It was supposed to be a day at the beach...

bflydude

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... How had this happened? It was supposed to be a day at the beach, some fun and for sure some flirting, but nothing like what it had turned into. Nothing like where I found myself right now, under the command of Sir Michael, a man old enough to be my grandfather - not to mention being put to his use to please no fewer than five of his mates!
... How had this all happened? I am a good guy, a safe guy, a vanilla guy. Sure, I've had a few adventures, but nothing like this. My friends think I'm a prude, for chrissakes, not the Cumslut of the Party. I mean, I almost always insist on using rubbers and don't ever go with strangers, let alone get pimped out at a party favor at their summer house.
... How in the world did I let this happen? And why in the world was I enjoying it so much!?
I suppose it all began three days ago, the Thursday night before a long weekend. I had planned to get out of the city and head to the shore with my buddy Antonio, who unfortunately had to bail at the last minute because of some work thing. I thought about cancelling, but our AirBnB deposit was non-refundable and I hadn't had time away for ages. So I packed my bags and drove three hours to the small town, whose reputation as a gay retreat was well established: nice coffee shops, casual restaurants, kilometers of beaches - some of which were naturist - populated by men of all types. I figured I'd get some sun, read a book or two and maybe, just maybe get laid by someone like me.
After sleeping in Friday morning, I gathered my beach gear and headed out to one of my favorite spots, only a 5 minute walk from where I was staying. This was a clothing optional stretch of white sand that abutted the woods, giving some spaces for shade and relief from the heat that would surely bear down by midday. I packed sunscreen, water, some towels and some magazines, along with some snacks, and headed out. Little did I know, my destiny was awaiting.
I found a space to set up that offered a bit of shelter from the wind, yet would allow me to ogle a bit without being too obvious. It had been ages since I'd been with anyone - Antonio would have made sure I got picked up if he were there, good friend that he was - so long in fact that I sometimes joked that I'd been revirginized. Not that I am ugly or anything, just a bit... "good boy" for most guys tastes: middling height, slender from running and with some muscle from the gym, pail skin and a youthful look that made me look less than my 28 years. Despite all that, I've never been shy about getting naked in front of men, so I stripped down and took in the sun. For the next four hours, I read and took short dips in the water, flirted unsuccessfully with some jock, and generally relaxed. And then I saw HIM.
Something in my lower brain stem snapped when this bear of a man emerged around the dunes. He was at least 60, well over my height with a stocky build that jumped right out of Tom of Finland, not to mention covered in a thick blanket of hair. I couldn't help but getting hard even before I saw his thick uncut cock, semi-hard and bounding with every step, bouncing atop a set of balls that made my mouth water. I tried not to be obvious, but my growing erection betrayed me mercilessly. And then he walked up to me, pulled off his sunglasses, and spoke.
"I guess you like what you see boy." He voiced matched his body to a T - rough, determined, and so sexy. "But what's a sweet thing like you doing here all alone?"
"Um... my buddy couldn't make it, sir." WTF - why did I call him SIR?! I had just blurted it out without thinking. "So I'm by my self."
"Sir, huh? Well, I guess you know your place boy." He glanced down at me and spread his legs, his cock glistening before me. "But we don't want to scare the locals, now do we?" With that, he pointed to the woods and growled, giving me a silent order.
"YESSIR." Seriously, it was like I was under a spell - I actually barked "sir" back to him like some sort of private in the army. Regardless of what my logical brain could do, however, my body obeyed him and stood up. Without saying another word, he put his hand on my ass and prodded me into the woods. We walked for about three minutes until we found an opening, whereupon he pushed me to my knees and said, "open up boy" before shoving his meat into my willing mouth.
I'd always laughed at porn stories where the hapless bottom talks about having his faced fucked like a hole, but that is indeed what he did to me, holding my head like I was some sort of rag doll. And as he did so, ordering me to breathe through my nose, his cock grew and grew, pounding my throat open. At some point, I nearly passed out, tears welling in my eyes - but I still wouldn't, couldn't stop. I was hypnotized.
It was only as he let up, pulling me to my feet and grabbing my ass that he wordlessly told me what was next. He was going to fuck me with that monster, and with only precum and gag spit for lube. If I had thought to have any objections, if my brain had been working enough, I would have run then. But I didn't. Instead, I bent over and said, "please fuck me sir. Use my hole."
