A Cuckold Story Ch. 38-41

Fortunately, as Cheryl was describing how John had persuaded her to change into her cheerleader costume, she once again lifted her shoe, this time sliding the top of her shoe along my balls and smearing the drop of sperm on to my ball sack. I breathed a silent sigh of relief and immediately turned my attention back to raptly listening to my wife's story, marveling at how when dancing for the guys, she knew she'd be fucking them all before the evening was over.

I was just letting my wife's words sink in, additional droplets of pre-come seeping from my chastity sleeve, when she suddenly interrupted her train of thought, asking, "It doesn't bother you that I fucked all those guys, does it? You still love me, don't you?"

My response came flowing from my lips without any hesitation whatsoever. I told Cheryl that I loved her more than anything and that she could fuck, "four, ten, even a hundred other men" and I'd still love her unconditionally. I then essentially recited a modified version of our wedding vows, promising to love, honor and obey my wife while assuring her that I'd always be faithful no matter what she did with other men.

Cheryl listened to my professions of love and devotion with a smile of her face and when she'd assured herself that I was still the same loving, faithful husband that I'd always been, she crossed her legs, this time telling me to unclasp my chastity key that was dangling from the thin gold chain on her ankle. I immediately removed the key, unlocking my penis and began fondling myself while my wife continued to describe her naughty encounter. As Cheryl went into detail on how she'd sucked and fucked the four horny guys, I couldn't help but note that she had no shame or remorse whatsoever about her behavior. Quite the contrary, my wife seemed proud of herself and with a haughty, almost arrogant, smile on her lips she was bragging about her gangbang!

As I often do when masturbating to my wife's stories, I lost myself in the moment, my hand a blur as I stroked myself listening to my wife's story. Periodically, I'd have to remove my hand from my dick to keep from coming too quickly, but for the most part I listened intently to my wife's detailed description of her sexy night. Cheryl kept her eyes fixed on me while continuing to periodically nudge my balls with her shoe. The fact that my wife had worn these same platform heels the night before, and they'd remained on her feet throughout the evening, kicking wildly in the air as she was fucked or digging into the bedsheets as she climaxed, only served to inflame my passions all the more.

When Cheryl began to describe how Jamal and Dwayne had both fucked her ass, I had to immediately release my dick. Hearing how Jamal had taken it upon himself to finger my wife's ass and how she'd responded drove home the point that he, as well as Dwayne, were obviously "real men" who were allowed privileges I've always been steadfastly denied. My penis remained untouched for several minutes as my wife continued her tale when she suddenly jumped up off the bed and turned around. Bending over Cheryl pulled up her nightie and asked, "I meant to have you check. Does my butt look okay? I'm still a little sore. Both those guys were really big."

To be honest, my wife's pretty, pink rosebud looked none the worse for wear and I told her so. But to prove the point, I leaned forward and grasping her butt cheeks in each hand, I pulled them apart and brought my mouth to my wife's asshole, kissing and then licking her sensitive opening. "Ooh, that feels so good, Baby," cooed Cheryl as she pushed her hips back, grinding her asshole against my mouth. It was hard to believe that the snug little hole that I was now worshiping had been pummeled by two big black cocks not twenty-four hours earlier, but after hearing that my wife was "still a little sore", I was determined to do everything I could to soothe her tender opening.

Cheryl seemed to truly appreciate my caring act and as I tongued her ass, she seductively moaned, "Oh my God, this so nice. I really needed this." After several minutes of silently savoring my soothing tongue on her backside, Cheryl resumed her description of taking first Jamal, and then Dwayne, deep into her anal passage. The entire time I kept my tongue busy swirling around Cheryl's puckered opening when she then moaned, "Isn't it naughty that I let those guys fuck my ass and you don't get to?"

I couldn't very well answer with my mouth glued to my wife's ass, and so, instead, I picked up the pace, darting my tongue into her opening causing Cheryl to exclaim, "Oh yeah, I knew it. You love it when I do things with other guys that I don't do with you, don't you Baby? You love it when I'm a bad girl."

