Handsome Devil
Miguel had been up all night searching through profiles on Grindr for a hookup, specifically with someone who shared his affinity with sleek shiny black leather. Miguel would come home after a long day at work and put on the little gear he owned. In the mirror, he would admire his appearance in his black leather jacket, his leather button up, and his tight leather pants and gloves. He would run his gloved hands across his leather-clad body and the feeling of leather on leather would drive him wild. He NEEDED someone who shared his kink to explore with but so far had been unable to hold anyone’s interest. All of the guys he messaged either left him on ‘read’ or said that they weren’t into the same kink as him and therefore didn’t care to meet up.
He was just about to give up when he heard that familiar ‘blip’ sound that notified him that a new a message had popped up from an account with the username ‘LTHRDaddy👀4Boy’ that said “you looking?” This wasn’t someone Miguel had seen on the app in his area before and even though the profile was mostly blank he still felt like this might be his chance for the connection and experimentation he was looking for. And not to mention this man was incredibly fucking sexy. He was a 40-something year old white guy with a cleanly trimmed beard and muscular frame. From his profile pic, Miguel could tell that this man was also incredibly hairy. His beard was one thing but his chest hair was practically spilling out of the man’s open black leather jacket.
Miguel was too eager to pass this up. He messaged back ‘hell yeah’ to which the man replied with his location and a message that said ‘looking forward to getting to know you inside and out.’ This seemed a little odd to Miguel but he was too pent up to ask questions and so he got off the couch and began walking to the location which was surprisingly only a couple hundred feet away from his apartment.
When he finally rounded the block he found himself between two seemingly vacant store fronts with an alleyway between them. This didn’t seem right so Miguel pulled the app back up and messaged ‘you here?’ Immediately the ellipses popped to say that the other man was typing. “Yeah, just make your way to the back door between those two buildings’ and that was all he said.
Miguel still couldn’t help himself, he needed this so badly and so he began his walk down the alleyway. As he got closer to the doorway, a figure dressed in all black leather almost seemed to fade into existence through a puff of grey tobacco smoke. It was as if he suddenly appeared from out of nowhere.
The man nodded to Miguel who shyly said a quick ‘hey, how’s it going’ to which the man just chuckled. “You need to build up some confidence, boy” he chortled and Miguel blushed. Miguel knew part of why he had so many missed connections is because he lacked the confidence that this strange man seemed to have in spades. “Maybe you can show me how” he practically begged. The man laugh again as he exhaled a puff of smoke that enveloped Miguel like a snake coiling around his body. The smell of the smoke was sweet but also had hints of burnt oak and tanned cowhide. Miguel had never really cared to smoke or even be around smokers but this scent was intoxicating to him. He wanted to breathe in as mush as possible and show this man that he had the making of being a cigar smoking leather daddy himself.
‘Come a little closer’ the man commanded and Miguel immediately obeyed. Was it the thrill of a hook up, or was Miguel starting to feel a little dizzy? He couldn’t tell and all he cared for was to push forward and see where this meeting would take him. The man grabbed Miguel by the chin and pulled him in for a sloppy kiss that had Miguel going absolutely nuts and he immediately started getting hard. The feeling of this man’s beard against his skin was overwhelming and he needed more. Miguel leaned in even closer and could feel the man’s chest pressed up against his own. Through their jackets, he could still feel the outline of the man’s big sweaty pecs, two round indents gave away where his nipples were and Miguel could feel that they were big and hard. This man’s nipples could cut diamonds!
The mysterious leather daddy reached around Miguel’s back and planted a firm hand on his plump ass. If Miguel wasn’t mistaken, he could have sworn that he felt the man’s hand directly on his skin. That couldn’t be right, he had worn his only pair of leather pants and he knew he had definitely been wearing briefs under them. But sure enough, he could feel the cool night air as it breezed across his skin. A new thought entered his mind ‘oh yeah, I wore my ass-less chaps tonight’ he thought to himself though he couldn’t even remember owning a pair let alone when he had bought them.
The man reached his other hand up and placed two fingers in Miguel’s mouth making him suck on them. “That’s just a taste of what’s to come” he teased. The hand that was holding Miguel’s cheek made its way up to the top of his head, grabbed a handful of Miguel’s curly black hair, and pushed him down to the man’s crotch. “Go on, unzip these pants and show daddy some respect” the man barked. Miguel eagerly obeyed and pulled the zipper down revealing a thick hairy uncut cock that flopped out before his hungry eyes.