What ensued was nothing less than transformative. I'd been fucked before, but never like this. To start with, he was both savage and careful, rimming my hole for a good minute before basically ramming it in one swoop. He listened to me cry out in pain, but only enough to modify his thrusts. Soon I was opened up and gave myself to his cock fully, not even thinking to ask him to use a condom. In any event, I ached for his cum. There was something about how he used me that had opened up a chasm in my mind and my body, one that I knew I could never fully fill up.
Perhaps because we weren't exactly in private or perhaps because those huge balls of his needed draining, it only took him about fifteen or twenty minutes of pounding my guts and re-arranging my insides before I heard him start to breath heavier and felt his cock swell thicker. "Breed me sir. Please breed me sir." I could consciously hear myself begging, like an out-of-body experience. That seemed to send him over the edge, and he flooded me with what felt like liters of hot cum, growling into my ear and pressing his weight into my helpless body.
Even after summing, Sir kept his rock-hard meat in me, catching his breath. I didn't move - I didn't want this to end. I clenched my hole and begged him for more, sounding ever more pathetic as I pleaded. Suddenly, however, he pulled out, leaving me feeling empty and unfulfilled.
"You like that boy?" He looked me straight in the eye. "You want more?" I nodded, sheepishly gasping at his cock, now semi-flaccid and at eye level in front of me. "Then show up at my house tonight - 6 Marsh Drive - at midnight. You got that?"
"Yessir. 6 Marsh Drive Sir. I will be there."
"Good boy." He grinned, evilly. "Now clean of my cock - I gotta get going." I didn't need to be told twice and awaited another face fucking, but was rewarded only with him using me to clean off before he left.
(to be continued)
 
(part 2)
Sir left me in the woods, tears running down my face from the skull fucking he'd given me and his load dripping from my now torn up hole. Even though I should have come out of it, come to my senses and high-tailed it back to my vacation rental, I didn't. Instead, I went back to the beach as if in a trance and waited patiently for the day to wind down. Only when it neared five pm did I go back, take a shower and look at myself in the mirror.
What I saw was still me, but different. More honest and more fulfilled. Clearly, I'd make the appointment with Sir only an hour later. And I would do so eagerly.
Knowing I should be prompt, I dressed in some tight shorts and a t-shirt. Both showed off my body and, I hoped, would make me more alluring. All I could think of was getting used again by that massive hunk of a man. My mind didn't race, it just pushed me down the blocks toward 6 Marsh Drive. When I arrived, promptly at 5:59pm, I was surprised to hear other voiced - I thought Sir would be expecting me, and my heart skipped a beat. But I rang the doorbell anyway.
"Good boy - right on time." Sir greeted me and pulled me into the house by my shirt, practically lifting my 130 pounds into the air with his burly grip. I was instantly hard, my hole twitching with anticipation... and still gaped from how he had used me earlier in the day.
"Alright guys, the party favor is here as promised!" I barely had time to process what I saw, let alone heard: there were five other guys in the room, all around Sir's age and build. Some were in their later 50s, some in the early 70s. Some were hairy beasts and others smoother. There was a tall, roughnecked bull of a man guy with a thick pelt of white hair all over his muscled torso; a skinny, tall and eager one with big hands and a dark scowl; a massive black grampa who towered over them all, with a belly that hung over his jeans straining at what seemed to be a huge package; a guy who looked to be hispanic, a bit shorter but ruggedly built and dressed in leather pants and a harness; and the oldest guy of all, probably 75 but the spitting image of my own grandfather - bald head, steely blue eyes, wide shoulders and a thick mustache. Finally, there was Sir himself, clearly the one in charge with his massive frame and determined character.
"This is the boy I met earlier - I told you he'd come." Sir said this, which led to them all laughing and two of them - the black man and the skinny guy - opening their wallets. "You owe me 20 bucks each... a bet's a bet." That Sir said this as he ripped off my shirt and pants only led to more laughter and a few hoots.
"He'll do just fine Mike," said the hispanic guy. "And it looks like he still is all lubed up from you before, right?"
"Are you boy? Are you still carrying my seed, you little cumslut?"
"Uh...umm..." I stammered, still not sure what to do - should I run or stay? "Yessir."
"Yessir, what boy?" Sir stared me in the eye, making me shake all over.
"Yessir, I still have your load. I didn't want to lose it sir."
