In the first year of our swinging adventure, Kathleen and I broke many of the rules that we had initially established. In the year that followed, we broke another, which profoundly changed the way we participated in this strange new lifestyle.
True to their word, our new friends Frank and Diane kept in touch with us after they returned home from Cancun. They invited us to Frank’s impressive house, and we shared a lot of laughs over take-out food before climbing into their large hot tub together. Feeling Diane’s warm lips around my hard cock while the steamy water bubbled at my feet evoked fond memories of our time together in Mexico.
We braced ourselves for the brutally-cold winter air as we hurried out of the tub and up the stairs to Frank’s bedroom. I reacquainted myself with Diane’s voluptuous body while Frank enjoyed Kathleen’s talented mouth on his cock. I tasted Diane’s delicious pussy and brought her quickly to a shuddering spasm. I swiftly grabbed a condom from the nightstand and held her legs high as I entered her, taking care to lift her ample ass from the bed, providing her with the pleasurable sensation she had enjoyed so much during our earlier time together.
To my right, Kathleen mounted Frank and busily swiveled her hips on top of him as he held her firmly in place. Diane encouraged me to fuck her harder and faster, and our resulting movements shook the mattress beneath all four of us. Her loud moaning seemed to distract Frank, as I noted Kathleen had removed his condom and returned to sucking his cock.
I did my best to concentrate on my new sex partner while occasionally glancing at my wife’s head bobbing up and down in Frank’s lap. I couldn’t help but notice that he was staring at me in a way that made me feel a bit uneasy. I solved the problem by turning his girlfriend around and entering her from behind while facing away from him.
I watched as Diane’s buttocks rippled with each thrust. With her loud encouragement, I pounded her harder and harder until she issued a sustained groan and her muscles tensed. I followed her lead and unloaded inside her.
The two of us lay together for a moment, catching our breath while wrapped in each other’s arms. I glanced to the other side of the bed and saw that Frank was now pounding into Kathleen from behind. He wore that same intense expression as he looked directly into my eyes. I suggested to Diane that we leave the two of them alone, and we scampered around them and crept down the stairs.
We sat on their couch with her legs draped over my lap, still naked. We shared an insightful conversation while the sounds of slapping flesh and moaning echoed from the upper floor.
“He’s okay with all of this, right?” I asked her.
“Of course,” she said. “Why?”
“I don’t know. I just get this weird feeling like he doesn’t approve of me being with you.”
She laughed. “No, he’s fine with it. Really. He just gets a little competitive sometimes.”
That seemed to explain that look in his eyes. He saw the way I pleased his girlfriend, and he took it as a challenge to please my wife just as well.
“He took one of his blue pills, by the way,” Diane added, “so it could be a long night.”
True to her word, the two of us sat on that couch and waited a very long time. Our topic of conversation turned to sex, which caused me to become aroused once again. She playfully teased my cock, kneading it between her soft feet. She then kneeled on the floor in front of me and stroked and sucked it until I spurted onto my chest.
A moment later, Frank and Kathleen finally descended the stairs. She looked tired and exhausted. She fell asleep in the passenger seat on the ride home, so we didn’t get a chance to have our traditional “play-by-play” until the following morning.
“He just kept going and going,” she said. “Every time I thought he was just about done, he would stop. He would start sucking my tits and fingering me, and I’d have to get him hard all over again. I’m so fucking sore right now, I don’t think I can have sex for another week!”
Although we had hoped that Diane and Frank would become our new “friends with benefits,” Frank’s competitive nature seemed to ruin the fun for both of us. From that point forward we shied away from socializing with only the two of them. However, we did accept their invitations to attend Frank’s house parties, which he held on a fairly regular basis.
The next several months were a whirlwind of social activity. We were introduced to dozens of sexy and fun-loving people. Frank’s parties were often wild affairs where the guests would occasionally lose their clothing throughout the evening, and where people had sex around the pool, in the hot tub, on the couch, on the floor behind the couch, in the bedrooms, or wherever circumstances dictated. Kathleen and I mostly limited our interactions to casual flirting, although we did hook up with some of our new friends when the chemistry was right.
