Chapter 21
After Cheryl's affair with our friend Rich ended, she didn't immediately look to add another lover to her list. To be sure, she did continue to see the Gym Guy and the Stockbroker, but she typically only got together with each of these guys once a month or so. And although now my wife and I were making love on a somewhat regular basis, I couldn't help but miss the erotic thrill of coming home to an empty house, knowing my wife was with another man. Or savoring the intense arousal of waiting impatiently for her to return from a date with the prospect of devouring Cheryl's well fucked pussy causing me to salivate like Pavlov's dog.
It was somewhat of a surprise to me, but I had thoroughly enjoyed my wife's affair with Rich. There was something incredibly exciting about interacting with a man that was regularly fucking my wife and it had turned me on more than I'd expected. Sure, there were times where I'd felt unbelievably shamed, nervously making small talk with the man whose semen was dripping from my wife's cunt at that very moment, but even these events would later turn into mindboggling masturbatory fodder. It was against this backdrop that one night as Cheryl and I were enjoying a quiet night at home that I confessed that I missed her regular dating. And I added that I wanted her to have the freedom to be able to fuck any man she desired, no rules, no pre-conditions and most importantly, no need to ask my permission. I went on to tell Cheryl that she could fuck friends, coworkers, neighbors, whomever she wanted, and that I would remain 100% supportive of her infidelities.
As I said my piece, a wave of serenity washed over me. I was giving up any modicum of control I had over my wife's sex life, but instead of feeling uneasy, I felt supremely confident in my decision. I was taking the final step to becoming the obedient and loving cuckold husband that Cheryl deserved.
Although I was in high spirits as I entrusted my wife with sole control over her sexual activities, Cheryl was not so excited. Although she'd smiled lovingly as I gave my little speech, she immediately pooh-poohed my proposal, saying, "C'mon, Mike, you're just being silly. You're probably too tolerant as it is. Besides, it's not like I'm going to fuck all your friends. It was different with Rich."
I was still totally sure of my decision as I merely replied, "Okay. I get it. But I want you to know you can date whoever you want. You don't have to ask me first. And I won't complain, ever. I promise. I love you and I trust your decisions."
Cheryl's smiled at my comment as she giggled, "All right Mike, if that's the way you want it. But don't say I didn't warn you."
Cheryl and I didn't discuss our new arrangement after that night. And it may have been all in my mind, but I thought I could sense that my wife was now acting somewhat different when around our male friends. Cheryl has always been a flirt, but now she had no reservations about flirting with pretty much all our male friends and acquaintances, often causing me to blush bright red in embarrassment. To be honest, I loved my wife's new attitude and although she didn't pursue any of the several overtures she received, it served to stoke my cuckold angst in ways that kept me permanently aroused.
Chapter 22
As it turned out, the first time Cheryl acted on her new freedom was several months following my little speech. I had enjoyed a very successful year at my job and had been invited to the President's Club event in Maui where all the sales staff who had made their quotas were treated to a four-night stay at a luxury, beachfront hotel. Cheryl and I had never been to Hawaii before and we were anxiously looking forward to the event.
The very first night we joined the attendees at a casual buffet dinner down near the beach. The event was set up on the lawn near the beach and as we surveyed the scene both my wife and I were blown away at the beautiful setting. After dinner, we decided to head to the lounge where many of the attendees had congregated. Unfortunately, the bar was packed and there were no seats to be had and after surveying the raucous scene we decided to just head back to our room and enjoy a nightcap from the minibar. But just as we were leaving, Troy, from my office called out, "Hey Mike! C'mon over here and have a drink!"
When I looked in Troy's direction, I saw that he was sitting with two of the younger salesmen from my office along with several other people I had never met. Troy was our newest salesman and in just one short year he had set several sales records, despite being only twenty-seven years old. He was a handsome guy with the gift of gab, and he seemed to have a natural ability to close. His skills were not restricted to sales and it was rumored that he had bedded at least two of the younger women in the office during his short tenure.
When we made our way over to Troy, he immediately gave his seat to Cheryl in a chivalrous move that I could see she appreciated. He then poured out a beer for me from the pitcher on the table and ordered a white wine for Cheryl. I then introduced Cheryl to the folks I knew from my office and we also shook hands with the attendees who all worked in other regional offices. From that point on, I enjoyed a couple of beers while discussing several sales initiatives we were embarking upon over the next several months. At the same time, it seems that Troy was focusing his attention on Cheryl almost exclusively. I didn't really think too much about it and although my wife looked fantastic in her tropical print sundress and high heel sandals, I didn't think Troy would have any interest in a woman who was more than ten years his senior. When we eventually said our goodnights, I escorted my wife up to our room where we fell into a deep sleep almost immediately as a result of the time change.
The next morning, I had arranged to join several of my coworkers for a round of golf at the course adjacent to the hotel. Although not much of a golfer, I knew these events were more about team building and less about golf and so I dutifully headed out to the course, while Cheryl arranged a massage at the hotel spa.
The golf course was absolutely magnificent, and I thoroughly enjoyed myself as we played under the tropical sun, enjoying vistas of the ocean and the other islands. And after our game, I stuck around and had a beer with my coworkers, toasting our good fortune. By the time I got back to the hotel room it was almost three-o-clock and Cheryl was nowhere to be seen. This didn't seem unusual in the slightest as I assumed my wife was probably down at the pool, or even at the beach. I decided to head down and join her but after making three strolls around the pool and walking the beach in both directions, I didn't see any trace of Cheryl. And when I called her cell phone, my calls went unanswered. I wasn't too worried as Cheryl frequently didn't pick up her phone and so I decided to head back up to the room to await her return.
As I waited in the room for Cheryl, I remembered distinctly that I had told her we needed to be at the company luau at six-o-clock. The president of our company would be giving a speech that evening and after dinner the awards ceremony would be held. Although I was not going to be receiving any awards, it would be very poor form to miss this important event.
By five-o-clock I started to feel distinctly uneasy. Where was Cheryl? I had called her cell numerous times and each time my calls had gone unanswered. I wondered whether I should check with the front desk to see if she had caught a cab into Lahaina. We needed to leave for the luau by no later than 5:45pm and Cheryl would need some time to get dressed. I began to pace back and forth in the room and when I looked at the clock again, it was 5:30! Now, I really started to panic! Where could she possibly be? Just then, I heard a card key in the door and when the door opened, there was Cheryl wearing just her bikini and high heel slides. She had a naughty grin on her lips and I instantly knew she had been with another man.