"Good boy. You'll do just fine." With that, Sir passed me a drink. "Now, this will help for what we're going to do to you. I promise you'll like it and that we won't hurt you... well, too much. But you're gonna need a bit more than your slutty desires to get banged out by all of us, slut."
"Sir, you mean you won't fuck me again?" I couldn't believe I was practically begging - and in front of five strangers!
"Oh I will, slut, but not until all of them do you too." He practically snickered in response. "Now, you can go now if you want, but if you want my cock and my cum, you gotta stay, drink this, and be the good little cumslut I know you are." He stared at me again, right into my soul. "So make up your mind boy."
I knew I shouldn't, that I should bolt, but also knew I would regret it if I didn't stay and fulfill my destiny. So I took the cup of water laced with something and drank it all down in one shot. The men hooted and howled, and I slowly let go of everything that had held me back.
I didn't pass out or lose the ability to act, but basically lost the ability to resist that part of me that held onto my dignity. What happened next was a release of my innermost cravings and lusts, as the good boy I'd always been vanished away and the inner slut, a cock and cum hound that had been starved through years of denial, came out.
Sir called the shots that night as he had earlier in the day. One after another I was fucked by each of them men. They were all determined, some rough and others simply randy, as they tossed me around like a rag doll. One would fuck my face while another would eat or fuck or fist my hole, passing me from man to man, grampa to grampa, placing me on cock after cock. At some point I took two guys in my hole - I think it was the skinny guy and the furry beast, but I couldn't fully tell as the hispanic dude was forcing his meat into my mouth like it was his personal plaything. Which, of course, it was. While this was happening, I noticed that Sir was telling who to do what and where and how, while taking pictures of it all.
At some point the men started to overheat and needed to cum. The first of these was my ersatz gramps, who was buried in my ass and who practically screamed as he let loose. Then it was the turn of the black guy, whose cock was so big I thought it might be his wrist. The skinny dude shoved his long, curved dick down into my esophagus and unloaded while the hairy dude and the hispanic dude passed me between them, each breeding me in turn. I was literally a dumpster for them.
And then it was Sir's turn. Silently, without more than a nod, he passed his camera to someone else and pinned me onto the couch, entering me with one thrust. I was sloppy and lose and ready, but still begged him, even in my groggy state of mind. His buddies, spent for the moment and I suppose somewhat sated, cheered him on.
"Fuck that bitch boy," said one. "Knock her up, make her pregnant," said another. "Look at his messy hole - can you believe he's still taking it like a champ?" Chimed in one more.
For his part, Sir was using me like I was barely there, growling and rutting as if the world depended on it. I was delirious, moaning to the extent that someone took pity on me and skull fucked me, probably just to shut me up. Not that I minded.
When Sir finally let go and hammered my tired, puffy hole for the last time, he let out a primeval howl, like an animal. Even after being used for how long, maybe two hours, I could feel him unleash in me. It felt like heaven.
(to be continued)
 
(Part Three)
My transformation from good boy to cockhound and cumdump was completed that night, as evidenced by my gaping hole and the loads of all those older, sexy men dripping out of it. As the men filtered out of Sir Michael's house, I was left on the couch, whimpering from the poundings I'd received, my mind spinning and my soul aching for more of the same.
Sir Michael saw them out one at a time, sending them photos of what they did to my holes that night and then taking cash from each in turn. After seeing three of the five guys pay him, it finally dawned on me - I'd been whored out to these men! And I'd done it willingly. What was in store for me now, I wondered as the cocktail Sir had given me - and that I'd willingly drunk - started to wear off.
With the last of the men gone, Sir came back to me and smacked my ass firmly, ordering me to sit down. He was still naked, his huge meat swaying in front of me, centimeters from my eyes that fell into a hypnotic stare. I was his, and he knew it.
"So boy, you made me some good cash tonight. A fine piece of ass like you, one that doesn't say no and can take a real pounding is worth a lot." He glared at me like I was his property. Which, I guess, I was at this point. "Here's what's gonna happen, boy, and you can say no whenever you want, but it means we're done - you'll never have my cock again, you'll never get my load again, you'll never hear yourself called 'boy' again - at least not by me." He stared at me as I knelt in front of him, mesmerized, as if he knew exactly what to do and say and when to do and say it. "You're gonna be my bitchboi from now on. You're gonna move back to the city with me, get your stuff to my home, and serve me at all times, except when you're at your job. Do you understand?"
