A Cuckold Story Ch. 52-55

As I fumbled with my phone attempting to end the call, I heard Cheryl giggle in the background, "Okay, Baby, we're all set," before the line went dead. Thoughts of my wife engaging in a drunken, sloppy fuck in the cramped quarters of a sailboat, however, had my dick stiffening in arousal and, once again, I found myself feverishly pumping my erection until I orgasmed for the second time that night!

That next morning, I had no interest in running into Dan when he dropped my wife off at our house. And so, at eight-o-clock, I headed out on a long hike, leaving Cheryl a note telling her where I was and letting her know I'd be home that afternoon.

It turned out waking up on a boat in the Bay is not as "cool" as Cheryl had thought it might be and so she and Dan ended up returning to our house at around eight-thirty. Seeing my note, my wife offered Dan breakfast and the two of them sat for over an hour eating breakfast and drinking coffee, attempting to ease their hangovers.

Sitting in our kitchen, Dan couldn't help but bring up the subject of my seeming acceptance of my wife's infidelity. This had been a regular topic of conversation between Dan and Cheryl from the outset, but lately, Dan had been pressing the subject, not understanding how I could be so naïve as to not realize Cheryl and he were having an affair.

"I don't get it. Is Mike so pussy whipped that he's afraid to ask about us?" questioned Dan.

Now Cheryl had repeatedly asked me whether she should just tell Dan that I knew all about their relationship and that I got off on it, but I'd steadfastly insisted that I didn't want to go down that road again. And so, my wife had taken to telling Dan that I was just "really sweet" and "not the jealous type", which was essentially a more polite way of agreeing that I was "pussy-whipped." So that morning she'd merely said, "C'mon Dan, don't be mean. Mike just doesn't want to pry into my life. He's really great that way."

Perhaps because of his hangover, but that morning in our kitchen, Dan was particularly disparaging, questioning, "Where is that dick-less husband of yours anyway?"

Although Cheryl frequently tried to temper Dan's derogatory remarks, she wasn't in the mood to argue that morning, so she just replied, "C'mon Dan, you saw Mike's note, he said he went for a hike."

"Yeah, right. He's probably just scared to see me. He's got to know we fucked last night. Do you think he was jacking off all night thinking about it?", snickered Dan, his arrogance growing with each minute.

Ever since our dinner with Jim and Dan, Dan had frequently insisted that I was probably masturbating every time he and my wife got together. And although oftentimes he was correct, he had no idea that there were many times I was unable to masturbate, my wife having insisted I be locked in chastity when she was off with her lover.

In any event, Cheryl was in no mood to discuss my masturbatory habits as she replied, "I don't know. Maybe he was playing with himself last night. But I don't want to talk about Mike right now. We've got the house to ourselves and I need a shower. Wanna join me?"

"Sounds good, Babe. And then maybe we can screw again. You can have Mikey change the sheets when he gets home," joked Dan.

After showering together, the two lovers did, in fact, fuck again in our bed. And although Dan had been joking about Cheryl having me change the sheets, sure enough, when I finally returned home at two-o-clock that afternoon, my wife had me making up the bed with fresh sheets.

"Oh my god, we fucked for two hours! I didn't think we'd be able to go that long after last night!" quipped my wife as she watched me dutifully pulling the dirty sheets off our mattress before heading to the linen closet to retrieve clean sheets and pillowcases.

That night I received a full run-down of Cheryl's sailing adventure, from the exciting voyage out under the Golden Gate Bridge to the boozy party afterwards. And when my wife told me how she and Dan had fucked in the cramped berth of his friend's boat. I felt my penis stirring to life.

Noticing my predicament, Cheryl told me, "Go ahead and play with yourself," as she continued her story. I then masturbated to a tremendous climax as my wife told me not just about her sloppy tryst on the boat, but her marathon encounter in our bed earlier that morning.

If I'd thought Dan was indifferent to what I thought about his seeing my wife before, after that day sailing, only the most thick-headed person could miss that he was actively dating, and fucking, my wife. About once a week, Cheryl would meet up with Dan, my wife would always be clad in one of her sexy outfits and frequently she'd spend the night, leaving me to my own devices.

