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Zack wasn’t sure why, but he was nervous about asking Austin, his closest friend, to be his best man. There was no question in his mind that Austin would say yes, but Zack’s heart was still beating way harder than it should have been as they ordered two beers from a waitress in an astoundingly tight t-shirt and settled in to talk.
"So, how's the wedding planning going?" Austin asked as the waitress set their beers on the table.
Zack chuckled. "You don't give a shit about how the wedding planning is going."
Austin laughed loud enough to draw the attention of a few people drinking near them. "You're right. I don't. Marriage seems like a horrible idea to me. It's nothing personal of course. You and Bella are a great couple. I just don't think anyone should get married."
Zack raised his glass and sipped his beer, which was remarkably good. "I know. I believe you made that clear the very first time we met. That was just a few weeks after I'd moved to town."
"I remember it...well, I don't remember it well, as I believe I got pretty drunk that night, but I remember thinking that you and I would end up being good friends, and I was right about that, wasn't I?" Austin said.
Zack nodded. "So, I don't think I've ever asked about your distaste for marriage. What's the deal with that?"
"My parents had a terrible marriage," Austin answered without hesitation. "Loud shouting matches. Lots of sadness - mostly on my mom's part - and eventually they both cheated. The divorce happened shortly thereafter. Then, they both got into what seemed like good relationships. They seemed happy, and it was the first time I could remember them seeming happy. Then, both of those relationships turned into marriages, and I swear, the moment both of my parents got hitched to the new people in their lives, the misery followed. It was like making it official also guaranteed it was going to fail. It was astonishing."
"So, to you, marriage equals misery," Zack noted.
"Pretty much, yup," Austin answered in a matter-of-fact manner.
"Well then, this might be a little awkward," he said. "But, fuck it, I'm asking anyway. Would you be willing to put your feelings about marriage aside and be my best man?"
Austin smiled. "Holy shit. I'd be honored, Zack. I swear, I'm not one of those people that tries to convince their friends that marriage is bullshit. It's more that I know it won't work for me."
Zack breathed a sigh of relief. Austin was the only person he'd considered for the best man position. "Thank you, man. I appreciate it."
"No, thank you," Austin said. "So, should I be planning a bachelor party? Are you guys doing a combo bachelor and bachelorette weekend getaway thing? What's the deal? What do I need to be thinking about to be an excellent best man for you?"
Zack took a moment to consider the bevy of questions and said, "You know, I'm not sure. I haven't talked about any of that with Bella. I imagine we'll do something, though, whether it's a bachelor party or some kind of combo thing."
Austin smiled and sipped from his beer. He seemed genuinely happy, like he hadn't expected to be asked to be Zack's best man and the request utterly delighted him.
"So, you're never going to get married?" Zack asked, in part because his impending nuptials had him thinking a great deal more about marriage and he couldn't help but feel like his friend was missing out on one of the best things about life.
"No," Austin answered. "I like having a girlfriend and I'd like to have a long term thing at some point, I just don't want it to end in marriage, you know?"
Zack nodded. Austin made a compelling argument for why marriage wasn't right for him, and he wasn't going to push. "I assume it's challenging to find someone that wants a relationship but doesn't want a marriage?"
"Correct," Austin answered. "It's not hard to find women interested in a casual relationship - or just a friends with benefits kind of thing - and it's not hard to get a relationship started, but most of the women I date end up bailing when we talk about the fact that I'm not interested in getting married. They all seem to think it's about a fear of commitment, when it's really about me not wanting to fuck up a good relationship."
"I've never done the friends with benefits thing," Zack said. "It seems like it would be really hard to keep the friend part going once you've started having sex with someone."
Austin smiled in a way that made Zack think he was enjoying a memory. "Sometimes it works, sometimes it doesn't," he said before leaning in, taking a breath, and adding, "I'm not exactly proud of this, but the times it's worked best are when it's been with a woman that's not getting what she needs at home."
"Wait, like, a married woman?" Zack asked.
"Yeah. I know, it's kind of awful of me," he replied. "It's just...I don't know...there's just something about it that's kind of irresistible. It's a weakness, though."
Zack wasn't entirely sure that Austin actually believed it was a weakness. In fact, he was fairly certain his friend thoroughly enjoyed having sex with married women. What Austin didn't know was that Zack, of all people, could understand that sometimes a man could find an excess of pleasure to be had in fucking a woman who was in a relationship with another man. Zack just happened to be on the other end of that transaction, which he found a great deal of pleasure in.
"It's not awful," Zack said.