In addition to all the house parties, we were also invited to join this large group of friends at local bars and nightclubs, where we would loudly chat, dance, and flirt throughout the night. We turned quite a few heads wherever we went. I have no doubt that we were the subject of many scandalous conversations and stories for years to come. It was a time in our lives where Kathleen and I enjoyed a social life that neither of us had ever imagined we would have. In many ways, we felt young again.
That Fountain of Youth, however, came at the cost of the tremendous guilt that began to weigh heavily on both of us. We were going out once a week on average, leaving our oldest son to babysit his brothers. None of our children seemed to mind, as our oldest son was paid a generous wage and take-out pizza became a weekly tradition. Nevertheless, Kathleen and I felt increasingly guilty for leaving our family so often. Gradually, we began to decline invitations to socialize, and those invitations eventually dwindled over time.
Toward the tail-end of that era of our swinging adventure, we inadvertently discovered a way to continue swinging without spending so much time away from our family. That discovery became a significant turning point for both of us.
***
Although we had moved beyond our quest to find “friends with benefits,” we maintained our membership on our swinging websites, as it provided entertainment beyond swinging. It was fun to chat and interact with the other members of the site. I often found myself chatting with complete strangers into the early hours of the morning. Over time, Kathleen became more interested in visiting the site herself and chatting with random strangers.
Although she chatted with many horny guys, one seemed to stand out apart from the others. Whenever I would see her smiling or laughing as she tapped away at the keyboard, I knew she was probably chatting with Kyle.
“He amuses me,” she once told me in her lamest impression of a British monarch. “He’s such a dirty dog, and he’s always – always – horny.”
She enjoyed teasing him and winding him up – to the point where he would insist on meeting in person. She would brush aside his pleas and change the subject. At times, he would turn on his webcam and jerk off for her while she “talked dirty” to him. I could always tell when this was happening, as her telltale dimple would appear and her cheeks would redden.
“I feel so powerful!” she once exclaimed to me after one of her more intense conversations. “All I have to do is type a few sentences, and this guy starts cumming in his pants!”
I never expected anything substantial to come from their online chatting sessions until the day she asked me if we could meet with him in-person.
“Why?” I asked. “Are you setting us up for a threesome or something?” We had already sown that particular wild oat, and neither of us had expressed an interest in repeating that act.
“No,” she replied. “He just wants to meet for drinks. We’ve been chatting for so long, he just wants to meet me in-person.”
I saw no harm in meeting with him, so I went along with her surprising request. We arrived at a local restaurant’s bar several minutes ahead of the scheduled meeting time, as Kathleen insisted on being the first to arrive. She seemed almost giddy with excitement as we waited for Kyle to arrive. When he turned the corner and locked eyes with her for the first time, he smiled broadly and practically tripped on the way to our table. He greeted her with a warm hug, as if he’d known her for years, and then turned to shake my hand.
Given Kathleen’s strange attraction to bald men, it was no surprise to see that his head was completely shaved. Aside from that, he appeared to be rather ordinary in every respect. It was obvious that he was very nervous. He could hardly look Kathleen in the eyes, and he fidgeted in his chair as the waitress took our drink orders.
We had a long conversation over several Margaritas. It was a conversation dominated almost entirely by Kathleen and Kyle – to the point where I began to wonder if they remembered I was there. I simply sat back and watched the show as my wife grilled this complete stranger about his life, career, and sexual exploits. I learned that he was an attorney who owned a one-man law firm with a single office not far away from our home. As the drinks began to kick in, and he slowly began to relax, I could see glimpses of the sense of humor Kathleen had mentioned.
They wrapped up their conversation and he offered to pay the tab. I gladly let him pay, and shook his hand. He thanked me profusely for allowing their face-to-face meeting. I then walked back to our car alone to allow the two of them a little space. They exchanged a lingering hug in the parking lot before parting ways. Kathleen was beaming from ear-to-ear when she sat in the passenger’s seat.
“So?” I asked. “Is he everything you imagined he would be?”
She laughed and nodded. “Pretty much. He’s hilarious, right?”
“If you say so…”
“He asked me for a favor,” she said.
“Oh, really?” I said. “I’m afraid to ask what he wants.”
***
In addition to hosting one-on-one video chatting, our swinging website also included a feature where users could share their webcams, live, for all of the other users on the site. I had managed to convince Kathleen to have sex with me, briefly, on our webcam once or twice before, and she did so reluctantly. On that night, however, it was her idea. Evidently, Kyle wanted a live demonstration of the blowjob technique about which Kathleen had bragged on numerous occasions.
