Sowing Her Wild Oats - Part 1

"So...a friend of mine brought up this...I don't know, this thing," Jay said. "And I don't know...I guess it got me thinking."

Andrea lifted her head from her fiancée’s chest, studied his face for a few moments to gauge if she should be worried about the concerned tone in his voice, and then kissed him on the cheek.

"What is this thing your friend brought up?" she asked.

"Well...he mentioned...he asked if it might be a problem some day that I'm the only guy you've had sex with."

"And why would that be a problem?"

Jay seemed to relax a little. "Well, he said that he could see it becoming a thing where, like, after a few years or a decade of marriage that you find yourself wondering."

"Wondering?"

He looked away for a moment. "Wondering what it would be like to have sex with another man."

Andrea wasn't entirely surprised that they were having that particular conversation, mostly because two of her friends had already brought it up. One had done so in a rather crude manner - saying that Andrea needed to fuck someone else before she married the man she lost her virginity to - but they'd both expressed the same concerns that having sex with only one man might cause future problems.

"I suppose this is a good time to confess that a few of my friends expressed the same concerns," she said.

That seemed to surprise Jay. "Oh, really?"

She nodded. "It sounds like they said roughly the same thing as your friend. That there might be some sort of wondering a little further down the line. I don't know, though. My friends aren't married. They're not engaged, either. I feel like they have no idea what they're talking about."

"So you're not concerned?" Jay asked.

Andrea smiled. "Well, the sex we just had was really good. I had a really good orgasm. I always have a really good orgasm. I know girls that don't ever cum with their boyfriends. I always cum. I mean, if we had bad sex I think our friends would have a point. But we don't have bad sex, right?"

He smiled. "No, we don't."

"So then I think we can safely put aside their concerns, right?"

Jay answered by kissing her and then Andrea rested her head on his chest and ran her fingers down his stomach. She caressed her fiancée’s soft cock and balls and he let out a gentle moan. She knew he could get hard again without much effort - he was 23, after all - and the idea of having sex again struck her as rather appealing, so Andrea stroked him while they kissed and soon enough they were fucking again, which led to another good orgasm, which ensured that Andrea slept exceptionally well that night.

---

"You keep saying good sex."

Andrea nodded. "Yes, exactly. We have good sex. Why is that a bad thing?"

Her friend Emmie looked frustrated with her, which had been exceedingly rare in the five years they'd known each other. "Because sex can - and should, at least some of the time - be great. It can be the kind of thing that leaves you lightheaded, that makes your toes and fingers tingle, that puts a smile on your face that just won't go away, that leaves you feeling genuinely desperate to experience that kind of sex again. That makes you absolutely mad for the person that fucked you to that mind-blowing orgasm."

Andrea's first thought was to offer a defense of her sex life with Jay. She didn't, though, as that thought was quickly usurped by another that questioned if she'd ever had sex of the sort Emmie was talking about.

Against her better judgment, Andrea asked, "Have you...have you had sex like that? I mean, have you really had sex like that?"

Emmie nodded. "I have, and your question means that you haven't. And I'm not saying that you shouldn't marry Jay just because you guys don't have great sex - from what I've heard, lots of women are happy in marriages where the sex never rises above good - but I just want you to think about it."

Andrea was surprised at how frustrated she felt. "You know, that's not as helpful as you think. You're basically saying that I should imagine some sort of sex that's better than the good sex I have, but how am I supposed to do that? It's like you're asking me to live in a fantasy and then decide if I should, what, fuck some other guy or break up with Jay just because the sex is good instead of mind-blowingly great?"

Emmie's shoulders sank. "You're right. I don't...you're right. It's a shitty thing for me to suggest. You love Jay. You know you're going to be happy with him. The sex is good. What kind of friend am I?"

Andrea felt bad for lashing out and reached across the table to squeeze Emmy's hand. "A good friend, actually. A really good friend. I like that you're looking out for me. I'm sure lots of women get into bad marriages because they don't have anyone looking out for them."

Emmie was being a good friend - or at least trying to - and Andrea appreciated that she had someone in her life that cared enough to risk having the kind of conversation they'd had.

As it turned out, though, that conversation had unexpected consequences. The first of those occurred a week later. Andrea was in line at the very same coffee place where she'd met Emmie. The guy in line behind her struck up a conversation with her. Andrea saw him glance at her engagement ring right before he started flirting in a fairly aggressive manner. She found herself enjoying his attention and doing a little flirting of her own.

Nothing came of it. Andrea got her drink and headed back to her car. She set her cup in the holder and was stunned when she found herself wondering what it would be like to fuck the guy she'd flirted with. The thought was in her head for just a few moments, but it was the first time she'd thought about having sex with someone other than Jay.

Over the next few weeks, that thought began cropping up more and more often. At first it was about guys that flirted a little. Then it was about guys that smiled at her. Then it was about guys that Andrea walked by on the street.

For a while Andrea managed to stave off any sort of concern about her mind's sudden eagerness to wander towards thoughts of sex with other men, but when it began happening multiple times a day she couldn't help but wonder if she had a real problem on her hands.