Austin's eyebrows shot up, indicating genuine surprise at his friend's response. "It's not?"
Zack shook his head. "You're giving a woman what she needs, what she can't get from her husband or boyfriend. Because if she could get it from him, she wouldn't be coming to you for it, would she?"
Austin sat back with a bemused look on his face. "I guess not, no. I have to say, though, I'm surprised to hear you say that."
"Why?" Zack asked.
"Well, I don't know, I guess because I wouldn't think that someone that's about to get married would be so open-minded about extramarital sex. I mean, don't most people think of marriage - and the vows, and all that - as this really precious covenant that can't be broken?"
Zack was a little nervous that he was about to travel down an unwise path with his friend, but he'd been tasked with finding a man worthy of fucking Bella on their wedding night, and Austin struck him as the perfect guy. He was good-looking, strong, confident, and Zack was fairly certain that he was good in bed. If he wasn't, it seemed unlikely that women would be so eager to sleep with him repeatedly, and to cheat while doing so.
"I guess I'm not like most people," Zack said. "Neither is Bella."
Austin rested his elbows on the table and stared at Zack as if he was studying his face for some sign of his intent. "So...are you saying...wait, what are you saying?"
Zack could have pulled back. He could have acted like he didn't mean to imply that he and Bella were open to fucking other people. It would have seemed weird, but they could have moved past it with ease. He didn't want that, though. The more he thought about it, the more Zack liked the idea of Austin being the one to fuck Bella on their wedding night, and presumably on many nights before – and perhaps after – that.
"What do you think of Bella?" Zack asked.
"She's great for you," Austin answered.
Zack laughed. "I know that. That's not what I meant, though. Are you attracted to her?" Now he was being as close to direct as he could.
Austin leaned forward and stared across the table at Zack. A few seconds of silence passed between them before he said, "Your fiancée is beautiful, Zack. Sexy, too, especially when she wants to be."
"When she wants to be?" Zack asked.
"Remember that party a few months ago? She came in that tight, low cut black dress and those high heels? She'd done her hair like I'd never seen it before. She even did her makeup differently, with the smoky eyes. It seemed to me that she was trying to look sexy, and it absolutely worked," Austin said.
Zack suppressed a smile as Austin made it perfectly clear that he was attracted to Bella. Zack remembered that party - a guy Bella was interested in was also in attendance and she'd dressed up for him - and Austin's memory of how she looked was sharper than Zack's.
"You remember that party well," Zack said. "Here's something you probably don't know, though. Bella dressed like that because she was interested in someone else at the party. Someone she was interested in fucking."
Austin looked surprised once more, though Zack understood. He'd just been perfectly explicit about the kind of relationship he and his fiancée had and that would come as a surprise to just about anyone, given how different it was from most relationships.
"So, you guys are in an open relationship?" Austin asked.
Zack shook his head. "I guess you could say that it's half open. Bella gets to sleep with other people, and she always will. I don't. But, there's no reason to feel bad for me. I couldn't explain why if you asked me, but I can tell you that I love being in that kind of relationship. It's like I was meant for it. I've never been so satisfied."
"Why are you telling me this?" Austin asked, though there wasn't a hint of distress on his face. If anything, he seemed curious.
Zack had been silently debating how much to share with Austin and he'd decided that jumping right to the full explanation - that he'd been tasked with finding a man to fuck and cum inside of Bella on their wedding night - would be too much. He needed to keep it much simpler at first. "Because Bella is looking for someone new, and she tasked me with finding him. I hadn't thought of you, but then you mentioned that you sometimes sleep with married women, and I figured you might actually be perfect."
"Wait, so you're telling me that Bella asked you to find someone to sleep with her and that you're asking me to be that someone," Austin said.
Zack nodded. He saw no reason to share that it was actually Bella's mother that had tasked him with finding someone for her daughter to fuck on her wedding night. That would only add a layer of confusion to the discussion. "It's okay if you're not interested. I hadn't yet gotten very far in my search - this is not something I've done before - and I could be totally wrong that it wouldn't be really weird between the two of us if you started fucking Bella, but my gut tells me that it would work, and that you're interested."
"I am," Austin said. He paused a moment and added, "Is it weird that I just told you that I'm interested in fucking your fiancée?"
"Not at all," Zack answered, though of course it would have been considered exceptionally weird in just about any other context. In this context, though, the weird thing probably would have been Zack admitting that he felt an exceptional rush of arousal when Austin uttered the words, 'fucking your fiancée.' In fact, he felt such potent arousal that he needed to take a breath to try and let it pass.
