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The gym was empty save for a few agents, most had already returned to the sleeping quarters for the evening. That meant it was prime time for the Overwatch commanders to meet and talk while they got their own workouts in.
“Jack,” Gabriel’s voice drew out his name.
The irritation in his tone had Jack glance over. Jack responds with a soft hum, too focused on curling the weight in his hand.
“He’s watching you again,” Gabriel informed.
The blond man sighed, he lifted his head to spot the newest Blackwatch recruit. “Newest.” He’d been at Blackwatch a few months now. The moment their eyes locked the young cowboy looked away quickly. Jack didn’t miss the way his cheeks flushed at being noticed. Nor the way he sped the treadmill up — possibly to try and impress him… Again.
“He’s young, he doesn’t know what to do with himself,” Jack said, trying to dismiss the weird behaviour once again.
Gabriel sighed, rubbing his temple. “You can’t push it away and hope it disappears, it’s inappropriate. You’re letting this happen.”
“He’s young, Gabe. Besides, it’s not inappropriate if we’re not acting on it.”
Gabriel didn’t respond after that, letting out an annoyed huff of defeat. He stormed off. To where? Jack didn’t know, nor did he care at the moment. They’d been having such arguments since Cole Cassidy joined Blackwatch. More so when his little puppy love crush became obvious to everyone. Jack had been sure the whole crush would be gone within a few weeks, but it had been a good few months at this point...
“Agent Cassidy,” Jack called out into the gym. He heard the other light gasp and the stumble of the treadmill. “It’s late.”
“Yes, sir, I was just finishing my workout,” Cole rushed out. All too sweaty and overworked.
Jack chuckled as he stood up, barely having broken a sweat during his usually short workout. “I can see that. Make sure you’re drinking your water.”
“Yes, sir!” Cole saluted, all serious. Something Gabriel had taught him; Jack found it cute.
“Cya tomorrow for training, kid.” Jack reached out, patting Cole’s shoulder roughly as he walked past to leave.
“Have a good night, sir!” Cole blurted.
“Goodnight,” Jack called out before he was gone.
“Strike Commander!” Cole’s excited voice rang out as he burst through the door into Jack’s office. “Oh- Sorry.”
“It’s alright, what do you need, Agent Cassidy?” Jack sighed.
“I got the report from Commander Reyes for you, and the debrief of the mission,” Cole said. He placed the stack of files on Jack’s desk. “Oh, and the pictures,” he added.
“Thank you, Agent Cassidy. You may be dismissed.”
Jack took the reports, starting to flick through them in interest. He was curious about why Gabriel hadn’t delivered them himself, especially letting Cole do it. If anything, it was the one thing Gabriel would never allow.
His eyebrows scrunched together. He looked up again, Cole was still standing there, arms behind his back. “Is everything okay, Agent?”
“Yeah,” Cole said. His cheeks grew darker, breathing uneven.
Jack could hear the way it faulted, the way his heart hammed in his chest. Sometimes, being enhanced wasn’t all that great. He opened his mouth to ask before Cole had already moved. It was good seeing his speed had improved, but it left no room for Jack to question him. Before he knew it, Cole had fled his office in a hurry.
“Strange kid,” Jack mumbled. He lowered his gaze to the papers at hand before his eyes caught something red on his desk.
A rose.
It lay on his desk, looking a little flattened... ‘Oh, Cassidy… What am I going to do with you?’ Jack picked the rose up between two fingers. The stem had been cleared of thorns already. A deep sigh left his lips, but his heartbeat quickened.
It had been almost a year since Cole joined Blackwatch and his puppy love crush hadn’t changed. Yet, here he was… Acting on it.
Jack had been waiting for Cole to start making advancements, but he hadn’t expected a flower… ‘Who gave him this idea? It’s cute I have to admit.’ Maybe… Maybe it wouldn’t be so bad.
