“Oh my god, that feels so fucking good,” she whispered. She looked at me straight in the eye as my dick slid in and out of her tight, wet, cunt. Her gorgeous dark eyes danced in the flickering light of the candles strategically placed around her bedroom.
I closed my eyes and tasted her sweet, soft lips once more. Her tongue ever-so-shyly protruded, and I playfully teased it with my own. I could feel her long fingernails digging into my naked ass as she pulled me into her with each thrust.
“Harder,” she whispered, a little louder this time. “Fuck me harder.”
Who was I to deny such a request? I cradled her beneath her shoulders and pulled her toward the foot of the bed so that I could use the footboard as leverage. I positioned my elbows behind her knees and spread her legs as wide as they would stretch, allowing me to penetrate deeper. She tried to stifle her moans as I thrust harder and harder inside her.
With each thrust, the headboard of her bed collided with the wall, causing an annoying thumping noise. I didn’t care. Her pussy felt so warm and wet and tight, and her lips tasted so sweet, that I was lost in my own personal Heaven. Her soft moaning was quickly leading me to the brink of ecstasy.
I fucked her harder and faster. She gripped my ass like a vice and moaned into my mouth. Just when I felt that unmistakable wave cresting, there was a knock at her bedroom door. I instantly froze in position and my eyes locked on hers. Another knock.
“Lisa? Is everything okay in there?”
It was her mother.
In sheer panic, I scurried off of the bed, slamming my knee into her bedpost. I crouched down beside the bed, rubbing my aching knee, while Lisa scrambled toward the door. As I hid there, breathing heavily, with my heart racing, I couldn’t help but wonder how I managed to get into this situation in the first place. After all, I was forty-five years old. I had just met Lisa. Her husband was in the next room. And my wife was fully aware and supportive of this encounter. How on earth did I get there?
***
It all began during the summer of my thirty-ninth year. When I blew out the candles on my birthday cake earlier that year, I couldn’t have imagined a wish that would have been more bizarre than what actually happened later that year. Hell, if I had wished to ride a unicorn and fart rainbows, that would have seemed more plausible than what actually transpired.
When I look back on that year, and the events that took place over the next several years, I can’t help but acknowledge the possibility that both my wife, Kathleen, and I were experiencing a classic case of “mid-life crisis”. There is no other way to explain how our behaviors, our personalities, our relationship, and our marriage changed so drastically in such a short window of time.
At that point in our lives, we had accomplished nearly every goal we had ever set for ourselves. We had three smart, healthy, and well-behaved children. We had a nice home in a quiet suburban neighborhood. My career was going well, and she had just begun to work again after thirteen years as a stay-at-home mom. We had money in the bank and few financial worries. In short, it seemed as though there were nothing left for us to do but play out the string until retirement. In retrospect, I suppose that presumption, and the complacency that came with it, may have contributed to our burgeoning mid-life crises.
Our relationship was built upon trust, love, and strong communication. We rarely argued. When we did, the root cause was almost always the wide disparity between my sex drive and hers. Her libido seemed to take a nose-dive once our first child was born, while mine remained unusually high. Whenever I would make an unwanted move on her, she would get become irritated. She simply couldn’t understand why I needed to have sex so often. I would then become angry and resentful over her rejection and accuse her of being sexually-frigid. Naturally, this would upset her, and she would accuse me of being a sexual deviant.
While I would have had sex daily if the decision were up to me, I believe that she would have been perfectly content with once a week – or maybe once a month. Over time, we reached an upspoken compromise and had sex every third day. Precisely. Like clockwork.
To her way of thinking, I couldn’t possibly complain about having sex every third day, as this was far more frequent than the average married couple (at least, so she believed.) To me, however, this rote schedule only exacerbated my sexual frustration. I learned that sex wasn’t about the frequency; it was about the passion. Sticking to such a strict schedule robbed our intimate moments of the spontaneity that creates passion and excitement. I began to feel as though I were just another item on her list of chores.
Over time, I came to the realization that I was fighting a losing battle. I resigned myself to the notion that this was as good as my sex life would ever be. We would never recapture the same passion we experienced when we first met – and perhaps that was an unrealistic expectation all along. All things considered, we didn’t have a bad sex life. We loved each other deeply, we shared an intimate bond, we had sex on a regular basis, and we both seemed to enjoy it when it happened. I had little reason to complain, and so I settled into our pattern with resignation and reluctant acceptance.
Then, one September evening, all of that changed.
