Author's Note: This story is a two-part, standalone sequel to my Neighborhood Cumdump series. You don't need to have read those stories to enjoy this one, but check them out if you do. I've already written Part 2, which will be released very soon.
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For the last 6 months, Josh had been completely monogamous with a new boyfriend, Seth. When they started dating, Seth had been clear about wanting Josh all to himself, which Josh respected. After all, Seth was nice, smart, good-looking, and had a sizable cock to boot. Josh was satisfied and happy.
But of course, the relationship had developed problems as time went on. Their sex life became less exciting, and Seth became territorial and possessive. What's worse, Josh caught Seth cheating on him with a random Grindr hookup one night. He immediately decided to end the relationship. Although Josh was sad about it, he was ready for new beginnings.
Prior to his relationship with Seth, Josh had hosted a few daylong cumdumps at his apartment. He absolutely loved being a sexual object for older, dominant men. He generally didn't even care if the guys had big or small dicks, were muscled, chubby, or skinny, or if they were quick or slow to cum. All he wanted was for them to be older and to pound a load inside him. He knew the perfect way to get over Seth and celebrate his newfound autonomy was to find some more men to fuck him.
It was Saturday evening when Josh decided to host another cum dump. He first cleaned up his apartment and put all his valuables in his bedroom. Then, he cleaned himself up and put on his favorite white jockstrap. After logging on to Grindr, he immediately found Seth's account and blocked it.
He soon realized that his Grindr photos were outdated. He stood in front of his floor-length mirror and began to snap a few anonymous photos of himself in the tight white jock strap. Over the last few months, he had got a bit skinnier from the stress of his relationship. But that also meant that his muscles were more defined, making his biceps and thighs look toned, his pecs rounded, and his abs plain to see. His ass, thankfully, was as plump as ever. After taking a few photos that showed off his hairless torso and bubble butt, he added them to his profile and changed his name to "Taking Anonymous Loads".
A few messages started coming in. Guys younger than him, his own age, and much older guys started to send pics and ask for his address. But even though Josh was flattered by the attention and sexually excited, he found himself becoming anxious after so much time away from casual hookups. Was he ready to whore himself out, just a day after his relationship ended?
Josh knew that with a cock in his ass, he would anxieties would melt away. But he decided to start small, only inviting one person to his apartment just in case. He scrolled through his messages until he found a particularly sexy older man, who seemed motivated to come by. The man appeared to be about 50-years-old, with short grayish black hair, a dad bod, and an 8 inch cock. He lived nearby, and said he was free now. Josh messaged him the address, which the man immediately liked.
"Leave the door unlocked for me," he said.
"I'll be ass up on the couch for you," Josh replied. He flipped over on the couch cushions and waited for the man to arrive.
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About 10 minutes later, Josh heard the door to his apartment open and close. Soon after, the man was undressing in the entryway before entering Josh's living room fully nude. He was taller than Josh was expecting, about 6'2". Although his cock was still soft, it drooped over his balls enough to demonstrate his amazing size. Josh quite feel his asshole itch with excitement.
"Hey," said the man brusquely.
"Hey," Josh replied with a smile. He began to flip over on the couch, but the man quickly reached down and prevented him from moving. Instead, he got on top of Josh from behind, pinning him down on the couch with his thick thighs.
"Stay down, boy," the man commanded as he spit on his cock. He began to stroke it as he played with Josh's ass cheeks.
"Yessir," Josh replied, feeling his submissive side waking up after months of monogamy.
"You've got a real sexy ass." The man began to rube Josh's asshole with his thumb, pressing firmly against his hairless hole.
"I want you inside me," Josh moaned, loving the sensation of being fingered.
"Got any lube?"
"On the coffee table," Josh replied, indicating towards a bottle a foot away.
The man grabbed the lube and poured into onto his cock. After a few strokes, he pressed the tip of his dick against Josh's hole.
"You're tight today, boy," the man grunted. He held apart Josh's ass cheeks as he slowly pushed inside.
"Fuck," Josh moaned loudly in a high-pitched voice. "You're my first in a while." He stupidly hadn't stretched himself out. He felt himself breathing heavily as he tried to relax.
"That right?" The man asked as he unrelentingly filled Josh's ass. "You're almost there, boy."
Just when Josh didn't think he could take any more, he felt the man bottom out inside him. Josh's insides were stretched to the limit, but he had done it. A perfect stranger inside his hole, big enough to make him forget about his past relationship. His anxieties quickly vanished.
"Pound my hole," Josh begged.
"That's a good boy," the stranger grunted as he began to thrust inside Josh's hole with a reckless intensity. He leaned forward and held down Josh's back as he rammed his groin against Josh's ass. The slapping sound of skin on skin echoed through the apartment.
"Like daddy's big cock in you?"
"Yessir," Josh moaned in reply with his head against the cushion.
The man pumped inside Josh's tight hole for a few more minutes, filling the air with the stench of sweat, sex, and lube.
"Flip over," the man commanded, pulling out his cock momentarily to let Josh obey his orders.
Josh did as he was told. The man pulled off Josh's jockstrap to reveal his fully erect 6" dick. Then, the man pulled apart Josh's legs and thrust his cock back inside Josh.
Josh moaned from the pain and pleasure of the man's abuse of his hole. He looked up at the man, who had an intense, naughty look in his eyes.
Josh suddenly got a fantastic idea. It was the perfect way to get back to Seth.
"Will you film me as you fuck me?" Josh asked innocently.
"Sure," said the older man.
Josh grabbed his phone, opened the camera app, and passed it to the man on top of him. He heard a brief tone to indicate the filming had started, which was primarily pointed downward at Josh's hole taking a serious pounding.
"Stroke your cock for daddy," the man said, staring directly at Josh's dick.
Josh grabbed his dick and began to jerk off, turned on by the man's commands. He knew he would cum soon, and started moaning louder and louder to signal his impending orgasm.