A Year of Living Dangerously

(All characters are aged 18 or older in all described scenarios. This is Part 3 of a five-part story. I would encourage you to go back and read from the beginning, but each part can be enjoyed independently.)

Some lines can only be crossed in one direction, and once crossed, there is no going back. Emily and Mike had committed themselves to a year of saying 'yes' to each other, and now, just halfway into their year, they were at a crossroads. These two 'good kids' who had resisted most of the temptations of adolescence and whose sexual repertoire prior to becoming a couple was pretty limited, were now contemplating expanding their carnal experiences beyond the traditional confines of their marriage. That was a line that once crossed could never be undone. Risky. Exciting to consider, but very risky.

The exploration of new things during the past months with Mike had opened up a whole new world for Emily. With each new thing that they tried, she wanted to try another! She wanted to learn about it all! She had heard the stories of her friends' exploits and desperately wanted to have some wild experiences of her own. What if 'another' meant something beyond what only she and Mike could do together? What if 'another' meant finding others to play with as well? It had worked for some of her friends, why not for her? Could she bury her natural human jealousies and insecurities and embrace a total rejection of a lifetime's moral code? Could Mike? Could it just be recreational or would it destroy them? Was it worth the risk?

For Mike, the opportunity to experience having sex with other women was exciting, but the fear of other guys having sex with Emily was terrifying! What if they were better at sex than he was? What if their dicks were bigger than his was? What if he just didn't measure up and Emily decided that she wouldn't be sexually satisfied with just him anymore? Would jealousy be so strong that it overwhelmed him? And what if that other 'someone' was a female and Emily decided that she liked women as much or more than she liked men? What if he lost her? He loved Emily, but this was all about sex, not love, so maybe the risk could be worth the reward. But if things went wrong, it could mean the end for them.

Another Saturday morning of difficult conversation was about to be conducted at their kitchen table. They both knew where their path could be leading them, and they were each simultaneously terrified and exhilarated at the shared idea. If ever there had been a time for an absolutely honest discussion of their deepest feelings, it was now.

"I never told you about what the girls shared that night at Rachel's birthday party, did I?" Emily knew the answer, but a conversation has to start somewhere.

"No, but it sounds like some of their escapades were pretty good ones. Do tell!" Mike leaned forward, anticipating a juicy story.

"One of the girls -- you remember Ashley, right? She told us about getting picked up at a bar by an older couple. She said that it was really nice."

Mike knew precisely where this was going and waited for the punchline. It wasn't far away.

"How do you think you'd feel if we invited someone to join us in the bedroom, just to play? Hypothetically, of course."

"Hypothetically? It would depend on a lot of things, I suppose, but I guess it would be pretty hot. I don't need anyone else though, Emily. Our sex life is great! Especially these past few months." Mike's feeble attempt at taking the safe route almost made Emily laugh, but she recognized that, once again, he was trying to put her needs before his own. She knew him. She knew that given the chance and with her complete blessing, he would love to experience a threesome. What red-blooded guy wouldn't?

"I love you, Mike, but I'm calling bullshit! You'd love to have another girl in our bed and it's okay to admit it." Emily lowered her voice as if to prevent being overheard. "I would too, I think." And there it was. Raw admission of innermost desire. Emily had just led Mike to the threshold of the gate and had dared to inch a toe just over the line.

The couple sat silently for a couple of minutes, each lost in their thoughts. Emily had just confessed to him her desire to have sex with a woman! This was a huge step, and even admitting interest had risk. She had never given any indication before that she had any bisexual tendencies. Maybe she had just realized it and wanted to push her limits. Maybe there was something more. Either way, she had just told her husband that she wanted another girl in their bed. But Mike needed a little more information.

"If this 'other girl' was in our bed, would we both be involved or just you?" It had to be asked.

Emily took a deep breath. "Both of us," she stated with feigned confidence. She really didn't want to share Mike with another girl, but it only seemed fair, and if they were going to find where their limits were, she was going to have to accept it.

"It could ruin us, Emily. I mean, this is serious stuff."

Emily's eyes bored into his soul. "What about another guy, Mike? Would you be okay with that?"