"So, how would this work?" Austin asked, making it perfectly clear how eager he was.
"You'd got on a date with Bella," Zack said. "You could take her out for drinks or a meal, or whatever you want, really. If it goes well, you two end up fucking. If that goes well, you end up fucking a whole lot."
"And you really wouldn't mind your fiancée and your best man having sex in the months leading up to the wedding?" Austin asked.
Zack considered sharing the full plan with his friend - that the whole point of putting Austin together with Bella was that they'd fuck both before and immediately after the wedding - but there'd be plenty of time for that. For now, all Austin needed to know was that Zack was fully on board with his friend having sex with his fiancée.
"As hard as it might be to believe, I really like the idea of you having sex with Bella in the months leading up to the wedding," Zack said. "I don't want to get too explicit and make things weird, but it's a turn on for me."
"I believe you," Austin replied. "I mean, I can't think of a single reason you'd be telling me all this if it didn't turn you on, so I believe you."
"And am I right that you'd be more than a little interested in fucking Bella?" Zack asked.
"Yes, you're right," Austin answered. "If we're being honest here, I've had a little bit of a thing for her since that party. She looked so good, but it was more than that. She was just emanating...something…something irresistible, you know?"
Zack nodded. He knew better than most men that Bella was irresistible, especially when she was actively trying to lure a man into fucking her. "So I can set you two up on a date?"
"Absolutely," Austin answered, and this time he couldn't contain the giddy smile that had clearly been trying to run across his face for the past ten minutes. "The sooner the better, as far as I'm concerned."
It was settled. Zack had found the right man - or at least he hoped - to fuck Bella on their wedding night. Austin didn't know it yet, but Zack would be cleaning his friend's cum out of his wife's pussy in just a handful of months, perhaps even sooner. The thought was far more erotic than Zack expected, which he took as further proof that he'd made the right decision, that Austin really was the right guy for Bella. He'd find out soon enough.

Bella couldn't help but smile as she walked towards Zack's car. Her date with Austin had gone exceptionally well - the post-orgasmic tingling between her legs was proof of that - and she intended on giving Zack a treat as a reward for finding such a capable man for her.
"Hey," Zack said as Bella got in the car.
"Thanks for coming to pick me up," she replied with a smile.
Zack studied her like he was trying to discern if she'd fucked Austin or not. Her text requesting he pick her up hadn't revealed how the date had gone, and Bella enjoyed the desperate look on his face as he tried to figure out if she'd cuckolded him.
Zack reached to start the car and Bella leaned over, grabbed his wrist, and said, "Not yet." She reached up, caressed his face, and pulled his lips to hers for a soft, sensual kiss. She knew it wasn't likely he could taste his friend's cock on her tongue - she'd gone down on Austin before they'd fucked, after all - but she liked the idea that the tongue that had pleasured Zack's friend was now in his mouth.
"Wow," Zack said after the kiss. "That was...that was a hell of a kiss, Bella."
She dropped her hand into his lap and smiled as she felt his stiff cock. "Do you remember how this all started?"
"You said Luke's name," he answered. "In my car, if I remember correctly. You went out for after work drinks with your friends, you had those drinks at Luke's bar, and you were so horny after hanging out with him that we fucked in my car while you were thinking about him."
Bella remembered how guilty she'd felt after saying Luke's name with Zack's cock inside her. In the moment, it had been a painful experience, but as it turned out, it was exactly what they needed, for that little slip of the tongue changed everything.
"I did get so turned on talking to Luke," she said with a smile. "He was actually better looking than he'd been back in school, and a lot more confident, too. As it turned out, he was exactly what I needed in that moment."
"Because I wasn't giving you what you needed," Zack observed.
Bella stroked his cock through his pants, smiled, and said, "No, you weren't. As it turns out, you've never been capable of giving me exactly what I need, not on your own, anyway. You are, however, perfectly suited to being my cuckold, aren't you?"
"Yes," Zack answered. "I am, Bella. I love being your cuckold."
"That night," she said. "When I went down on you in the car, I was thinking of Luke. I was thinking of blowing him in his truck, back when we were dating. I was thinking of how much I used to enjoy doing that, how good it felt to have his cock in my mouth, to make him feel good, to make it so he filled his truck with moans of pleasure because I could make him feel so good."
Zack groaned and Bella smiled. She liked making him feel good, too, and she was feeling particularly generous after the fun she'd had with Austin, Zack's hand-picked candidate to cuckold him on their wedding night. Feeling particularly naughty, Bella unzipped Zack's pants, reached inside, and freed his cock.
"What are you doing?" he asked.
