The Bucket List

(Me): These things are cutting off my circulation. (jokingly laughing)

Before they could even begin to process what was happening, I grabbed the sides of my bike shorts while alternating eye contact between the both of them as I slowly began to peel the spandex wrapping paper off of Denise' soon to be birthday gift, pausing a few seconds just above my kielbasa, exposing my cleanly waxed pubic region. While they had already seen nearly a dozen pictures of me in all my glory, it was impossible to prepare for the in-person experience of what was about to happen as I continued removing the spandex, pausing briefly before releasing the fully erect 12-inch sausage from its spandex cage like a spring-loaded pipe.

The silence in a room where cocktail parties likely attended by some of the most prominent and wealthy people in the city had taken place, was immediately broken by the involuntary gasp Denise let out while Matt looked on in a mix of horror and shame attempting to process how a cock of this magnitude could have possibly been attached to a petite little guy the size of his wife. In that moment, everything Matt had ever provided for Denise didn't matter. The jewelry, the 10-million-dollar home, the million dollars' worth of automobiles in the driveway, the country club membership, the plastic surgery; nothing mattered. Denise's entire world now revolved around the most picturesque erect schlong she had ever laid eyes on staring her in the face.

As I completed the unwrapping process, my cum-filled Easter egg sized testicles freed themselves from the remaining spandex, drawing yet another gasp from Denise as the bike shorts fell down my legs and into the pile on top of my shirt and flip flops. As I stood there like a piece of meat being studied for some scientific experiment, it was in that moment when Matt realized there was nothing outside of an unforeseen natural disaster that was going to prevent tonight from happening. You didn't have to be a homosexual to appreciate my gift that more than likely possessed the powers of turning even the straightest of men bi-sexual if it ever became of interest to me. With all eyes locked on the perfectly formed gigantic pre-cum coated mushroom head that reflected the light nearly on the same level as the diamond ring Denise was wearing, I knew it was time to move the evening forward.

(Me): Where did you guys want to do this?

The "holy shit" moment that the majority of first-time couples could have never fully mentally prepared for had finally arrived as a cloud of anxiety immediately filled the room with Denise almost immediately looking over to Matt in a very poor attempt of not looking too anxious. While I knew it was a perfectly feasible option to walk over and plop down on the couch between them and let Denise check her bucket list off right then and there, I was always cognizant of keeping both of them comfortable and letting them dictate where the events of the evening would ultimately take place.

(Denise): Upstairs? (looking at Matt)

It had become crystal clear that Matt simply wasn't fully prepared for the eagerness Denise had displayed as he just sat there with a dazed and almost defeated look on his face. While she was still making an effort to be respectful by including him in the process, his approval seemed to be an inconsequential formality at this point. As Matt inevitably responded with a hesitant nod, Denise sprung off the couch faster than an Olympic sprinter off the starting block as she then waited a few seconds for him to hesitantly stand up with her before beginning to lead the way back into the foyer where I had previously entered the home.

As I began trailing in Denise' perfume scented wake with a still fully erect 12-inch salami, we began making our way up the massive split staircase that looked more like it belonged on a cruise ship than in someone's home. Matt lagged several feet behind, catching the unavoidable upward view of my hairless bare ass and gigantic fully loaded balls swinging between my legs in unison as I slowly made my way up the stairs behind his wife. After finally making it to the top of what seemed to be an endless staircase, Denise continued to lead the way down the landing to a bedroom featuring a massive set of French doors as their entrance.

Making our way through the 10-foot-high French doors, I became immediately awestruck by the massive 4-post canopy bed that dominated the dimly lit bedroom, which in itself appeared larger than my entire double-wide trailer. I followed closely behind as Denise made her way deeper into the room with Matt eventually appearing through the French doors a few seconds later. I knew this was a delicate time in the process as I relied on my experience to give Matt the illusion that he still had some control within this process.

(Me): Are you ok? (Looking toward Matt)

(Matt): (nervously nodding yes)

I immediately began seeking out the best viewing position for Matt to witness what was about to go down and quickly landed on a full-sized couch that was against the wall next to the bed.

(Me): Make yourself comfortable. (Looking toward Matt as I directed him with my eyes to the couch)

Barely 3 minutes had passed since Denise shot off the downstairs couch like a rocket as Matt hesitantly shuffled over to the couch to sit down. I began making my way over and approached Denise as she stood a mere 5 feet away from where Matt was sitting. Her demeanor was almost trance like as her eyes remained locked onto my sausage while standing there still fully clothed in her white skirt and black tank top. Our petite 5'5" bodies stood face to face separated only by the foot worth of cock and gigantic fake tits between us as I gradually rotated our bodies, ensuring Matt a side view and best seat in the house for what was about to happen.