In what was always a thoroughly embarrassing scenario, on several occasions Dan would pick my wife up from our house and I'd be forced to make nervous conversation until Cheryl would make her entrance. Each time, Cheryl would make a point to have a series of chores she'd want me to complete while she was gone, confirming to Dan that I was indeed, "pussy-whipped." And once I'd dutifully agreed to perform the requested tasks, I'd watch jealousy as Dan escorted my wife out to his car, her high heels clicking on the front walkway, before being whisked away for a night on the town.

Chapter 54

My indulgent approach to Cheryl's relationship with Dan was underscored when in mid-December we received an invitation to Jim and Sandra's annual New Year's Eve party. This was the same former classmate of mine that we'd dined with several months earlier and as I acutely remembered, Jim was made well-aware of my wife's affair with Dan that night.

I had no interest in attending and was preparing to reply that we wouldn't be able to make it, when Cheryl chimed, "Did we get the invitation to Jim's New Year's Eve party?" I couldn't very well lie, so I told my wife we did receive the invitation and I was planning to let them know we couldn't attend. "But why? We never go out anymore?" pouted my wife.

Now, that statement was probably far more true for me than for Cheryl but in any event, I told my wife that I'd feel uncomfortable mingling with Jim, as well as possibly others, that knew she was having an affair with Dan. "And besides, I'll bet Dan will be there and that might be really awkward," I added.

"No, c'mon. It'll be fun, you'll see. Please?" cooed my wife, knowing full-well I was always predisposed to give in to her entreaties. And, sure enough, several minutes later I was agreeing to attend the party causing Cheryl to squeal in delight, her thoughts already consumed with what she would wear.

The next two weeks were relatively uneventful. With Christmas season in full-swing, Dan was unable to see Cheryl as he was busy hosting his two kids over the holidays while his ex-wife visited her parents on the East Coast. As such, my wife's sexual desires were at a fever pitch and I had to remind her repeatedly not to embarrass me at the New Year's Eve party. I even went so far as to suggest that Cheryl hook up with Dan on December 30th, just to get it out of her system. Alas, he was busy that night and so I began to view the party with a considerable amount of trepidation.

Despite my fears, I kept my concerns to myself and on the evening of the party I dutifully shaved Cheryl's sweet pussy. When I mentioned to my wife that there was really no reason for me to be shaving her, she quipped, "I know, Baby, but it just makes me feel sexier."

This eased my concerns for a moment but when I zipped Cheryl into her skintight little black dress, the hemline barely covering the lacy tops of her thigh-highs, I knew she was going to draw plenty of attention that night. Easing my wife's feet into her tall, black platform pumps, I couldn't help but develop a raging erection, the view from kneeling at Cheryl's feet too sexy for words.

"Oh, Honey. Look at you. Your little dickie's all stiff," giggled Cheryl as my faced turned red with shame. My wife remained silent for a minute or so, seemingly lost in thought, when she announced, "Honey, why don't you go lock your dickie up. I don't want you embarrassing yourself at the party."

The way my wife had phrased her request, I didn't think there was room for argument as I fetched my chastity device from Cheryl's dresser and obediently slipped my penis into the pink sleeve. And when I finished, fastening the tiny lock to the device, I handed Cheryl the key. "There now, that's better," giggled Cheryl as she placed the key in her handbag.

Later that night after arriving at the party, I watched Cheryl hug both the male and female guests like old friends. And when I saw my wife greet several of my former classmates, and even a couple of perfect strangers, with casual familiarity, I knew for certain that she'd socialized with them at some point over the past few months. This tweaked my cuckold sensibilities deeply, and as Cheryl and I made our way around the room, I wondered how many of our fellow partygoers knew my wife was having an affair with Dan?

Despite my uneasiness, I found that I was enjoying myself as Cheryl and I mingled with the guests. And although I'd thought that maybe Cheryl would be overdressed, there were several other women dressed to the nines as well.

Even if a number of guests knew about Dan and Cheryl they didn't let on and since Dan was nowhere to be found, I was feeling pretty good as we chatted with various groups of people reminiscing about high school or making new friends.

Unfortunately, my worst fears were realized when at around ten-thirty, Dan came striding over to Cheryl and me, interrupting our conversation with a nice younger couple and taking my wife in his arms for a not so innocent kiss.

"Hey Mikey, good to see you!' exclaimed Dan once he broke away from Cheryl. My wife's lover then extended his hand in greeting and taking his hand in mine, he shook it vigorously, his eyes boring into me the entire time, almost as if he was challenging me to confront him over his affair with my wife.