"What does it look like I'm doing?" Bella replied. "I'm going to suck your cock, Zack."
Before he could say a word, Bella dropped her head into his lap. She took his dick in her mouth and listened to him moan. It was the second cock she'd had in her mouth that night - Austin's was far more impressive - but Bella didn't mind being the kind of girl that blew two men in one night. After all, Zack didn't mind being the kind of man whose fiancée fucked other people, so he deserved a reward.
"Does that feel good?" Bella asked as she looked up at him.
"It feels so fucking good," Zack answered.
"Austin thought my mouth felt good too," she said.
Zack moaned as she played with the head of his cock. "You went down on him?"
Bella smiled at his rather conservative choice of words. "I sucked his cock, baby. We went back to his place after our date. He made me a drink, we chatted a little, and then we started fooling around on his couch. He's an exceptionally good kisser, and he most definitely knows what to do with his hands, though I was wet long before he ran his fingers under my dress and into my panties."
Bella took Zack's cock into her mouth once again. She bobbed up and down on it, paying close attention to his moans to make sure he didn't cum too quickly. She wanted to have a little fun, after all.
"He fingered me for a little and got me turned on enough that I needed to see his cock. I unzipped his pants and I pulled him out, just like I did for your cock. Only his is a lot bigger than yours," she noted.
"Yeah?" Zack asked without a hint of insecurity.
"You made a good choice, baby," Bella said. "I'm going to enjoy having that big cock inside me on our wedding night."
Zack moaned. "Oh, fuck." He was into it. Bella had him in that place of wild arousal that she wanted him in.
"I took him in my mouth after just a little bit of stroking. I felt this incredible urge to suck his cock, Zack. It was a need. A deep-seated need. I had to suck his cock, so I did. He moaned for me, Zack. Your friend moaned for me. He told me how good it felt," Bella explained.
She parted her lips and took Zack's stiff cock between them. She moved her hand up and down his shaft along with her mouth. She sucked hard and let some of the saliva past her lips to soak his shaft.
"Move your seat back," Bella said.
Zack did so without hesitation and Bella sat up and straddled him in the driver's seat. Her pussy was still slick from the intensely pleasurable sex she'd had with Austin, so when Bella pulled her panties aside and sat on Zack's cock, he filled her with ease.
"Your friend fucked me, Zack," Bella said softly. "He fucked your fiancée. He fucked me good, too. You make a good choice, baby. I didn't even realize how badly I missed getting fucked like that, either. It's been too long since I had someone else's dick inside me."
"A...a superior man's dick?" Zack asked.
Bella smiled and caressed his face. Zack wanted a little of that cuckold-flavored pleasure. "Yes, a superior man's dick. He's bigger. He's got a better body - a much better body, in fact - and he lasts a lot longer than you, baby. He was assertive, too. I rode him like I'm riding your cock, but he took me how he wanted me, too. He took me missionary style. He took me from behind. He made sure I got a little of everything, and he made sure I came hard on his cock before he claimed his orgasm."
Bella kissed Zack and rode him faster. Their tongues danced and she found it remarkably thrilling to have sex with him in the car all over again, to be recreating that moment after her first flirtation with Luke, and to be doing it after she'd fucked Zack's best man for the first time.
"Are you going to see him again?" Zack asked.
"Of course I am," Bella replied. "I'll take it slow at first - there's quite a few months to go before the wedding - but I have a feeling I'll be seeing a lot of Austin. I'm quite certain he'll get to know my pussy exceptionally well before he fucks me on our wedding night. I'm already looking forward to that, by the way. I can't think of a better way to start our marriage than by having you watch your best man fuck me and fill my pussy with his cum before you crawl between my legs and lick it out of me."
It seemed that Zack was excited about that prospect too, because he came hard inside her, filling the car with animalistic grunts and groans while the pleasure of his climax washed over his face.
"Did you enjoy that?" she asked.
"Like you wouldn't believe," Zack replied.
"I left my panties with Austin," Bella said. "And I don't want cum leaking out of me on the ride home. You'll have to clean up your mess."
Zack smiled and tilted his seat back as far as it would go. Bella lifted her pussy from his cock and moved her hips forward. Zack pressed his mouth against her slippery opening and his tongue probed her.
Bella felt powerful, like her mother always said she'd feel when she fully embraced being the dominant half of a cuckold relationship. She smiled at the notion of growing into the role of being Zack's domme and cuckoldress, and of getting better at giving him what he craved and taking what she craved. She still had so much to learn, but she loved the idea that her relationship was only going to get better.