"Yessir, I understand. I will move in with you and serve you, except when I work sir." What the fuck was I saying? And why did it feel so natural, so right?!
"Some days you'll just take care of me, others my clients. I will choose them and you will do what they want - no questions asked on your part, boy." He looked at me as I agreed, still fixated on his cock, my hole started twitching anew, like it hadn't just been banged out by a team of grandpas. "And you'll obey me at all times. For your part, you'll be rewarded handsomely, but you cannot fuck anyone without my permission or authorization. EVER." He stared at me again, "do you agree boi?"
"Yessir - I am yours from now on."
With that, he made me go back to my Airbnb, gather my things and spend the weekend with him before returning to the city. He paid off my lease and had a crew of men move my things to his home - a beautiful victorian with several rooms, including a "wet room" where, he explained, certain clients liked to use boys like me in very particular ways. Within three days, I'd settled in and had established a routine. I kept my office job - a nine-to-five one that paid ok but bored me to tears - and otherwise served him, making meals and attending to his needs, waiting for him to fuck me. Which he did most mornings, sending me to the office with a load in my hole and an ache in my gut. In the evenings, he hosted "friends," which is to say clients. Most of them were older men, all of them at least 40 and some as old as 90, some alone and others in groups as large as nine or ten, all of whom paid for a turn at my services, that is to say whatever fantasy they wanted fulfilled.
Some just wanted to fuck me and leave, mostly guys on business trips who just needed to get off. They would come over, have me suck them while Sir watched and told them what they could do, then usually end up fucking my ass for a few minutes before unloading in me, gasping in gratitude. I was always happy to help - the poor suckers probably hadn't come in ages - and it meant that Sir would have some lube to fuck me with later. (He had the stamina of an adolescent, despite being 63, and needed to unload at least twice a day.)
Other guys, usually in pairs or small groups, wanted something a bit more elaborate. This one group of two men - I later learned that they were pilots on a layover, since they returned every so many weeks - clearly had fantasies about double penetrating me and were surprised when Sir gave them to go-ahead. Obedient as always, I hopped on one the capitan's average cock (he was maybe 55 and a bit chubby, but I never say no) while his copilot (early 40s, a bit leaner and taller, with a definite military look) rammed his thick hog in without warning. My muffled screams - they had tied me up and gagged me with Sir's approval - seemed to make them enjoy it more, and soon enough they left Sir's home with smiles on their faces, a bit of cash on the table, and my hole slick with their pilot loads.
The most challenging of all was a time that some big shot CEO type came over, all secretive and accompanied by a service detail, which sort of made me nervous. Sir assured them of privacy as he showed the bigwig into the basement playroom. This guy reeked of power - tall, broad shouldered, expensive suit that didn't hide his muscles, he was probably 60 and definitely didn't take "no" for an answer from anyone. So when he told me to get in the sling, I obeyed willingly - besides, Sir glared at me, presenting my freshly shaved hole for the man, who nodded approvingly. "Nice specimen my friend - this should be fun." He laughed as he said it, "and don't worry, I won't leave any marks. At least, not that you can't take care of with some ice and ibuprofen." With that he proceeded to flog me with his bare hands while one of the security guards, a beast of a man who never looked down at me, face fucked me so hard I passed out. Sir was standing there, watching and approving, so they kept going, and at some point the CEO began to put things in me: first a medium dildo, then larger ones, until he had opened me up more than anyone in weeks. "He can sure take it Mike, you were right... just the ticket for some stress relief." The security guard was still pounding my throat as the CEO began to fist me, making me scream again, begging through the tears and the huge cock in my esophagus. All of which only made my torturers go harder and Sir laugh more. Eventually, the guard shot down my gullet, keeping his softening meat in place as I swallowed, while the brute of a CEO tore me up, making me whimper and writhe as he jacked onto his fist in my sore hole. Then, just as soon as he'd come, he pulled out, nodded to Sir, got dressed and left, while I remained panting in the sling. After hearing the door close, Sir returned to the basement and looked at me with a smile, splashing some balm on my hole before asking if I was okay.
"Please sir, I need your cock in me sir." That was the only thing I wanted. It was how far I'd been reduced. It was how far I'd come. Wordlessly, he obliged, giving me what I needed.