The young couple with whom we'd been talking used this moment as an opportunity to move on, leaving just Dan, Cheryl and I standing together in an awkward threesome. Dan immediately took charge of the situation, however, and speaking directly to Cheryl, he said, "Hey, Babe. It looks like you need a refill. You want to join me at the bar?"

Cheryl didn't even look at me as she accompanied Dan to the bar, leaving me standing by myself, self-consciously embarrassed at being abandoned by my wife. And as I watched my wife and Dan standing over at the bar sipping their drinks and talking, I realized they weren't planning on rejoining me, leaving me to fend for myself.

Although social get-togethers have never been my strong suit, I attempted to engage in conversation with Jim, his wife Sandra and one other couple. But I felt somewhat excluded, each guest drifting off until I was left talking solely with Jim's wife, Sandra. Finally, she too, moved on leaving me standing alone once again.

After at least fifteen minutes of pretending to admire Jim and Sandra's artwork, I struck up a conversation with Johnny, a former classmate of mine from high school. Johnny had always been something of a nerd and as we got to talking, I realized that he hadn't changed a bit. He was an accountant and as we talked, he continually referenced the tax code along with several tax jams that he'd successfully solved for his clients.

Normally, I would've tried to find some way to end this boring conversation, but as I watched my wife and Dan laughing and conversing with several different groups of guests, I realized I needed something to assure I didn't look completely out of place.

At around eleven-o-clock, Jim put on some music and several guests started dancing. Not surprisingly, Cheryl immediately dragged Dan on to the small corner of the living room that comprised the "dance floor." And as I continued to talk with Johnny, I watched my wife shimmy to the upbeat music. To my relief, another guy cut in after the first song ended and before long Cheryl had danced to three different songs with three different men. After the third song ended, my wife made her way over to me and said, "This is so much fun! I'm having such a great time!"

I merely told Cheryl I was glad she was enjoying herself before introducing her to Johnny. But Cheryl had barely finished saying, "It's really nice to meet you," when Dan suddenly appeared, tapping my wife on the shoulder, and telling her she "owed" him one more dance after letting those other guys cut in.

My wife giggled girlishly as she linked arms with Dan and accompanied him back over to the dance floor. Once there, they began dancing together to the first, relatively upbeat tune. But when the next, slower song began to play, Cheryl and Dan moved closer and were soon sensuously swaying to the music, their bodies pressed tightly together.

All throughout this, Johnny kept up his non-stop litany of work related challenges and accomplishments and he'd been just about to expound on some recent tax changes, when suddenly he stopped mid-sentence and said, "Wasn't Dan the guy who screwed Paula on graduation night?"

This question caught me by surprise and when I turned to see what had triggered Johnny's query, I saw my wife swept up in Dan's arms, the contrast in their height only partially lessened by the five inch heels of Cheryl's shoes. My wife was staring dreamily up into Dan's eyes as they danced, and it was obvious to any observer that there was something going on between the two dance partners.

I instantly felt a wave of humiliation wash over me, but I managed to keep my composure as I replied to Johnny's question. "Uh yeah. Dan was kind of a jerk back then." Then, to try and save face, I added, "But, you know, Dan's a good friend now. Cheryl and I see him all the time."

In my zeal to explain away my wife's relationship with the very man who'd cuckolded me back in high school, I turned away from the dancing couple. And when I turned back to see what they were up to, I noted that both Cheryl and Dan were, now, nowhere to be seen. Shivers went up my spine as I contemplated where they might have gone.

I desperately hoped that perhaps Cheryl needed a bathroom break, or maybe just some liquid refreshment, and as Johnny droned on, I realized I didn't have a clue what he was even talking about! Just then, however, the music stopped, and Jim announced that midnight was only ten minutes away. Everyone began coupling up, preparing for the traditional kiss to ring in the New Year. Even Johnny moved over to embrace a mousy brunette that was obviously his wife.

Once again, I felt abandoned. I briefly thought to go looking for Cheryl, but the prospect of what I might find caused me to immediately discard that notion. Instead, I tried to make myself as inconspicuous as possible, moving over to the bar attempting to appear as if I was grabbing a drink before joining my spouse. There were two unattached women standing at the bar but as I approached, they scurried away, perhaps sensing that I was a social pariah, the cuckold husband whose wife had deserted him on the eve of a time-honored couples' tradition.