"You want that too?!? I don't know. Just for sex, right? No relationship bullshit here? No catching feelings?"

"Just like the toys in our nightstand. There to play with but only for fun. Once it's over, it's over."

"I get jealous even imagining you with your past boyfriends, Emily. I know that it's because of my own insecurities, but what if you like another guy's dick more than you like mine? What if he's bigger than me? What if he's a better lover? What if the son-of-a-bitch gets stuck in my head and fucks with my self-confidence?" Mike choked up a little. "What if it just proves that I'm not good enough for you?"

"Or what if it just proves that you really ARE the best for me? Your cock is the perfect size, Mike! Big, but not SO big that it hurts. Perfect! The girls were sharing stories about some monsters that they had enjoyed in the past, and it might be kinda fun to experience what a huge one feels like -- just once. Who knows? Maybe it'd be too much for me to handle." Emily's eyes dropped at her confession, hoping that Mike didn't feel too threatened. "But I love YOU, Mike! YOU! Who cares if some guy's dick is bigger? So what? This is all just about playing, right? You're the guy that I want to spend my life with! You're the guy that I want to make love with! Besides, I have the same insecurities as you do, you know. I'm sure that there are a lot of really pretty girls who are way better in the sack than I am. And maybe you'd get to experience one of them! I really don't care as long as when it's over you still love me!"

She had been thinking a lot about this. Hell, so had he. They both knew that this was the next step for them. Mike sat very quietly, his shaking hands gripping his coffee cup so tightly that he thought it might break.

"Mike, do you trust me?" Emily finally asked. He nodded and she continued. "I trust you too! I'd hope that if we actually went through with this, that it'd be a great experience for each of us. But when it's done, we go home together, hopefully with some great memories of something exciting that we shared, and nothing more."

"Would you want to be together in the same room, or separate?" he asked, stunned at the words coming out of his mouth, still uncertain if he could actually go through with it.

"I don't know, maybe both? Being together might be really weird, but that way we'd completely share the experience, and we would both know exactly what did and what didn't happen. Maybe your imagination won't go out of control on you if you've witnessed everything firsthand. But maybe it would be too much."

"So, I would see you having sex with another guy or girl right in front of me?"

"And I would watch you having sex, too. Or not. Or maybe I'd join in! But we have to promise that we'll share EVERYTHING with each other. No secrets. No hidden feelings or emotions that we hold inside, okay?"

"I really have to think about this, Emily. It was fun when this was just a fantasy, but we're talking about doing this for real now, and I don't want to lose you."

"You won't, Mike. I promise!"

"So how would this work? You can't just walk up to people and ask them to have sex with you!"

"What if we met another couple that we both liked somewhere, and just let things evolve? It would have to be far away from here, and definitely not with anyone that we know now! Maybe at one of those Caribbean resorts that you told me about?"

"Has to be with people that we both feel attracted to. No 'taking one for the team' here," Mike said, smiling very apprehensively.

A few clicks on her favorite travel site later that afternoon, and Emily and Mike were headed for the tropics.

+++

Tony, or rather the Reverend Anthony, was the son of a prominent Southern Baptist minister. As a teenager, Tony was pursued by many of the pretty young ladies at the church who clearly saw him as a fine catch, but Tony refused to see any of them as more than just good friends. He grew to be six feet tall, with a handsome face and a strong frame, was active in his church, a model citizen, and the desire of every parent for their daughter. The expectations of piety for a preacher's son certainly excluded anything pertaining to sex, though, so Tony kept his focus on following in his father's footsteps, choosing instead to avoid any temptations of the flesh or the mind that might divert him from his goal. When he met Lacy, Tony had had no sexual experience and no real understanding of the world of sex, but he felt a stirring inside of him that was different from anything he had felt before, and over time, their friendship began to blossom into love.

Lacy's family moved to town when she was just nineteen, and Lacy quickly became an active member of Tony's father's church. As a teenager, Lacy had participated in the Purity Culture movement in her previous parish, pledging to keep herself virginal for her future husband. But just after she turned eighteen, a very attractive and persuasive young man in town had swept her off her feet and convinced Lacy that as long as her pussy remained undefiled, other sexual activity was actually okay -- and was really necessary for a poor young man to stay healthy.