Andrea invited Emmie out to dinner so they could talk about it.

"I'm so sorry," Emmie said after hearing the full story of Andrea's wandering mind.

"Sorry? Why?"

"Because I feel like I put this suggestion in your head. If I hadn't said anything you probably would be just fine."

Andrea laughed. "I'm not sure about that. Jay brought it up, too. A friend of his had said something to him and he said something to me. I didn't think anything of it at the time - we had sex right after he brought it up, in fact - but it's possible that it was Jay's introduction of the question that really set me off. It doesn't really matter how I got here, though. What matters is getting past this."

"Fair enough. Any ideas of how to do so?" Emmie asked.

Andrea shook her head as a sense of desperation washed over her. "At this point my only idea has been to try and wait it out. I just..."

"You just what?"

She took a long sip of her drink. "What if I wait and it doesn't go away? What if we get closer to the wedding and I'm still thinking about having sex with half the guys I see? That seems like it would be really bad."

"Agreed."

Andrea recognized the look on Emmie's face. Her friend had an idea. She was just nervous to share it. "Just say it."

"You know, you don't hear it much anymore, but guys used to be told that they needed to 'sow their wild oats' before they got married, which just meant that they should have lots of sex before settling down."

She paused so Andrea leaned in and asked, "Okay. What does that have to do with my situation?"

"Maybe that's what you need to do. Sow your wild oats. Have some sex. See what it's like with other guys. Chances are good that you'll learn that Jay is a great guy, that you made the right choice when you accepted his proposal, and that you'll end up having a happier marriage because you won't spend even a moment of it wondering about what could have been if you'd sampled some of the pleasures available to you."

"I couldn't cheat on him."

"I know. I guess that makes it a terrible plan."

It was a terrible plan. Or at least Andrea thought it was.

---

Andrea was standing in front of the bathroom mirror and staring at her engagement ring when her phone dinged and the screen lit up.

"So, are you going through with it?" Emmie texted.

Andrea looked at her ring a few moments longer and picked up her phone. "Third date's the charm."

"And is Jay actually okay with this?"

"Yeah. At least he says he is. I suppose I'll find out how true that is after tonight."

Jay was out with his friends, none of whom knew that Andrea had been on two dates with Nelson, a man she'd met on a night out with her friends. This was after she'd talked to Jay about her sudden misgivings, after she'd talked to him about potentially sowing her wild outs, though that wasn't how she put it.

Jay hadn't been enthusiastic about the idea - of course he hadn't - but he'd told Andrea that he loved her more than anything and that if they were really meant to be together that her sleeping with another guy before they got married wouldn't really matter in the long run.

Now Andrea was on the verge of sleeping with that guy. She and Nelson had been on two great dates. They'd fooled around some, too. Kissing. Some touching. A little under the shirt breast play and a little over the pants cock stroking had been as far as they'd gone. For the third date, though, Andrea planned on going all the way with him.

She hadn't said anything to Jay - or anyone else for that matter - about her desire for Nelson, but it was intense. Andrea was fairly certain that it was more intense than any desire she'd felt for Jay. It bordered on feeling...animalistic. Like it had become a basic need that she was required to fulfill, like that desire was governed by her subconscious, giving her no control over it.

Andrea also hadn't mentioned to Jay that she'd masturbated while thinking about Nelson. Specifically while thinking about the way he touched her breasts as they were kissing and about the way his cock felt through his slacks as she stroked him on their last date. She'd masturbated to thoughts of Nelson and she'd had a remarkable orgasm that felt a lot closer to the sort Emmie had described. It had left Andrea borderline desperate for her third date.

She'd even considered asking Nelson if they could skip dinner entirely and just go back to his place. She didn't want to come off as a slut, though, so she wasn't going to do that. Andrea was certain she'd spend most of dinner thinking about sex, though. She only hoped she'd be good company.

---

It was after midnight when Andrea came home. She entered the apartment as quietly as possible in case Jay was asleep, but there was no need. He was wide awake and sitting on the couch. His phone was sitting on the coffee table. He looked like he'd had a long night.

"Hey," he said as she stepped into the living room. His eyes roamed over her body, though it seemed less like he was appreciating her in the dress she'd worn and more that he was searching for something.

Andrea set her purse on a chair, looked down at her feet for a moment, and said, "Hey."

"How...how was your night?"

Jay had requested that Andrea not share any intimate details of her night, which meant there wasn't a great deal to say. "It was good," she said. Then Andrea thought of the orgasms she'd had and smiled before adding, "Really, really good, actually."

Jay stared at while running both hands down his thighs. He gripped his knees for a moment and then grasped the faux leather cushion of their couch and leaned back while letting out a long breath.

"Did you...did you have sex with him?"

"You...you didn't want any details."

Jay leaned forward for a moment and then ran his fingers through his hair. He looked stressed, though Andrea found it hard to blame him for feeling stressed. She'd just done something that most men wouldn't have been okay with, and it wasn't until after she'd come down from her second orgasm that it dawned on her that she might have been rather cruel to Jay in asking if he was okay with her having sex with someone else. It was entirely possible that Jay had felt like he'd have lost her if he didn't say yes, which might have meant that he felt like he had no choice.