I knew that if I even touched my dick I wouldn't be able to keep from coming and when Cheryl brought her hand to her pussy and began to fondle her clit I realized I needed to concentrate on getting her off before taking my own pleasure. I then turned my full attention to my wife's ass, kissing and licking her tight little hole while her fingers danced over her clit. It didn't take long and when I felt my wife's asshole begin to pulsate, signaling her imminent orgasm, I buried my tongue in her opening, taking my penis back into my hand and pumping furiously, both Cheryl and I coming simultaneously! My orgasm was mind-blowing, and I continued to place soft kisses on my wife's backside as I milked every drop of semen from my spent penis.

As unusual as our lovemaking was, I had to admit Cheryl and I still had the innate ability to pleasure each other. And as removed my face from between my wife's cheeks and lifted myself up off the floor, Cheryl told me she loved me, words that warmed my heart to the very core. And when we then showered together afterwards, I felt like I'd died and gone to heaven. But later, after Cheryl had already headed to bed and I was still in the bathroom shaving my crotch and preparing to reattach my chastity device, my anxieties came roaring back. How could I let my wife be used as a slut by four guys? And what about condoms? I was reasonably certain John and Nate were okay, but what about the other two guys? That night I slept fitfully as I pondered whether I should say something about my concerns, but by morning I headed out without saying a thing. Instead I merely kissed Cheryl on the forehead as she slept and headed straight in to work to begin another week in the office.

Chapter 40

As much I was becoming increasingly troubled by John and Cheryl's relationship, I ultimately kept my mouth shut. Over the years, I've learned that any criticism of my wife's sex life is unwelcome and so I remained silent. Instead, I continually reassured Cheryl that I loved her and redoubled my efforts to serve and support her, hoping my actions would show my wife how I'd always be there for her. However, I really had to bite my tongue when, not more than a couple of weeks after her gangbang in Arizona, John told Cheryl that he wanted a threesome with two women. Now obviously, Cheryl was no stranger to multiple partners, and so I didn't really bat an eye when my wife told me this, but this was different. It seems that John wanted Cheryl to recruit one of her own friends for this encounter. And when my wife told me this, I nearly had a heart attack!

The night that my wife told me about John's threesome request I sat numbly with Cheryl as she discussed who she might ask to fulfill her lover's fantasy. The fact that Cheryl never even considered refusing John's request was, I suppose, a testament to how willing my wife was to do whatever it took to keep her lover happy. My wife's first choice was Dawn, a single acquaintance of Cheryl's from her gym who was known to date a variety of different men and had something of a reputation. I cringed when my wife told me that she would need to let Dawn know about our marital arrangement, but I said nothing, and Cheryl said she'd ask Dawn to coffee after their Pilates class the next day to see if she was interested.

The very next day I returned home from work anxious to hear how my wife's conversation had gone with Dawn. It turned out that Dawn had no interest in participating in a threesome although she took an avid interest in my wife's description of our lifestyle. And when Cheryl told her how I was content to stay at home in chastity performing household chores while she enjoyed the attentions of other men, Dawn quipped, "That sounds great! Where can I find a husband like yours?" The two women giggled and talked for over an hour and although Dawn wasn't interested in Cheryl's proposal, they agreed to get together for drinks some night and to scope out all the hot guys at one of our local singles bars.

Next, Cheryl invited an old co-worker of hers, Christine, out for drinks where she explained her dilemma and asked if she would be interested in meeting her lover. Although recently divorced and now dating a variety of men, Christine was taken aback by my wife's request and ended up leaving the bar before she even finished her drink. When I heard this, I squirmed in embarrassment as I'd known Christine for years, and she socialized with many of our mutual friends. The only saving grace was that Cheryl had not been able to get to the part about how I was aware of my wife's infidelities and was on-board with the proposed threesome.

After her first two choices were unsuccessful, Cheryl wracked her brain trying to come up with a suitable candidate for John's threesome fantasy. My wife's lover was adamant that she find someone soon and he even threatened Cheryl that if she didn't come through, he was going to call me and insist that I join in the search, propositioning any attractive co-workers or clients that I might have in an effort to fulfill his request. Fortunately, out of the blue, Katie, an old friend of my wife's, called her one evening and told her that she was thinking to head up to the Bay Area in a couple weeks and was hoping to get together.