Lacy finally gave in to his pleading and to her own desires, learning with much enthusiasm to give exceptional hand jobs and blowjobs, much to the satisfaction of a series of young men in her senior class that followed. Lacy discovered that she could take their cocks deeply into her throat and soon learned to enjoy the control that she had over these young men as they begged her for their release. One boyfriend wasn't satisfied with just oral however, and since her pussy was strictly off limits to him, she reluctantly allowed him access to her rear. It hurt a lot at first, but after the first few times, the pain turned to a certain kind of pleasure and Lacy found some amount of sexual fulfillment and emotional bonding with her boyfriend when he penetrated her ass. Sadly though, her own orgasm remained elusive, as none of those young men actually cared enough about her to take the effort or time to learn how to truly pleasure her.

Lacy checked all the boxes for Tony, and for his parents. She was a beautiful person in all regards -- intelligent, charming, and outwardly sexually innocent. The purity ring she still wore was enough evidence for Tony, and so that important 'sexual past' conversation never happened between them. Their courtship was limited to holding hands and a few tender kisses, but nothing further. Lacy knew that her sexual history could be a problem for Tony, but she saw in him the man of her dreams and knew that she would make the perfect pastor's wife. A 'don't ask, don't tell' approach seemed to work well for them both. After all, she HAD technically saved her virginity for him.

On their wedding night, Lacy learned what sexual ignorance was all about. Tony was a 'missionary position only' lover, and foreplay was almost non-existent. He frankly knew nothing about how to please a woman and didn't seem to even understand that he could. Because they had been so chaste, what Lacy didn't know prior to the wedding night was that Tony had an enormous dick, and the pain her virgin pussy experienced when they consummated their marriage was almost unbearable. Very quickly after the wedding night, Lacy invested in a supply of good lube from the drug store and was somehow able to fight through the pain each time they had sex. Tony was so large that Lacy didn't even attempt to offer up a blowjob and the fun of anal play was clearly off the table, as she knew that cannon of his wouldn't get past her lips let alone down her throat, and certainly not into her rear. Besides, the 'purity' image that she had so carefully cultivated would be hard to explain if she showed Tony anything other than passive, demure, and innocent. So, Lacy played the good wife and let Tony have his way with her missionary-style a couple of times a month. No variety. No foreplay. Oblivious to Lacy's lack of pleasure. Tony was a great man and a great husband, but he was a clueless lover.

But time marches on! Nearly fifteen years later, Lacy had, slowly -- very slowly -- introduced some very limited foreplay into their sex life, and some romance, and a little playfulness. And she did it at a pace where Tony never caught on that there were past experiences that she was drawing from. The better their sex life became, the more Tony began to question his old beliefs. It turned out that sex actually was kind of fun, and Tony was warming to the realization that what two consenting people chose to do with each other's approval was not only okay, but probably the way that sex had been intended from the very beginning -- within limits, of course. He still had serious hang-ups though, first and foremost surrounding oral sex. Lacy had tried more than once to get him to go down on her, but he just couldn't bring himself to do that. Inside, it still felt sinful or dirty or something to him somehow, and try as he might, he just couldn't bring himself to do it. Tony also preferred the tried-and-true missionary position as most others just seemed unnatural to him. While Lacy had found some pleasures with Tony, her disappointment and frustration from never orgasming was becoming evident, and he spent many sleepless nights worrying if she might eventually look elsewhere. Lacy was the love of his life, and Tony was determined that he would try to satisfy her, somehow.

There was also that problem with his dick. Lacy's tender pussy had finally come to tolerate the size of Tony, and she actually enjoyed having him inside of her, even if it still hurt a lot each time. While the orgasms never came, she did feel a connection with him while they had sex, and that emotional bonding that she felt when he filled her with his seed was very satisfying for her. She did, however, miss the total control over a man that she had when his cock was down her throat, and having her rear pounded once in a while was a fond sensation that she missed from her youth. But Tony's cock was just too big for either to happen. Lacy knew that she would either have to decide to accept that what she had was as good as it would get or take the risk by asking Tony to try to find another way.