As the clock crept closer to midnight, my anxieties grew stronger. Was Cheryl fucking Dan at that very moment? Was my wife ringing in the New Year in her own special way, leaving me to be the laughingstock of the party?

I nervously glanced around the room and was relieved to see that most everyone was caught up in the festivities and wasn't paying any attention to me. That said, I did see Jim talking with his wife and when he motioned over in my direction, she started giggling. He, and now she, were at least superficially aware of what was going on.

After what seemed like an interminable wait, everyone finally began to count down to midnight. I was in a complete daze as I heard, "Ten, Nine, Eight, Seven, Six, Five, Four, Three, Two, One", and then the cheers of Happy New Year and the sounds of firecrackers and horns blowing outside. And as I looked around the room, every couple was locked in a passionate kiss, their love for one another apparent as they celebrated the New Year. And when Jim broke away from his wife, he cued up Auld Lang Syne on the stereo, the song now forever etched in my memory as the soundtrack to my New Year's cuckolding.

By now, with my wife still conspicuously absent I made no effort to try and socialize. Instead, I grabbed another beer and headed out to the back deck where the cold air helped me to get a grip. I knew I shouldn't have gone to this party. I'd tried to convince Cheryl that if she really wanted to go, then she should have gone without me. But my wife had insisted she wanted me here.

Did Cheryl enjoy humiliating me like this? Or was it just her inability to say no when it came to certain men? Either way, I knew I was never going to associate with this group of people ever again. Cheryl could accompany Dan to parties, spend evenings at his favorite bar and grill and even join him on sailing events, but I wanted no part of it.

I stayed outside for a good half-hour nursing my beer and wallowing in self-pity. Eventually, I heard the sliding door open and Cheryl called out, "Mike, what are you doing out here? I've been looking everywhere for you."

I wanted to confront my wife on her whereabouts, to tell her that she'd embarrassed me horribly by being missing in action for the time-honored midnight kiss, but I didn't want to cause a scene. And so, I merely replied, "I was just out here getting some air."

"Well, come on in. We should probably get going soon anyway," chirped my wife, seemingly unaware of the hurt she'd caused. However, as I moved to Cheryl she stepped outside, closing the door for a moment as she said, "I'm sorry I missed the midnight kiss, Honey. I just lost track of time."

My wife's apology did wonders for my mood as I embraced her out there on the deck, my lips finding hers as we kissed, belatedly ringing in the New Year. And as I extended my tongue into Cheryl's mouth, I was greeted with the ever so faint taste of semen. So that was what my wife was doing with Dan while I was waiting for her. Despite feeling humiliated at this revelation, I could feel my penis involuntarily attempting to stiffen in my chastity sleeve, the vision of my wife in her sexy little holiday outfit sucking Dan's cock almost too much to bear.

I didn't mention my discovery to Cheryl and when we finished our kiss, we went back into the house where everyone was still partying. People were dancing and drinking and to my relief, I didn't see Dan anywhere. Cheryl was adamant that we say goodbye to several groups of guests and as we did so, I remained relatively reserved. I'd say goodbye, but unlike Cheryl, my heart wasn't in it. I knew I was never going to see these people again and so what was the point of leaving with any fanfare?

We finally made all our rounds and had said goodbye to practically everyone when we found ourselves standing in front of Sandra, thanking her for hosting the party. When Cheryl asked where Jim was, Sandra said he was upstairs on the deck smoking cigars with Dan. I had no problem leaving without saying goodbye to Jim, but Cheryl insisted we be courteous and so we headed upstairs to find Dan and Jim sitting on two Adirondack chairs, each with cigar and a glass of whiskey.

"Hey, Cheryl, Mikey, you come up to join us?" exclaimed Dan as he turned to Jim and gave him a conspiratorial wink.

"No, we have to get going," explained Cheryl as she thanked Jim for hosting the party, telling him she'd had a great time. Both guys stood up and embraced my wife, with Dan letting his hands stray as he cupped Cheryl's ass while giving her a sloppy, wet kiss. I couldn't believe that Dan could be so brazen, but I bit my tongue, remaining impassive as Dan groped my wife right in front of me. And when Dan finally released his hold on Cheryl, I merely said goodbye to both he and Jim, shaking their hands cordially.