Cheryl and Katie had been best friends throughout high school and even during their first year of junior college they were inseparable. They attended parties together, double-dated and would in today's lexicon be known as "BFF's". Cheryl and Katie had only drifted apart when Cheryl caught Katie screwing her then boyfriend, Mark. And although they had reconciled following this indiscretion, my arrival on the scene and our subsequent move to Los Angeles caused Cheryl and Katie to drift apart, only seeing each other occasionally over the years. Katie had eventually married and moved to San Diego after college, but it turned out that she'd recently divorced and had begun to try and rekindle friendships with some of her old friends, including Cheryl.

As Cheryl and Katie chatted amiably on the phone, Katie began to recount her recent foray into the dating scene and as the they always did back in the day, Katie described her dates in detail, telling Cheryl everything. Katie went on and on about all the handsome studs she was dating and how all the men she had fucked were far superior to her ex-husband in the sack.

Cheryl told me that the way Katie described her encounters made it seem as if she was gloating and eventually my wife couldn't help but confess that she, too, had an exciting and varied sex life. Cheryl then went into detail about our marital arrangement, telling Katie that she'd never been able to remain faithful to me and that I had accepted her need to date, and fuck, other men. Hearing this, Katie exclaimed, "Oh my God! You slut!" before demanding that Cheryl tell her all about the men she'd fucked over the years. Their call went on for almost two hours with the two women giggling and cackling much like they'd done in high school as Cheryl told all. And when Cheryl hesitatingly asked Katie whether she'd be interested in helping her fulfill her current lover's fantasy of taking two women to bed, Katie asked my wife to send over a picture of John to see if she found him attractive.

After they hung up, Cheryl emailed Katie the picture she had of John standing naked in our bedroom, his thick cock standing proudly at attention as he posed for my wife. This picture, showing my wife's lover leering at the camera, his hands on his hips and his muscular chest puffed out and with his imposing manhood fully erect in anticipation of fucking my sexy wife did the trick and when Cheryl sent John's pic to Katie, she instantly received a reply stating, "OMG, what a stud! I'm in!"

Over the next several days, Cheryl and Katie planned Katie's visit. Katie would be flying in early Friday morning and Cheryl would pick her up at the airport. The two women would spend Friday day and night catching up and on Saturday afternoon John would join them for dinner at our house, followed by a sensual threesome with both Cheryl and Katie catering to John's every sexual fantasy. Cheryl warned Katie that she wasn't bisexual and that her focus would remain solely on her lover and to her relief, Katie said that she, too, wasn't the slightest bit bi-curious and was content to merely share John's thick cock with her old partner in crime.

When Cheryl filled me in on her plans for the weekend, I winced in embarrassment. My wife wanted me stay home Friday night and then to go the motel on Saturday when John would be coming over. This was to be the first time another woman was privy to my cuckolding and it certainly didn't help that I'd always found Katie extremely attractive. Katie was several inches taller than Cheryl at around 5'4" and although she wasn't as slim as my wife, her larger tits allowed her to carry her extra weight easily. Katie had long blonde hair and when she and Cheryl used to go out partying in high school and college, there was always some dispute as to who would end up bedding the blonde or the brunette. The solution was obvious and more than once, my wife had laid side by side on a bed next to Katie, their male partners alternating between both girls as they all enjoyed a sexual free-for-all.

When Cheryl and I had first started dating, Katie had warned Cheryl that I might be too strait-laced and innocent for a "party-girl" like her. And when Cheryl told Katie that she thought I was still a virgin, Katie tried unsuccessfully to convince Cheryl that she and I would never work out. But as Cheryl later explained to me, after her on-again, off-again tumultuous relationship with Mark, she found herself looking for someone like me, a guy who liked her for more than just sex and who appreciated other aspects of her character. However, after my initial struggles with erectile dysfunction caused Cheryl to need to re-engage with Mark, it was Katie to whom she turned to ask advice and to commiserate with about my inability to consummate our relationship. And I still cringe when thinking how Katie, as well as several of Cheryl's other friends, were privy to my troubles in the bedroom even at that point in our relationship.