Mondays were usually reserved as the Pastor's day off, and the two had a habit of sleeping in, enjoying a leisurely cup of coffee together, and spending the day savoring each other's company. It was the one day each week where they could just be the two of them, and it gave them the opportunity to share more intimate conversation.

Lacy took a long draw from her coffee cup. "Honey, you know how much I love you, and I know how much you love me, but we're not getting any younger, and I have to confess that I need more from our love life. I don't know if it's just me or if it's both of us, but frankly, I need to know what an orgasm feels like! I've been reading that over 70% of women can't orgasm from penetration alone, and since you just can't bring yourself to go down on me, I'm afraid that I'll never know." The tears were welling up in Lacy's eyes, and for the first time, Tony realized that his idyllic marriage was actually at risk if he didn't do something -- and soon!

"Maybe we need a vacation," he blurted. "Someplace warm and sunny. I'll leave my clerical collar at home, and we can try to be just a normal couple." Secretly, Tony hoped that a romantic setting might somehow make up for her obvious frustration with their sex life. Lacy smiled at him and wiped her tears. Inside, a crazy idea was starting to take form.

"I've been reading about some 'adults only' resorts in the islands," she offered, hoping that more detail would not be necessary to share. "At least we won't have to listen to a bunch of noisy kids while we relax. It might be fun and maybe the uninterrupted time together would help me get my head on straight again."

Tony's phone rang. "I have to take this, Lacy, but if you find a place that looks good to you, it'll be good for me! Go ahead and book a trip. Anywhere! Let's make this vacation all about you!" Tony really had no idea what he was signing up for, but if Lacy wanted it, she would get it.

+++

The midday sun was high in the sky as their taxi pulled up under the portico. Emily and Mike had found the perfect environment for what they hoped would be the next chapter in their adventure. Palm trees, the music of steel drums wafting over the resort, and the smell of the ocean through the open window was creating exactly the ambience that they were looking for. Regardless of what came next, this was going to be a vacation to remember. The couple didn't even unpack their suitcases as they donned their swimwear and headed to the pool! No reason to waste a moment in the sunshine!

"This must be a glimpse of what Heaven is like!" Tony thought, as he settled into his padded pool lounge chair. Bright sunshine, the sounds and smell of the ocean as it lapped the shoreline, a tall fruity island concoction in his hand, and no responsibilities for an entire weekend! Here, he wasn't responsible to anyone. He was just a man on vacation. For the first time in a long time, Tony found himself captivated by the beautiful woman lounging in the chaise next to him. It had been a very long time since he had really, really noticed her. Lacy was wearing a white loincloth bikini on her tall, lean frame and the contrast against her smooth chocolate skin was dramatic. The tiny top covering her barely A-cup tits was just enough to protect her modesty, and that bottom hugged her shapely curves beautifully! Lacy could have easily passed herself off as fifteen years younger, and Tony was savoring that this vision was actually his wife!

Emily couldn't help but notice Lacy either, or that Mike's eyes drifted toward her when she bent over to position her towel on the chaise. "Stop it, you perv," she quietly teased as she caught her husband in the act!

"Sorry, just looking," he said a little sheepishly. That was indeed a beautiful woman, but Emily certainly was too. Her own bikini, although perhaps a more conventional cut, highlighted her tight, shapely curves in a way that showed her off to the world equally well. Her pretty face was highlighted by a new pair of designer sunglasses and her hair was freshly coiffed, but it was her DD breasts that were making heads turn. Since shortly after puberty, Emily had realized that guys loved to catch a glimpse of 'the girls' and she had learned fairly early to use them to her advantage. This day was no different, and Emily was enjoying the admiring looks from most of the men and even a few of the women sitting by the water.

The afternoon was heating up, so Mike headed to the pool bar to get them a couple of tropical drinks. Strategically though, he was looking around to see if there were any other couples that he and Emily might be able to connect with. His eyes kept being drawn back to the beauty in the white bikini. Her husband looked like a decent guy as well, and he thought, or maybe hoped, that Emily might find him attractive. If this 'trying new things' vacation was going to work, they both had to agree on a suitable couple to spend 'quality' time with, and he knew that finding them would be a very long shot.