’s favorite things to look at while he jerks off,” purred Leah as she wriggled her hips, sliding her jeans and panties down the swell of her round butt. “A permanent symbol of who I belong to, even when I’m with my husband. Jerk that cock, cucky. Look at what a real man was able to do, while you couldn’t even fuck me when specifically invited.”

Dan watched wide-eyed and shocked as a pair of tattoos were revealed inch by inch. A large Z on one round cheek and a K on the other, with the thin strip of Leah’s pink thong between. A powerful, inescapable declaration of Zane’s victory. He had taken a married woman and turned her into his slut. Not just for a few months. Forever. 

It was exactly what he planned to do to Claire. 

Leah stared at him over her shoulder and reached down to jiggle on fat cheek. “Stroke, loser,” she commanded in a voice rich with amusement. 

Dan couldn’t resist any longer. The sight was too erotic for him to hold back. His hand gripped his slippery cock and pumped, flooding his body with sick, twisted pleasure as he stared at how far his friend had fallen. 

“That’s right,” cooed Leah, bouncing on her knees a little to make her fat ass shake, “it feels natural, doesn’t it? To jerk your little dick while admiring the work of a real man? I wonder where your wifey’s tattoos will go? On her big juicy tits, maybe? Ooh, or better yet… maybe he will give her something a little more permanent. Maybe he will fuck a baby into Claire’s flat belly. Make it swell up with a permanent reminder of who’s the better man…”

Dan’s body was wracked with terror and lust. His fist was a blur, jacking up and down his cock. “St-stop!” he whined. “That will n-never… never…”

“Shut up, Danny Boy,” said Leah sharply. “This is training for when Zane takes his place in your bed and you take your place in the chair across the room.” She reached down, sliding her fingers beneath the edge of her thong and letting it snap down onto her luscious ass. “Shall I remove this and show you the pussy that Zane owns? Oh, right,” she said with a cruel giggle, her lips pulling up into a smirk. “You have the “beta edition” of the site don’t you, loser? You get off on not seeing hot girls’ pussies. I guess I had better deny you then, since you love it so much.”

Dan felt the sting of her mockery, but it only blended with his intense arousal. He could feel it: he was hurtling over the edge. “Leah, I’m going to…”

“Do it!” commanded Leah, bending over and sticking her ass out until it was almost touching Dan’s face. “Cum for my tattoos. Cum for another man’s name, you pathetic cuck.”

Dan came hard with an undignified gasp, splattering the carpet of Leah’s living room with a shameful load of cum, spraying it right between her spread legs so that not a drop touched her. The whole time, Leah looked at him over her shoulder, murmuring, “That’s it. Let it all out. Really let that feeling sink in.” 

Finally Dan collapsed back onto the couch, his cock spent and already softening. Leah pulled her pants back up over her butt. Then she clicked her tongue, putting her hands on her hips and staring down at the splatters of cum on her carpet. “Jesus, Dan,” she said in a reproving voice, “Couldn’t you have at least cum on my ass? Leave it to a beta like you to not even be brave enough to do that.” 

Now that Dan’s lust was draining away, he felt totally defeated. He had set out to prove his determination in fighting Zane, and had basically proven the opposite due to Leah’s skilled teasing. He couldn’t imagine he had passed whatever test Leah had set up for him.

Leah left for a second and came back with a wet rag, tossing it to Dan and nodding at the mess he had made on the ground. Hanging his head in shame, Dan got to his knees and began wiping up his shameful load. 

“So, what did you have in mind, as far as my help goes?” asked Leah as she stood above, her arms crossed under her breasts and a warm smile on her face. 

Dan looked up in shock. “Wait… I thought that I failed the test!” 

Leah laughed. It still had a cruel edge to it, but there was much more fondness there than there had been during her teasing handjob. “Please, Dan. The test wasn’t whether or not you would cum. I knew you were going to do that from the beginning. Don’t question it too much. Just be glad you passed. Now spill; what did you need my help with?”

Dan finished scrubbing and scrambled to his feet, holding the rag between thumb and forefinger. “I mean… information is what I need mostly. If you would be able to figure out what Zane is planning and let me know what his next moves will be, it would be super helpful in fighting back.”

Leah put her hand to her chin, a thoughtful expression on her face. Finally, she nodded. “Sure. I think that the risks are acceptable there. Zane doesn’t always tell me what his plans are when it comes to new conquests, but when he does, I’ll pass them onto you.” 

Dan felt so relieved and hopeful that he pulled Leah into a spontaneous hug, not even focusing on her breasts this time. The hug was so close that he didn’t catch the sudden flash of guilt that crossed her face as her chin rested on his shoulder.