"I know," Jay said as he looked away. "But I...I want to know. Did you have sex with him?"

"I did," Andrea replied.

Jay looked at her and suddenly he seemed so vulnerable. More vulnerable than she'd ever seen him. Andrea wanted to run over and take him in her arms, but she wasn't sure that he'd welcome that.

"Was it...was it good?"

Andrea was wary of being honest, and yet she knew she had to be. "It was great," she said. "I had great sex tonight. Twice."

The look on Jay's face was the last Andrea thought she'd see. She knew him well enough to recognize when he was aroused. It didn't fit with what she expected he'd feel that night, but there was no question in her mind that he was aroused, at least in that moment.

Andrea moved towards the couch and Jay stared as she approached. She glanced between his legs and saw what she thought was a bit of a bulge. She acted on instinct.

"Would you unzip my dress?" she asked.

Andrea spun around without waiting for an answer and Jay stood and unzipped her dress.

"And would you help me out of it?"

He stepped closer and pushed one of the straps from her shoulder. Andrea gently pushed her ass against his crotch and felt his erection. Jay was stone still for a moment and then she moaned softly.

His lips found the back of her neck as he pushed the other strap from her shoulder. He kissed her neck and shoulders and upper back while slowly working her dress down her torso and over her hips. Andrea pushed it the rest of the way down - while bending over and pushing her ass hard against his cock - and then stood and stepped out of it.

She turned around and unzipped his pants. Her fingers slipped inside and she freed his cock. Jay moaned into her mouth while she stroked him a little and then she leaned in to kiss him.

"Wait...wait," he said.

Andrea felt a touch of panic at the idea that she'd pushed him too far and ruined the moment. "What is it?"

"Did you...did you give him a blowjob tonight?"

She couldn't tell if he loved or hated the idea. "I gave him head, yeah. As foreplay."

"Both times?" he asked.

Andrea nodded. "Yes. I had him in my mouth twice tonight."

She saw the arousal again and Andrea was delighted to feel her pussy gush at the notion that she hadn't fucked up her relationship, that Jay was actually into the fact that she'd been with someone else that night.

In response to that arousal she leaned in, kissed Jay's neck softly, and whispered, "I sucked another man's cock twice tonight."

He groaned like she'd never heard him groan before. Then he kissed her with a wild kind of fervor. His tongue moved quick and deep. He started to thrust his hips a little, too, like he was trying to fuck her hand. He wasn't just turned on. It was something beyond that.

"Do you want me, baby?"

"Yes! I want you so badly."

Andrea loosened his belt and stripped him from the waist down while Jay took his shirt off. She kissed him deeply and then pushed him onto the couch. Her body hummed with a surprising level of desire - she'd thought so much about Jay that she hadn't paid particular attention to herself - and she wanted him just as badly as he wanted her.

Andrea was also taken with a desire to unleash more dirty talk like what she'd whispered into his ear, if for no other reason than to hear Jay groan like that again.

"You want my pussy?"

He looked up at her from the couch and nodded.

Andrea pulled her panties down and slipped two fingers inside her exceedingly wet pussy. Jay watched with his mouth agape as the sounds of her wetness filled the air.

"Do you want my pussy even though another man had it twice tonight? Even though another man's cock was deep inside my pussy?"

"Fuck, Andrea, please...sit on my cock."

She straddled him and took his cock inside her. He wasn't quite as big as Nelson, but it felt good. Really good, in fact. Better than it had felt the last time they had sex, though Andrea hadn't been anywhere near as turned on the last time.

They kissed deeply as she rode him with wild abandon. The sex wouldn't be slow. It wouldn't be romantic. She was too turned on for that and Jay offered no objection. If anything he seemed to want her to ride him faster.

"Fuck...your pussy feels so good."

"Yeah? Does it feel good to be in my pussy after he fucked me, Jay? Does it feel good to be in my tight pussy after he stretched me out?"

Jay groaned in that same beautiful way. The look on his face was incredible, too. It was pure pleasure. Perhaps the most intense look of erotic joy she'd ever seen on his face.

"Was the sex really great, Andrea? Was the sex with him great?"

"Yes. Nelson fucked me so good, baby. The sex was so fucking good!" Andrea was suddenly thinking of Nelson, of riding his cock in his bed. Of how deep he was inside her. Of how turned on she was with him. Of how his hands moved over her body in the most perfect manner. "It was the best sex I've ever had."

"Fuck!"

Jay came inside her. He came hard. Perhaps harder than he'd ever cum, at least if the look on his face and the way he was moaning was any indicator.

To her delight, Andrea came too. She had to grind her clit into his pelvis a little while he was cumming, but she got there. It felt fucking great, too.

It wasn't the time to say it - not while he was cumming inside her - but it was immediately obvious that it was the best orgasm Jay had ever given her. Andrea couldn't begin to assess why that was the case, but it gave her a great deal of hope for their future.