Though one rose was not the end of it. It became a common occurrence to find a rose in the oddest of places, waiting for him. He found them in all sorts of places; his gym bag, his office, the training room. He even found one outside of his sleeping quarters.
Jack had collected each one, keeping them in his room. He often found himself thinking more and more about Cole Cassidy. One rose at a time the boy started to take over his thoughts, his dreams, his head… His heart.
Twirling the newest rose between his fingers, Jack sighed. Over the months, the roses had become an issue and the feelings those simple gestures had brought along. ‘I can’t let this continue, he’s not actually interested. It’s puppy love… Gabe said so.’
The door slid open. “Morrison,” the person said.
“Speak of the devil,” Jack mused, he earned a grin from the other man.
“Awe, thinking of me again? How sweet.” Gabriel’s eyes flicked to the rose in Jack’s hand, he sighed, defeated. “You know, he’s not giving up.”
Jack hummed. He put the flower away with the rest of the abundance of roses he’d collected over the months. “It’s puppy love.”
“I don’t think it is anymore, he’s obsessed!”
“That’s not the right word,” Jack stated.
“No, but it’s not puppy love. He asked me for advice, he even asked Ana.”
“So that’s where the roses came from.”
The two friends looked at one another, and they shared a laugh. Jack could always ask Gabriel about anything. Jack swallowed thickly, and he turned to face Gabriel. He pondered his thoughts for a moment.
“What about Vince?”
“What about him? Vincent has already moved on,” Gabriel stated. “You can’t still be hung up on him!”
“But Cole is young, it’s puppy love. Nothing more.”
“You haven’t stopped him, you haven’t denied him. Subconsciously, you like the idea.”
Jack flushed red at being called out. He knew deep down he was into Cole, but hearing the actual words said was embarrassing.
“I’m right, aren’t I?” Gabriel was cocky as ever, a grin on his face as he stood proud.
Jack could only grumble in response.
Gabriel rolled his eyes, handing Jack some more reports — the actual reason he’d gone to Jack. “If he does anything, give him a chance. He works hard to impress you and as much as I’m against it, he deserves a chance with your dumbass.”
“I suppose. I’ll give him a chance if he does.”
Gabriel nodded, leaving Jack alone with reports and his thoughts. Jack sighed deeply to himself, starting work on the reports to keep his mind off of a certain cowboy.
“Well, howdy there, captain,” Cole greeted as he entered the gym. It was quiet, save for the light grunts coming from the older man. For once he wasn’t accompanied by Gabriel.
“Hey, Cassidy,” Jack greeted right back but seemed to be in his own world.
Cole stilled for a moment, unable to help the way he ogled at Jack’s form. The cowboy had never seen Jack wear a compression shirt before, but it did wonders for Cole’s imagination. Nothing but perfectly defined muscles on show. With each stretch, with every movement, all the curves. Every part of Jack was complimented in every way possible thanks to that shirt. Cole felt excess drool collecting in his mouth as he watched Jack work out.
“You gonna stand there and stare or you actually gonna do something?” Jack asked.
Cole shook his head, snapping out of his thoughts as he gave Jack’s body another gander. “I ain’t starin’! I’m appreciatin’ a nice view.” It took Cole’s mind a second to realise what he’d said, his face flushed red as he swallowed hard. For a moment, he expected to be scolded or told to get out.
Jack looked rather amused at Cole’s answer. “That so?”
“Sure is,” Cole declared. Where was the bravery coming from? He wasn’t sure, but it was working.
“Why’re you here so late?”
“I ain’t got much else ta do, sir, ain’t tired or nothin’ so thought I’d work myself into a good sleep.”
“Respectable, and not because you’re falling behind in Gabe’s training.” Jack’s soothing chuckle sounded so pure in Cole’s ears. It echoed around his head to make sure the cowboy would never forget it.
“I ain’t fallin’ behind! I managed to pin ‘im down today, ain’t got nothin’ to worry ‘bout!”
After some back and forth between them, they were able to fall into a peaceful workout regimen.