Not 10 seconds later, what had previously been prefaced by a half-assed look for approval toward Matt was completely bypassed as I felt the tiny hands of Denise wrap around me as I reached out and took hold of her massive tits through the black tank top she was wearing. Sporadic "wows", "oh my God's", and "holy fuck's" broke the silence in an otherwise quiet room as Denise became acclimated with her birthday present.

Weary of the massive diamond ring on her finger, Denise carefully continued stroking as I placed my hands on both sides of her tank top and slowly began sliding it upward, forcing her to temporarily remove her tiny hands from my shaft as I pulled it slowly over her head letting out my own "wow" as the most beautiful, bra-less set of surgically enhanced tits I had ever seen were now staring me in the face. Before her tank top could even settle on the floor, her hands were wrapped back around me while my focus immediately went back to feeling her tits and admiring the magnificent tan lines that had been perfectly defined by her tennis top. As tempting as it was to grab the sides of her skirt to expose the rest of the smoking hot body I knew was under there, I was keen on respecting our rules of engagement for the evening and the boundaries that had been set.

As fun as it was watching Denise mutter random words of disbelief and appreciation while exploring my gift, Matt's reluctance with everything that evening was as much of a turn on for me at that point as anything Denise had or would eventually be doing. I decided it was time to have some fun as I pulled away and walked over to the couch to a bewildered Matt and plopped down a mere 3 feet to the right of him, spreading my legs out as my rock hard footlong homewrecker pointed straight up at the ceiling.

I could almost hear Matt's heart beating through his chest as he took in his first real closeup view of my freakishness that had likely been double the length and thickness of himself on his best day. Denise almost immediately began to walk over to where I had moved and suddenly drop to her knees between my spread legs, taking in her first point-of-view perspective of my mammoth pre-cum soaked mushroom that was now staring her straight in the face. Matt and I looked down as she immediately wrapped her tiny hands back around my girthy shaft and began slowly milking me again, continuing to struggle acclimating herself to my sheer size. I took a lot of enjoyment out of Matt having to sit there being all but forced to watch his topless wife of a quarter century falling in love with her new toy as if she were counting the inches with every stroke.

The bird's eye view we received offered a new perspective of just how passionate Denise was about my monster as she continued to stroke back and forth. The dimension of sound became more prominent as the pre-cum from my helmet began to distribute itself along the entire 12-inch shaft as she continued to methodically stroke from back to front with both hands as if she were milking a cow. I didn't have to look over to know that Matt's eyes were locked onto Denise working my shiny pre-cum coated shaft likely dreading the inevitable next step.

While I was in no rush and would have enjoyed being worshipped and milked by a 50-year-old trophy wife for another hour, I wondered how long Denise would be able to hold out as her restraint was commendable, likely due to any tiny shred of guilt left in her system with Matt closely watching on. The staring contest she had been having with the cum soaked tip for the past 5 minutes began to break down as the strokes became slower and slower. Both Matt and I could see the guilt begin to exit her body almost like a spirit in slow motion as she slowly began to lean in, struggling to wrap her lips around the meaty head of a total stranger's cock for the first time as I let out an audible sigh of pleasure.

While this wasn't my first rodeo, it was always fun to experience that exact moment when fantasy met reality for these women while Matt and I looked on as his poor wife struggled getting past the gigantic mushroom head, stretching her jaws out like an anaconda feeding on large prey. After what had been several failed attempts of taking me deeper in her throat, clearly not due to a lack of trying or passion, I could see Denise finally begin accepting the reality that the birthday blowjob she performed annually on Matt simply wasn't going to cut it tonight.

I never doubted her experience for a minute as she added her tiny hands back into the mix with her mouth still attached to the end of my cock as if it were the last source of oxygen on the planet. The passionate orgasmic moans mixed with the squishing sounds of the saliva and pre-cum cocktail occupying her mouth filled the room as I began to question if it was actually possible for a female to have a contact-less orgasm. She was going absolutely fucking insane down there as I couldn't help but to turn my head to Matt who seemed even more taken aback by the elevated unadulterated passion Denise had shown to my salami at that point.

My gigantic sperm-filled balls hung off the edge of the couch lying dormant like a volcano as she jerked my shaft at an increasingly faster pace, detaching herself from the tip only when she desperately needed to come up for air. At that moment, I could sense Matt pondering the rules of engagement we had agreed on as it finally hit him from the experience of simply being a man that I wasn't going to last much longer at the pace Denise was going. From experience, While I had already known what the outcome of that evening held the second Denise laid eyes on my bike shorts a mere 20 minutes ago in the living room, poor Matt hadn't been so fortunate.

(Me): I'm getting close.