By the time they pulled away, Leah was her regular smiling self. 

“Well, I think that it’s time to call Bill back home, so I guess you had better get going,” she said regretfully. “I’ll be in touch when I learn something. Don’t be such a stranger from now on! Maybe next time we can have lunch without all the hidden psycho-sexual drama, eh?”

…

Dan felt amazing for about the first half of the ride home, but then the shame started to creep in around the edges. 

Leah had agreed to help him, but she had also exposed something about himself that he had successfully been covering up for a while. Whether he was comfortable with it or not, the idea of cuckolding turned him on. And that might be a fatal flaw when struggling against a wily, resourceful genius who was trying to fuck his wife. 

Dan squared his shoulders and set his jaw with determination. Fetishes and fantasies were one thing, and real life was another. Even if the idea of Claire having sex with Zane was hot in an abstract way, it was far too dangerous to allow. 

He would have to be extra careful now, and struggle twice as hard. He had a difficult enemy to defeat in Zane… and now he had an internal enemy to fight against as well.

Himself.

…

As Dan pulled away from the curb, Leah made two calls. The first was to her husband, telling him it was time to come home. Bella was probably tired and cranky at this point, and she was past due for her nap. She could hear the longing and curiosity in Bill’s voice. He wanted her to give him the details of her private time with Dan. 

But that would have to wait for tonight. She had another call to make. 

The second call picked up on the third ring, Zane’s rough, jovial voice coming through. “Just the call I was waiting for! So what did the little guy want?”

“I didn’t think he would be that dumb, but it was just like you thought, Master,” said Leah, her lips twisting with a bitter expression, but her voice cheerful, “for some reason, he thought he could pry me away from you. He wants me to spy on you.”

“And you agreed, of course,” said Zane with an evil chuckle. “My sexy little double agent. How exciting!”

Leah stared out the window, that spasm of guilt crossing her face once again. Dan really should have known better. There was no beating Zane. If Leah had lost to him and Claire was in the process of losing, how did Dan think he would stand a chance? The only hope for him was finding joy and fulfillment as a cuckold, like Bill had. She had tried her best to help him find that path today. Hopefully he would take the out.

Because otherwise he would be crushed. 

“He won’t know what hit him,” said Leah in a cheerful voice, her eyes grim as she stared out the window. 

When she hung up, she looked down at her phone, pulling up the camera reel and flipping to the incriminating photo of Dan with his hard cock gripped in her fist. She couldn’t believe that Dan had forgotten all about it after she finished texting Bill. Should she tell her master about this photo? It might be a potent tool in his corruption of Claire… But it might also deal a crushing blow to Dan’s marriage. 

She still hadn’t decided by the time her little family trundled in the front door, so she slipped her phone into her pocket. 

A decision for another time. 

…

Claire stared at her tablet, poking at it idly, but she knew she wouldn’t be getting much work done today. 

Her mind was still racing over what had happened last night. She had totally disgraced herself, submitting to Zane in the heat of the moment and sucking his monstrous cock. Letting him strip off her clothes. Suck her tits. Cum in her mouth.

She had only managed to hold off going all the way with him by the slimmest of margins. A bittersweet victory, if you could call it one at all. 

Supposedly she had won the concession that Zane would no longer pursue her during business meetings. And, in theory, she would be able to test his commitment to that theory today. Materials had arrived at Zane’s house, and Claire was supposed to head there to inspect them with Zane in around an hour. 

But she wasn’t sure if she was ready to see Zane just yet. The humiliation of her submission last night was still raw. She could practically taste his cum on her tongue, although she had gargled with mouthwash for what felt like hours last night. 

She had to decide what to do.  

Option A: Now wasn’t the time to be weak. She should face her fears and head to the meeting with Zane. Make him prove that he will stay respectful and businesslike. 

Option B: Claire came in early with the specific intention of avoiding Perlah this morning, but she could see through her office door that her assistant had arrived and was set up at her desk as usual. Regardless of what had happened with Zane last night, she and Perlah had some unfinished business that they needed to discuss. Specifically, Perlah’s utter betrayal of Claire’s trust. Maybe she would go to the meeting with Zane afterward, maybe not. 

Option C: Claire still hadn’t had a good sit-down with her husband, and at this point, it felt overdue. She had been deeply sexually frustrated lately, wanted to see more dominance from him, and, maybe most importantly, had discovered his strange porn account on Zane’s website. Maybe if she could straighten out her relationship with Dan, everything else might get a lot easier. That, combined with Zane being more respectful during work, might solve all of her problems, in fact. She could easily play hooky for the day and head home. Dan wasn’t working today anyway, so they have a good discussion as soon as she got home.