Cole wasn’t sure how much longer he could cope, being so close to Jack for so long. He watched the way his clothes stretched to fit around each muscle, the way he so effortlessly worked out. Cole had watched Jack work out hundreds of times, but this time it was different.
When Jack pulled off the sweat-covered compression shirt he’d been wearing, Cole lost it. His mind blanked. All he could do was rake his eyes up and down Jack’s body.
“Enjoying yourself, Cassidy?” Jack was amused. Even laughing when Cole turned away, completely embarrassed. “I’m joking, don’t shy away now.”
After all the teasing, which felt more like flirting, Cole had a mix of emotions bubbling in his stomach. Seeing Jack shirtless like that… It had feelings rise in his stomach — and his pants. ‘No- Not now! Why now? Why not later?’ Cole held in an annoyed grumble, mentally cursing himself out for getting hard at such a time.
Cole watched the way Jack’s back moved with each stretch. His cock aching for attention, twitching to be touched.
Jack seemed focused on his stretching, he could get away with it. Quickly. Cole reached a hand down, grabbing himself like a needy child to roughly grip his aching dick. His boner wasn’t going to be deflating anytime soon and his sweatpants did nothing to hide it.
‘Okay, I can’t handle this like a grown-ass man… Oh commander, the things ya do to me. Ya drivin’ me insane I tell ya, ’ Cole tried to ignore the throbbing need between his legs. He actually tried, but it didn't last long. Not with Jack.
“I uh, I gotta run ta the bathroom real quick,” Cole said, trying not to let his voice waver. The last thing he wanted was Jack to look over at him grabbing himself like a needy child.
“Alright, I’ll be here,” Jack responded.
Cole barely even sent a nod as he scampered off to the bathroom. He didn’t hesitate to throw himself into the nearest stall and lock the door. Within seconds, Cole pushed his sweatpants down and let his cock spring free. For a moment, he looked down at it, eyeing the angry red meat with an unamused glare. Jack would be so disappointed in him for doing this, Gabriel too, but he didn’t want to think about that right now.
Instead, he wrapped his fist around his cock and thought of Jack. Jack’s rough hands on his body, pinning him down with ease… And his soft lips, how soft are they? Would they feel soft against his own? Around his cock? Cole liked to imagine it, Jack pinning him against a wall. Jack would hold his hips down while he got fucked open right there. It was always a fantasy.
A whimper forced itself past Cole’s lips. Instantly, he bit down on his lower lip trying to force himself to stay quiet. The last thing he wanted was for Jack to walk in like this, or maybe he did want it.
Cole continued to fist his cock, thinking of nothing other than his Strike Commander. His tip dribbled pre-cum that was quickly collected and smeared across his length. The slight slick noise was filthy in Cole’s ears, the empty bathroom only made it seem louder.
A creak. Cole’s body seized up. His hand gripped around his cock, ceasing his pending orgasm. The cowboy held his breath, hoping it was no one.
“Cassidy?” Jack’s voice bounced off the walls.
“Yes, sir?” Cole immediately answered.
“Ah, there you are. The gym is closed until the morning, I’ll leave your stuff here for when you’re done.”
Cole heard his bag being placed down and his bottle. He could hear Jack’s breathing, his movements. Cole couldn’t help it. His hand began to move again. Shame filled his gut, but it was soon overtaken by pleasure.
“Thank you, Jack.” Cole had to keep his voice steady, not wanting to give himself away.
“Yeah, no problem, kid. I’ll see you tomorrow at training.”
“Of course, I ain’t gonna miss out on my trainin’!”
Jack laughed. Cole grinned, hand picking up speed.
“Bye Cole,” Jack said faintly, almost as if he didn’t want Cole to hear it.
Jack called him ‘Cole’. He’d never heard his actual name come from him before, he wanted to hear it again. When the door creaked closed, Cole shut his eyes again. He picked up the speed of his hand, imagining the ways Jack would say his name in bed.