Katie had also been one of my wife's bridesmaids and she, along with Cheryl's friends Ann and Mary from Los Angeles, had been the primary influences in persuading Cheryl to leave with the guy she fucked on the night of her bachelorette party. Of course, I only learned all this later and when Cheryl eventually confessed her infidelities, I'd initially been mad at Katie and the other girls for encouraging my wife's wayward ways. But over time and with my wife's assurances that she hadn't told anyone about her straying while married, I had learned to enjoy Katie's company and even considered her something of a friend. Now, however, things were about to change, and I was nervous and excited in equal measure to let Katie see my true cuckold nature.

Once Cheryl and Katie had finalized their plans, my wife had me stocking the house with beer, wine and food for the weekend. And on both Wednesday and Thursday evening before Katie's arrival, Cheryl had me scrubbing the house thoroughly and making up the guest room for Katie's stay. I had been locked in chastity ever since Katie had agreed to join my wife in giving John his fantasy and Thursday night after I had completed my chores, Cheryl had me remove my device, watching vigilantly as I shaved my crotch, assuring that no stray hairs were left behind. And when I had finished shaving myself, Cheryl locked me back up, telling me that she'd let me "play with myself" once Katie left.

That Friday at work I was a nervous wreck. Although I had been able to rationalize Katie's visit and threesome with John and my wife, now that the day was here, I began to have misgivings. And to make matters worse, Cheryl had hinted that she might want me to show my locked penis to Katie and this thought had me squirming in my seat all day.

When it eventually came time to leave work, I hurried to my car and headed home, the entire drive my thoughts consumed with how embarrassing it was going to be to see Katie. What would she think of me? A man who not just allows his wife to fuck other men but who willingly allows his very manhood to be kept under lock and key at his wife's discretion? By the time I arrived home I was a bundle of nerves and as I entered the house, I saw Katie and Cheryl lounging out by the pool with a half empty bottle of Chardonnay sitting on the table between them.

Not wanting to delay the inevitable, I strode out to Katie and Cheryl and exclaimed, "Hi Katie! It's great to see you!"

Katie face lit up in a broad smile as she lifted herself up off the chaise lounge and made her way to me. My wife's friend was wearing a flowery orange bikini and although not a thong like Cheryl usually wore, it still showed a lot of skin. I held out my right hand to shake hands, but Katie was having none of that as she embraced me in a friendly hug and exclaimed, "Aw, Mike, it's good to see you again!"

I could see Cheryl watching as her friend hugged me and my wife's previous cheerful countenance was replaced with a glare. Perhaps it was still some lingering resentment of Katie having seduced her boyfriend all those years ago or maybe it was just Cheryl's longstanding rule that I was not to "flirt" with other women, but it was clear that my wife was not pleased with this friendly greeting. And when Katie released me from her embrace, Cheryl snapped, "Mike, why don't you get started on dinner. Katie and I are going to finish our wine and catch up on old times."

I could sense my wife's displeasure and so I merely replied, "Yes Dear," as I hurried inside, changing into a pair of shorts and a t-shirt while busying myself in the kitchen.

Dinner went off without a hitch as all three of us ate at the dining table and I remained relatively quiet while Cheryl and Katie talked about their high school and college years. After finishing dinner, I cleared the table, but my wife wanted one more glass of wine and, as I poured out a glass of wine for the three of us, the conversation became decidedly more risqué. And Cheryl soon found herself launching into a detailed description of she and her lover, John's first date. My wife was holding nothing back as she described how she had swooned over John's thick cock and chiseled muscles, exclaiming, "Oh my God, Katie! Wait till you meet John, I know you're going to love him, he's really hot!"

The entire time my wife was describing her lover, I sat in complete silence. Although I was used to hearing Cheryl describe her various lovers in glowing terms, it was one thing for me to hear it while feverishly masturbating and quite another to sit with my wife and her friend as Cheryl went on and on about John's attributes. The entire time, Katie kept glancing over at me to see my reaction, but I kept my eyes downcast, trying to hide my embarrassment when Katie suddenly asked, "Hey Mike. Doesn't it bother you to hear about Cheryl's boyfriend?"