thebearwannabe
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I’ve been best friends with Grant for… god, I don’t even kno..
🕑 Added 2024-09-20 18:45:02 +0000 UTC I’ve been best friends with Grant for… god, I don’t even know at this point. We’ve been inseparable, and I know his family well enough where they treat me as their own. He was also the first person I felt comfortable coming out to when I was 21, and despite him being very straight, never judged me too harshly besides maybe a few dumb jokes in the early years.Grant’s dad, Mr. Reid, worked as a legal consultant or something, so most of the time we could bum a flight with him if we wanted to experience a new city. Having traveled extensively, he was always aware of the best places to have a good time or find good food, and I think he got a confidence boost from having wingmen half his age, and of course, just company.
Tonight, however, I found myself alone. Grant was off to some straight bar and Mr. Reid had a meeting he had to get to, so I knew I had a few hours on my own in the tiny hotel room he had purchased for us. As I laid in the cheap bed, I idly grabbed at my cock, feeling more pent up than usual, but not much I could do about it.
I felt my phone vibrate in my pocket, and pulling it out, I saw a new notification. An app I had been using for the past few weeks, Snuffies had, until now, been a complete waste of time. While (they say it’s) popular, I never really had any successful hookups, and most of the time encountered blank profiles with dudes who backed out at the last second.
For the first time, I found something different: the profile I saw was close, with only one photo: a bearded, larger man in his 50s wearing a blindfold, his mouth wide open, and possibly saliva or even cum dribbling from him. My cock, idle until now, throbbed at attention, and I scrolled further down.
CUMDUMP 2NITE BREED ME,, UNLOCKED DOOR
As I scrolled further down the profile, I could see an address to a hotel, which ended up being the same one I was staying at. Fucking score. I’d never gotten this lucky before, and if I was quick enough, I could get back before Grant and his dad returned from the plans they had. I was so horny from the idea of getting off I didn’t even send a message and found my way to the floor his room was based on.
The interior hallway was quiet, and for a moment made me worry that this was some sort of joke - but as I got closer, I could see men quickly exiting a far-off room, zipping up their pants and escaping out defunct a fire exit. I could feel my cock throbbing again in my shorts, standing further down the hallway, waiting for the last straggler to leave. With the coast clear, I approached the door, realizing it was intentionally left open to welcome the next patron.
The room was dark and cold. It was smaller than the accommodations I had upstairs, sporting a single bed with a window that faced a quiet-looking part of the parking lot. On the bed, I could see a man waiting. He was older, larger, and, as a benefit, had an ass that looked incredible. As I closed the door behind me, I could see him re-arch his back, stuffing his face into a pillow as he waited expectantly.
The smell of sex was strong, making the feeling in my shorts even more intense as I accepted that this wasn’t some sort of prank. I made my way to the end of the bed, getting a better look at the Daddy’s ass waiting for me. It was hairier than I expected and caught in the individual wiry hairs was two or three loads, oozing out of his spent hole. He had already lubricated himself, even before those previous men arrived, and I could see just ahead of his round belly he was stroking his own thick cock with a generous amount of what I assumed had to be lotion.
I climbed onto the bed, shoes and all, as I positioned my rock hard member near his entrance, the man under me shaking his ass teasingly. With almost no resistance, I plunged my cock inside, going all the way in, driven by the mixture of cum, spit, and lube that had already filled him up. The man moaned as I reached the hilt, sounding recognizable for a moment, despite being muffled under a pillow. I ignored it and pulled myself back out and in again, the slick sound of my shaft entering and leaving him echoing around the room as both of our breaths became more and more ragged. I could feel my orgasm rapidly approaching, and pulled myself out, savoring this as long as I could. My cock throbbed even more than before, feeling cold in the outside air as I took a breather, rubbing his ass cheeks idly and getting ready for the finale.
The man, realizing he had the moment to do so, reached around the bed, blindly looking for something.
I stopped, following his hands as I found a small bottle of fragrance-free lotion, just under the fold of a blanket. I placed it in his hands wordlessly as he popped the lid, dispensing a dollop into his hands and quickly stroking his cock again with it. Watching him down there, pleasuring himself and moaning in satisfaction, was an amazing performance, yet I yearned for something more.
Before he could get too far, I grabbed it myself. His cock was thick and stubby, and had a thick mound of pubes that tickled my hand as I pushed myself up and down his length.
“Oh fuck -Oh fuck, oh fuck -” I could hear muffled under that pillow, grabbing the Daddy’s thick hard cock from under him, with my other hand driving one, two three and then four fingers up his hungry asshole. The lotion slicked between my fingers as I worked him harder, relishing each tremble of his muscles on his beefy, hairy body.
“I’m- Oh fuck, I’m going to-” the man chanted, his desperation so strong he was thrusting into my hands, leaking precum and staining the bed under him. My hand was inside of him now, and I took the opportunity to push deeper, pressing up against every one of his walls as his reactions almost sent me over the edge.
“…Yeah, shoot it Daddy. You’ve taken so many loads tonight, haven’t you?” I said with a whisper, urging him on as his moans became louder and more pronounced. I felt more daring, working him harder as my whispering continued. “You’re just a little whore, aren’t you? I’m not even sure if you deserve to be milked right now.”
The man shook his head, beyond the point of words as he bleated for me to continue, his dick throbbing under my touch, rock hard in my hand. Soon enough, his ass tensed one last time, clenching and wrapping around my fingers.
“Oh, fuck- OH FUC- “ He screamed into his pillow, body spasming and bucking wildly into my hand and shooting a massive load, coating my hands with seed as I slowly and carefully extracted every last drop from him…
——————————————————————————————
I returned to my room after shooting at least a few loads into that man, giving me enough time to shower and collapse on a bed moments before Grant and his dad returned. Grant slumped into the nearest bed, obviously after partying too hard, and within moments was asleep, fully clothed and smelling lightly of sick. Mr. Reid looked cleaned and freshly showered in comparison, quietly removing his coat and slacks for pajamas. As he emptied his pockets, putting his wallet, keys and other items on a bedside table, I saw something familiar… a small bottle of fragrance-free lotion.
I felt my cock spring to life again; the realization hitting me like a ton of bricks. I looked over at Mr. Reid, maybe a little too intently, as he did the same back to me, his mind mulling over why I looked so familiar tonight. We said nothing and turned out the lights to sleep. We didn’t get a chance for round two, at least not until a few months after that…
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