***
Kathleen’s new job required her to retire for the night much earlier than I. When she kissed me goodnight on that particular night, I noted that she lingered a little longer than usual. Her emerald-colored eyes sparkled, and the telltale dimple on her left cheek – the same one that had captured my heart so many years before – revealed that she was keeping a naughty secret that she was just dying to share.
“I think I found a place,” she said.
I knew that she had spent the past several weeks researching a destination for our annual anniversary vacation. For the past several years her parents were kind enough to volunteer to watch our children while we enjoyed a week alone. Given that this year’s vacation would coincide with my fortieth birthday only a few weeks later, Kathleen was determined to find something extra special to combine the two celebrations.
“I think you’re gonna like it,” she continued, still wearing that naughty grin. “It’s a resort in Cancun called Temptations. It’s all-inclusive. It looks really nice.”
Given the way she was behaving, I was somewhat disappointed. We had already vacationed at various Caribbean resorts in the past.
“That sounds good, I guess,” I said.
“There’s more,” she continued. “There are two pools at the resort. One of them is just a normal pool. The other one is topless-optional.”
This suggestion was so out of character that I assumed she was joking. Although I wouldn’t have described Kathleen as a “prude,” she was hardly sexually-adventurous. When we first met, she was a bit more adventurous than any of my past girlfriends, but then I didn’t have a great deal of experience prior to meeting her. She was the first woman who ever allowed me to cum in her mouth, for example, and she even swallowed. It was an incredible turn-on for me, but unfortunately, she stopped doing it once we tied the knot. Once we were married, we rarely had sex outside of our bedroom, and rarely during the daylight hours.
I tried many times to convince her to expand our sexual horizons a bit, from introducing various sex toys, to watching pornography, to buying her sexy lingerie. Although she was a good sport about it, nothing seemed to provide that extra spark I had hoped would ignite her libido.
She had difficulty understanding why I needed to expand our sex life beyond our routine, and became especially annoyed whenever she caught me looking at pornography once it became available online. She explained that it made her feel as though she weren’t enough for me, or that I was comparing the beautiful models and actresses in those videos to her. This made it especially difficult for me to believe that she was now suggesting that I could look at live, naked women at a resort.
“Are you serious?” I asked. “You’d be okay with me looking at topless women?”
She nodded, and her sexy grin grew wider. I couldn’t help but feel as though she were trying to entrap me. Perhaps she wanted me to say I had no interest in such depravity. But the thought then occurred to me that not only would I be looking at topless women, but that she could be topless as well. The Kathleen that I had known for nearly seventeen years of marriage would never, ever consider such a proposal.
“And, uh, what about you?” I asked. “Will you be topless, too?”
She seemed to ponder it for a moment, as if the question hadn’t occurred to her. “Sure, why not?” she said.
Who was this woman? And what had she done with my wife?
“You’d be okay with strange men ogling your tits?” I asked.
Another nod of her head. “Would you be okay with it?”
There was another question that I never thought I’d have to answer. I was very proud to be married to such a beautiful woman. The fact that she chose me ahead of all others was a great source of pride. I enjoyed introducing her to my friends and family when we first met. Nearly seventeen years later, I still enjoyed showing her off. Despite having three children, she kept herself in terrific shape. In fact, I considered her to be more attractive at age forty than she had ever been.
Although I had never considered myself to be a “breast man”, it was undeniable that she had a spectacular set of breasts that had grown several bra sizes since we met. Allowing other men to see them in all their glory seemed very generous on my part, and I enjoyed acting generously.
“I don’t understand,” I said after some hesitation. “Where is all of this coming from?”
“I want to do something extra special for you,” she shrugged. “You’re always so good to me, and I know you’re always wanting me to be more adventurous. I was trying to think of something special to do for you on your fortieth birthday, and when I thought of this, I knew you’d appreciate it more than anything else I could have done.”
I didn’t know what to say. She had put so much thought into this gift that it would have been difficult to reject it. Why would I? I had always tried to expand her sexual horizons and become more playful and spontaneous. This was exactly what I wanted. I didn’t want to appear too eager, however, so I convinced her to sleep on the idea before booking the trip.
It was difficult to sleep that night, as my mind kept returning to the poolside of the Cancun resort in my imagination. The forbidden nature of what we were considering made me so horny I was tempted to wake Kathleen from her sleep and have my way with her. Of course, she wouldn’t have been pleased with that, and it may have ruined her newfound playful mood, so I kept myself in check.
The following evening, after the kids were in bed, Kathleen and I sat on our living room couch, watching television, as was our normal daily routine. Without saying a word, she suddenly removed her shirt and bra and rested her head on my lap.