I was more than happy to go along with her plan. As I went about the business of setting our laptop at just the right height on a tray table in our bedroom, Kathleen quickly undressed. She stood at our closet door for a moment in contemplation before a sly grin appeared. She emerged from our walk-in closet wearing only a tee shirt, panties, and high-heeled shoes.
After checking her hair in our mirror, she gave me the thumbs-up signal, and I activated our webcam. I assumed the role of director, and asked her to simply stand in front of the webcam for a moment and wait until an audience had gathered. Kathleen swayed her hips impatiently while onlookers began to join our video session. I read the comments to her as they appeared on the screen.
“Nice!”
“Very hot!”
“Take off that shirt.”
“Let’s see the tits.”
When a fair number of people had joined, I instructed Kathleen to begin a slow strip dance. She teased the audience by lifting her shirt to reveal her belly. She turned around to give us all a good view of her heart-shaped ass, and I had her bend over to touch the floor. The comments came flooding into the session, each accompanied with an audible “ping!”
Ping! “Gorgeous ass!”
Ping! “I want some of that!”
Ping! “Move those panties aside!”
I read the last comment to her, and she complied by reached behind her and momentarily pulling her panties aside to tease the crowd with a brief glimpse of her hairless pussy. She then turned around and resumed her hypnotic dance, swaying her hips to the beat of a song that played only in her head.
More than fifty people had joined the video chat. I told her it was time to remove her shirt, and she did so in the most seductive way imaginable. She closed her eyes and squeezed her breasts, pinching her nipples to make them protrude even further. When our audience number reached one hundred, I directed her to slowly remove her panties, leaving her completely naked but for her shoes.
“It’s time to start the show,” I told her. She smiled, lowered herself to the floor, and crawled toward the webcam as I stripped down to my boxer shorts. I watched the monitor as I walked into the frame with my fully-aroused cock creating an absurd-looking tent. Kathleen leaned forward and playfully nibbled my cock through the fabric. I could see her peeking from the corner of her eye, trying to read the comments that rapidly scrolled down the right side of the screen.
After teasing me for a while, she tugged on my shorts and lowered them to the floor. From that point forward, she ignored the comments and focused on giving our audience the best show possible. She pulled out every trick from her bag. She licked her way up and down my shaft, flicked her tongue over my balls, and took the head of my cock into her mouth as if it were a lollipop. When she was finished with her slow tease, she placed her mouth at the head of my cock and slowly made it disappear into her throat.
Ping! Ping! Ping! The comments came so quickly and relentlessly, I could hardly read them all. As she continued to take my full length into and out of her mouth at an enthusiastic pace, it became impossible to concentrate on the comments, regardless. I simply closed my eyes and savored the pleasurable sensation.
Just when I felt myself reach the pinnacle of pleasure, she would slow her pace, or stop altogether and begin licking my cock from the base to the tip. Over and over, she brought me to the brink and back again. If she was putting on such a show for Kyle’s benefit, I made a mental note to thank him later for it.
I lost count of how many times she brought me to the edge of orgasm. My cock head was so engorged and stretched it was almost purple in color. The slightest touch of her tongue or lips caused my cock to pulsate.
“I need to cum,” I pleaded with her.
She opened her eyes for the first time and smiled at me. “Face or mouth?” she asked.
I couldn’t believe she asked such a question. I decided to let our audience decide. “Face or mouth?” I asked our audience. The resulting noise was so persistent, it sounded like one long and sustained ping. The majority, it seemed, preferred to see a facial.
“It’s looks like face is the winner,” I noted to Kathleen.
She smiled and resumed her expertise at such a frantic pace that her head became a blur on our monitor. I quickly felt an unstoppable surge and issued her a warning. She withdrew my cock from her mouth and stroked it with the tip pointed directly toward the cheek facing the webcam.
The first spurt splashed across her cheek. She opened her mouth and received the second spurt, which she drooled down her chin. Another streak landed across the bridge of her nose, and another added to the mess on her chin. By the time I was done, her gorgeous face was completely covered. She turned to the webcam and smiled before bolting toward our bathroom to fetch a towel.
I moved off-camera and read the comments that poured in at a fast-and-furious rate.