“Well… what are you waiting for, boy?” The man asked. Miguel was more than happy to oblige and took the man’s cock inside his eager mouth and began sucking like he had been dehydrated for days and just stumbled upon an oasis. The leather man was pleased and Miguel could hear his approving moans. “Yeah boy, that’s how it’s done. Gotta start at the bottom before you can be a dom leather daddy” the man said while groaning through the pleasure.
After he was pleased, the handsome stranger pulled Miguel back up by his hair and turned him around, his plump ass brushing the man’s rock hard cock as he was maneuvered into position. Miguel wanted to protest and say that he was looking to top and not bottom but he was too gooned out to reject this chance. The man slowly worked his cock into Miguel’s virgin hole causing Miguel to whimper with delight as the man began to start pumping.
Slowly, the man started to pick up the pace of his thrusting. What had started out as a slow rhythmic motion was now a reckless pounding and Miguel didn’t know if his hole could take more yet he still found himself crying “deeper” to the stranger who was more than happy to continue hitting Miguel’s prostate and making him moan in delight.
Miguel’s cock, which had been completely ignored so far, began to feel a pressure that he couldn’t make sense of right away. It almost felt like something was trying to push inside it, not from the outside but from within him. Was it possible that the strange man had penetrated him that far? Before he had a chance to say anything, it pushed all the way through. Miguel looked down as he saw the shape of the man’s cock sliding through his own. Miguel would have screamed but it felt so fucking good! He was so full of adrenaline that he almost didn’t notice the prickling feeling inside his cock. He reached down to give it a scratch and then the man said “That’s right. Play with our cock, boy.”
Our cock? What did he mean? Miguel didnt have a second to respond before he suddenly felt a stretching feeling as his cock began to elongate and expand. His hairless cock quickly began to sprout thick dark pubes with a thick black bush at the base. What the fuck was happening to him? He wanted to ask but all he was capable of thinking about was to continue working his beautiful new cock. To say he was obsessed was an understatement. This new cock was uncut like the stranger’s but the length and thickness was that of both their cocks combined. It was everything he wanted and he couldn’t wait to use it to fuck some tight boy holes.
The stranger was pleased to see that Miguel was thrilled by the changes that were being made to him. It wouldn’t be long until he was done shaping his new masterpiece and then taking the reigns of this new vessel so he could pass along all of his techniques to Miguel and then they could have a bit of fun together.
Miguel was so engrossed with his new cock that he didn’t even feel it as the rest of the strange man began to melt into him. Their legs began to combine, creating big muscular hairy thighs and two plump hard hairy mounds formed where Miguel’s usually hairless ass had been.
The man reach his hands forward and helped Miguel work their thick cock which was practically leaking with pre-cum. Miguel was too blissed out to even notice the strangers arms and hands being integrated into his own. His new hairy arms kept working his cock with their meaty man hands. Not to mention the burly muscle gut that was beginning to form on his abdomen as the men’s abs melded with Miguel’s soft squishy stomach.
Had anyone happened to stumble upon them in the alley, they would have been lost for words at the site before them. How could anyone make sense of the shadowy figure of one man who seemingly had two heads just standing there stroking an admittedly impressive cock? Luckily, the two remained undisturbed as they approached climax together. Thick loads of cum shot out of their cock as squelching sounds could be heard as the two heads finally converged.
Miguel looked down at the cum soaking the ground and thought ‘damn, that’s a fucking impressive amount of seed.’ A voice in his head could be heard responding ‘and we’re only just getting started, boy. With me in the driver’s seat of our newly made dad bod, you’re gonna score asslike never before. When I’m done with you, you’re gonna be the best fucking Dom top this city has ever seen. Buckle up kid, we’re not done with making improvements for the night.’ The man looked at their new reflection in a window and said “I think we need a couple more years on us” Miguel was already enamored with the looks he now shared with this man but he wasn’t in a position to say no. With a snap of their fingers they began to age rapidly until an older white haired leather dad was looking back at them in their reflection.
‘Now we’re perfect’ the man said to Miguel and he couldn’t agree more. They pulled out their phone and snapped a pic of their new handsome mug with its thick black mustache that was going to be perfect for teasing holes while they rimmed guys’ asses. They hopped on Grindr and uploaded their new image and immediately messages started pouring in from guys looking to be fucked by an older leather daddy. The stranger was gonna make sure Miguel had some of the kinkiest sex in his life while they were together like this and Miguel was more than eager to get started.