“What’s this?” I asked with a chuckle.
“Well, I figure if I’m going to be topless at a resort, I should get used to it.”
Normally, she would rarely allow me to play with her breasts, as she always complained that her nipples were too sensitive. On this occasion, however, she freely allowed me full, unfettered, access, and I took full advantage. I caressed her breasts and lightly teased her nipples while we continued watching TV. The more I played, the less we paid attention to whatever program we were watching.
After a considerable amount of time, she turned to me and kissed me. Her hand found my rock-hard cock, and she frantically struggled to release it from my pajama pants. Once free, she lowered her head to my lap and engulfed my cock with an eagerness I hadn’t witnessed in quite some time. I was already fully-aroused from playing with her breasts, and it wasn’t long before I was forced to warn her that if she continued, the fun would soon end for both of us.
I yanked down her pants and entered her from behind while she bent over the couch. I couldn’t remember the last time we had sex outside of our bedroom. Her pussy was incredibly slick and warm, and I easily slid inside her. An embarrassingly short time later, I unleashed several intensely-pleasurable streams deep inside her before collapsing on top of her, fully-drained and exhausted.
“You need to book that trip,” I said, once I had caught my breath.
She laughed. “I can tell you’re excited about it.”
“Well, so are you,” I said. “Don’t try to deny it!”
“I am,” she admitted. “I think I’m excited that you’re so excited!”
“Well, then book it, before we change our minds.”
“I will,” she said, “but first, I want you to check out this other resort I found. It’s called Desire. It’s also in Cancun. You can Google it after I go to bed. Let me know what you think.”
I was surprised that she would even consider another resort, given how well we had both responded to her first idea. After she kissed me and headed to bed, I brought out our laptop and searched for Desire in Cancun. What I found made me question everything I thought I knew about my wife.
***
Desire is a clothing-optional resort. Almost all of the guests walk around the resort throughout the day (and night) fully-nude. There is a large pool area, a beach with beds, two restaurants, a buffet, a nightclub, and a rooftop hot tub. At the back of the nightclub is a “play room” where couples have sex – right there in front of other couples.
For a moment, I contemplated whether I misheard Kathleen. Maybe she didn’t do thorough research into this resort – although that would be highly unlike her. There was simply no way that she was suggesting that we could visit this resort, walk around completely naked in front of naked strangers, and be in a place where people are having sex in public.
Up to that point, I had many sexual fantasies, but voyeurism and exhibitionism weren’t something that I ever really considered. The idea of watching people have sex, or to have strangers watch me, was something that seemed so outside of the realm of possibility that I never bothered to think about it. Now that it was a possibility, however, I couldn’t deny that the idea was incredibly arousing. Still, I couldn’t believe that Kathleen would go along with it.
I found a message board where past and future Desire guests asked questions and wrote reviews about their experiences at the resort. The more I read, the stronger my sense of disbelief grew. It seemed that a rather sizeable number of past guests described themselves as “swingers” and admitted to having sex with complete strangers during their stay. It seemed impossible to believe that my sexually-conservative wife would even consider being in the same resort where such activities occurred.
In more than sixteen years of marriage, we had never once discussed swinging, with the exception of her accidental discovery that one couple we knew were swingers. Her reaction at that time was that it was scandalous and somewhat amusing. We even watched a television series about a swinging couple in the 1970’s. We sat side-by-side on our couch, watching the same program, and never once discussed whether swinging was something we would ever consider – even as a fantasy.
Needless to say, I had many questions for my wife that night. I had so many questions, in fact, that I stayed up throughout the night and waited until her alarm went off early in the morning, so that I could interrogate her as early as possible.
“I just woke up,” she said with a chuckle, patting me on the shoulder. “We’ll talk about it later, after I get home from work.”
Despite my protests, she insisted that we put our conversation on hold. I patiently waited for her to get home that afternoon. Before she had even closed the door, I pulled her into our bedroom to have a private conversation.
“You understand that Desire is a naked resort, right?” I said.
“It’s clothing-optional,” she corrected. “You can wear clothes if you want.”
“Yeah, but almost everyone is naked. You’d stick out like a sore thumb.”
“You’re worried about something sticking out?” she giggled, eyeing my crotch.
“Seriously, you really want to walk around naked…in front of a bunch of strangers?”
“Hey, you were fine with it when it was just me naked,” she reminded me.
“That was only topless! We’re talking completely naked!”
“You have nothing to be ashamed of,” she said. “Why not strut your stuff?”