What happened from this point varied by couple, as discussing this granular level of detail during the initial chat phase never seemed to take priority over the ultimate goal of rushing to fulfill their size-queen fantasy. Sometimes couples were very specific in their rules of engagement, whereas someone like Denise had been so eager to pull the trigger, that minor details weren't discussed that hadn't seemed relevant at the time. While I already knew Matt had been doing this seemingly against his will, I couldn't help but smirk as Denise suddenly accelerated an already rapid jerking motion now spanning the entire length of my kielbasa, having never detached her stretched jaws from my mushroom while Matt likely prayed that maybe she just hadn't heard what I just said.

(Me): Holy shit, you are going to make me cum!

This was simply a moment men like Matt couldn't have prepared for no matter how many times they had mentally rehearsed for it. It was inconceivable that women like his wife had already mentally signed a contract with themselves that had been lying in wait for years about how they would handle this moment if it ever became a reality, and was all but impossible to breach in her current state of lust. The struggle to process the passion Denise was exhibiting at a level he had probably never seen throughout their entire marriage and likely even during pre-marital times was a lot to take in for a man in his shoes. The contrast between the birthday blowjobs he had been lucky to receive and what he was currently being forced to watch would have been hard to absorb for any man that hadn't been 100% on board with what was happening right now.

(Me): Holy fuck, here it comes!

While it would have been just as easy to remove her stretched jaws from my engorged mushroom and finish me off on the silicon investment Matt had wisely made, that clearly wasn't going to be the plan for this evening. I didn't know what had gotten into me, but I all of a sudden had it out for Matt. Maybe it was a hidden jealously of the wealth gap between us, or maybe it was something else that made me feel the need to torment a seemingly already broken man. I was about to leave my mark in Eagle Point and make sure Matt remembered this night for the rest of his life.

(Me): Oh fuck, here it comes!

(Me): 5.

(Me): 4.

(Me): 3.

Denise double fisted my slick pre-cum and saliva coated cock as my mushroom helmet muffled the orgasmic moans she made while Matt looked on in horror.

(Me): 2.

(Me): Blast off! (I playfully yelled to torment Matt while also warning Denise)

Any remaining hope Matt had held onto in how his wife of 25-years intended to finish me off that evening died right then as my gigantic cum filled scrotum began the long process of pumping liquid gold through the 12-inch rocket attached to Denise' mouth. The loud grunt I let out was a reminder to Matt of just how helpless he was in this moment as the first jet of semen hit the back of Denise' throat like a missile, followed by three more equally powerful jets as her inexperience immediately took center stage, causing her hands and mouth to detach from my sperm rocket, making her best attempt to swallow what had already been deposited while continuing to get blasted by rope after rope from the untouched cum cannon still aimed at her face.

Poor Matt looked on as an unrecognizable and resilient Denise, who now looked more like the star of a bukkake feature rather than the woman he had married, somehow summoned the energy to wrap her hands back around my pulsating kielbasa, milking the remainder of my ball juice into her awaiting mouth with an urgency as if to recognize this would likely never happen again. I immediately let out a huge sigh of relief as Matt has no choice but to look on as the amplified audible sound of Denise swallowing whatever was left in her mouth seemed to permeate the room.

(Me): Holy shit, that felt good. Nice job!

Time seemed to stand still as my homewrecker slowly returned to it's flaccid 8-inch state while Denise blindly reached for her black tank top in a poor attempt to clean her face off. No matter how many times I had done this, I always had to pinch myself to make sure it was real. The transition from bullied recuse to having my cock drained by a millionaire's wife in front of her husband within a 2-year timeframe felt like a dream. There was no need to make this moment anymore awkward for Matt and Denise than it had to be, as I knew things would never be the same for them moving forward. I admired my work for a few more seconds before getting up off the couch and walking toward the bedroom door before pausing briefly to see if Matt was going to escort me downstairs. Matt eventually got up and walked past me.

(Me): Thanks Denise. (before walking through the door)

I followed Matt down the huge staircase, back through the foyer, and into the living room to the pile of clothes I had left on the floor a mere 30 minutes ago. No words were spoken in what had been an awkward moment as I knew Matt couldn't have gotten me out of his house fast enough at that point. I stuffed my flaccid 8-inch wiener back into my bike shorts, which now fit a little easier, and put my shirt and flip flops back on before following Matt into the foyer and to the front door.

(Me): Nice meeting you Matt.

(Matt): You too. (opening the door)

The door closed and locked behind me as I started making my way back to the car. After a brief moment of recollection, I backed out of the long driveway and began to make my exit toward the front gate, trying to enjoy the final moments of the mythical fortress known as Eagle Point, I had likely seen for the last time. I knew that the second I crossed through those massive iron gates, I would immediately turn back into the high school dropout trailer park loser that had only a single useful purpose in this world, but it was nothing compared to the broken husband, insatiable wife, and oil spot I had left behind.