I could only stand there, blinking, with my mouth agape.
“People have sex right there in front of everyone,” I continued. “Did you know that?”
She nodded. “I read that, yeah.”
“And you’re okay with that? What about us having sex in front of others? Is that something you want to do?”
“Maybe,” she said. “It could be fun.”
For years, I had tried to get her to tell me her wildest sexual fantasies. She always insisted she didn’t have any. Maybe exhibitionism was a fantasy she was too embarrassed to share?
“And there are swingers!” I said. “Swingers at the resort who hook up with other couples and have sex! Did you know that?”
“Shh,” she said. “Keep your voice down. Yes, I read that, too. Everyone says you don’t have to swing if you don’t want to. There’s no pressure.”
Apparently, she had done as much research into this resort as I had. If I had to guess, she had found the same message board I discovered.
“Wait a minute,” I said. “When you say you don’t have to if you don’t want to…you’re not suggesting that we could swing if we want to?”
She hesitated for a moment. I could see the inner debate raging inside her head. “Remember a few years ago when you told me your ultimate fantasy was to have two women at the same time?”
“Yeah,” I chuckled, “and you were furious at me for saying that. You didn’t speak to me for an entire day.”
“I know, and I’m sorry about that. I shouldn’t have been angry about a fantasy. I just interpreted it the wrong way. I get it now.”
“What does that mean?”
“It means that if the situation should arise…maybe I’d be okay with it.”
Once again, I stood in front of her with what must have looked like a completely idiotic expression. I felt as though I were speaking to a complete stranger. I kept waiting for her to say something like “Gotcha!” or “April Fools!” Instead, her expression remained sincere. She waited patiently for me to respond.
“I don’t believe you,” I said. “This is some sort of test.”
She laughed. “I’m serious. This is a one-time bucket-list offer. We’re not getting any younger, you know. Who knows if such an opportunity will ever arise again.”
I couldn’t stop shaking my head in disbelief. I had no words. If anyone had told me, forty-eight hours prior, that my wife would make such an offer, I would have keeled over in laughter.
“So, let me get this straight,” I said. “You’d be okay with another woman touching me? Touching my dick? Maybe sucking it? How far are we talking about here? Second base? Third?”
“If we’re going to step to the plate, we may as well swing for the fence.”
“You’d let me fuck another woman? Seriously?”
Another shrug of her shoulders, along with another devious, dimple-exposing, grin. “I’ve thought about this. A lot. More than you can imagine. And I’d be okay with it. Really.”
“Why? Why the sudden change of heart? You didn’t even like it when I looked at naked women online, and now you’re willing to let me fuck one?”
“Like I said, I want this to be a once-in-a-lifetime adventure for both of us. You’ve worked hard, you’ve taken good care of our family, and you deserve a reward. I know this is something you would really want to do, and I want to give that experience to you. It’s one of the only things I can’t give you on my own!”
“I know, and I appreciate what you’re doing. But have you really thought about this? Could you really deal with it?”
“It’s not as if you’ll fall in love with some stranger,” she said. “Having sex doesn’t make a person fall in love. No matter what happens, I know we’ll always love each other. Nothing we do will change who we are or what we mean to each other. It’s not like we’d be having sex behind each other’s backs. It’s all out in the open. So what harm could it do?”
Just then, another thought occurred to me. “This resort is for couples only. So, on the off chance that we happen to meet a woman who is willing to have a threesome with us, where is her husband in that scenario?”
“I guess we’ll deal with that when or if the time comes.”
“What if he wants to have sex with you?” I asked.
“Well, then no deal…unless you were okay with it.”
I had shared many of my sexual fantasies with my wife throughout the years, but there was one that I kept secret, simply because it was too embarrassing to admit. While watching porn videos, I often stumbled across videos featuring men who willingly shared their wives with other men. They soon became my favorite type of video. There was just something so taboo and dirty and wrong about it that I found those videos incredibly arousing. I found it hard to believe there were such men and women in the world who would actually do such a thing.
I would often fantasize about Kathleen having sex with other men. While watching those videos, I would imagine that it was my own wife in my mind’s eye. I would picture what it would look like to see her mouth wrapped around another man’s cock, or to see a strange new cock slide in and out of her pussy. I fantasized about fucking her from behind while she sucked another man’s dick. I dreamed of her taking on three or more men in a gangbang, becoming their willing slut for the evening.
“Would you want to do that?” I asked with great hesitance. “Would you have sex with another man?”
I could tell she was trying to read my expression, so I maintained as much of a “poker face” as possible. “I’m perfectly happy if I only have sex with you,” she said with great diplomacy. “Would you be able to handle it if I did have sex with someone else?”
I pretended to put a great deal of thought into my response. “Surprisingly, I think I’d be okay with it. Like you said, it’s not like you’d fall in love with him.”
“Well, you’ve always said you wanted to release my inner slut,” she reminded me with a giggle.
“I… I just still can’t believe you’re serious. I still feel like you’re setting me up for some big prank or something.”
“Oh yeah?” she said with a raised eyebrow.
Without saying a word, she kneeled before me and unzipped my pants, freeing my hard cock. She took it in her mouth and swirled her tongue as she bobbed back and forth along its length. She did it with such enthusiasm, she began moaning. That sent me quickly over the edge.
I gave her my standard warning that I was about to cum. Normally, she would pull back and jerk me off into her hand. This time, instead, she continued stroking me with her hot, wet, mouth, with greater intensity and purpose. I felt an incredible surge and released into her mouth. She didn’t hesitate. For the first time since we were newlyweds, my wife accepted my cum in her mouth, milked me completely dry, and swallowed every drop with ease.
She stood to her feet and looked me in the eye. “Now do you believe me?”
***
Although I believed she was committed to this radical new proposal, I still doubted whether or not she would remain committed. In my past efforts to boost her libido, I had achieved some level of success, but it would not last for more than a few days before her libido would return to normal. I couldn’t help but doubt that her enthusiasm would be sustained for the next two months. I also wondered whether her willingness to consider swinging with others was purely a fantasy. When push came to shove, would she really go through with it?
That initial conversation in our bedroom gave birth to countless other deeply-insightful conversations over the next two months. We learned more about each other, both sexually and emotionally, in those two months than we had in the previous sixteen years combined. Through hushed conversations in quiet corners of our home, or over a secluded table in a restaurant, we discussed every topic imaginable in a completely open and honest manner.
We were surprised to learn that not only were we comfortable with the idea of sharing one another, but that the idea was a major turn-on for both of us. When we discussed our comfortable limits, we were shocked to discover that there weren’t many lines we were unwilling to cross. Our strong commitment and trust in each other seemed to allow us the freedom to explore our sexuality in ways we had never imagined.
We covered all of the possible risks of swinging, and weighed each risk against the potential reward. As both she and I had undergone sterilization procedures, there was no risk of pregnancy. We did worry, however, about contracting a sexually-transmitted disease. Ultimately, we decided that risk would be low if we practiced safe sex and chose partners that were like us: older and married for many years.
Our discussions about sex and swinging provided us with a peculiar new hobby that we shared together. We shared a dirty, scandalous, secret that would completely shock our friends and family if they discovered it. This lent a sense of danger and excitement to what we were considering. It also shifted our sex life into high gear. Our every-third-day pattern went out the window, and was replaced with the type of passionate and spontaneous sexual exploits for which I had been longing since our honeymoon.
The mere possibility of having sex with strangers sent Kathleen’s libido through the roof. In those days and weeks leading up to our vacation, her sexuality blossomed in a way I didn’t think was possible. We had sex everywhere, at all times of the day, in ways that we had never experienced before. When I told Kathleen that I had always wanted to know what it felt like to receive a deep-throat blowjob, she took it upon herself to research how to do it. Eventually, she purchased a spray from an adult store that numbs the back of the throat. For the first time in my life, I experienced a deepthroat blowjob. After using the spray only twice, she was able to take my entire length into her throat without the spray.
We also tried anal sex for the first time, and found that neither of us really enjoyed it. We experimented with light bondage. We both practiced our oral sex skills and encouraged feedback on what we liked and didn’t like. As we would soon be naked in front of strangers, we began to exercise more often and watch our diets more closely. In many ways, it seemed as though we were training for the sexual Olympics.
When the day of our departure to Cancun finally arrived, I was so excited and nervous, I hadn’t sleep a wink. I boarded the plane feeling as though all eyes were upon us, as if everyone knew our dirty little secret. Never in my lifetime had I ever considered the possibility of doing what I was about to do. I felt as though I were riding a rollercoaster on that slow and steep uphill climb right before the terrifying first drop.
***
To be continued…
Author’s note: This is a multi-part story that spans several different categories. How many parts? I haven’t yet decided. I’ve been advised to place each chapter in the category that best fits the theme of the chapter, rather than place all chapters into the same category. Hopefully, motivated readers can follow along. If you do read this story, I encourage you to leave a comment. Thanks!
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