Cole reached down with his other hand, tugging at his balls at the idea. That’s all he needed to be pushed over the edge. He felt his cock pulse in his hand as he came over his stomach.
Cracking an eye open, Cole watched as it pooled on his stomach. It was disgusting, yet he felt so… Satisfied.
“I’m sorry, Jack,” Cole muttered. The shame began to rise in his stomach, the one that always made him ashamed for jerking off over his crush. Never before had he been this in love with someone… He was too far gone.
Cole sat alone, fidgeting with his hat. The last few weeks had been rough for him. He’d been attempting to get close enough to ask his Commander out but ended up backing out every time. His nerves would boil up and over until he had to back away, and it wasn’t fair for him.
“What’s going on in that head of yours, kid?” A rough voice said.
The bench under him cracked with the force of the other man sitting down, it pulled Cole from his thoughts.
“Oh, Commander Reyes,” Cole said, his voice distant.
Gabriel sighed, he planted a rough hand on Cole’s shoulder, effectively shaking the younger man out of it. “Come on, chico, talk to me.”
“I jus’ keep pussyin’ outta askin Jack out. I ain’t sure what to do no more, sir,” Cole admitted, his country accent growing thicker with the distress in his voice.
“I know, Jack told me about it.”
“He did? Oh, ain’t that jus’ embarrassin’.” Cole grumbled to himself. He shoved his face into his hands to hide the shameful blush rising on his cheeks.
“Calm down, chico. I told Ana I wouldn’t interfere, but Jack won’t make a move. He won’t say no to, as long as you take the first step,” Gabriel explained. Cole noticed the way his eyes darted around the area — most likely looking for Ana. The woman was one of terror at the worst of times so Cole could understand his worry.
“So, that means if… I ask ‘im out, he’ll say yes?”
Gabriel gave a short nod.
“Which means, I ain’t gotta worry too much?” Cole asked, feeling his confidence return. Especially when his boss gave another short nod. “I know what I gotta do, boss. Where is Jack?”
“In a meeting for the next four hours, then he’s gotta do inspections, and he’s gonna be off base for a week.”
“Yer kiddin’ me right? Tha’s a joke, ain’t it?”
“I wish it was a joke, but he’s the big boss, the strike commander, our golden boy. You know what he’s gotta be like, busy.”
Cole sighed, his body deflating back onto the bench. He just wanted his chance with the older man, and yet here he was, having to wait longer because he kept backing out. There was a rough smack on his back before the bench moved again.
“You can do it, chico. I’ll make sure you get a chance to talk to him when he gets back,” Gabriel promised. He ruffled Cole’s hair before he sauntered off to get back to work.
Cole let out a deep breath. He had some time to think about it, to plan out how he’d ask his commander out. On top of that, where he’d take the older man. He should ask Ana for more advice too, she’d be able to help him out more. And Gabriel, he’s actually married! Reinhardt would be a good person to chat with as well. Though, maybe not Genji — the cyborg wasn’t one for cute dates before his accident.
He’ll figure something out… Eventually…
“Agent Cassidy! I need these files dropped off at Commander Morrison’s office,” Gabriel called out, mid-training session. Everyone seemed to stop and stare, Cole could feel their eyes on him.
“Oh? Yes, sir! I’ll get ‘em to the big boss right away.” Cole took the files, though confused. It all made sense when Gabriel gave him a sly wink, that’s when he understood. “Thank ya, boss,” Cole muttered as he walked away. He got to leave training early as a bonus too.
‘Okay, game plan, I go in there and slam the papers down and proclaim that I’m taking him on a date! No, that’s too forward. Maybe I could just ask like “Can I take you on a date?” or “Do you want to go on a date?” No, they’re not confident enough…’ Cole ran a hand through his hair. He was trying to hype himself up for this, but none of his ideas were working for him. ‘Maybe… OH! I can be more smooth, like “Hey sugar, how ‘bout you come out with me tonight for a sweet little date?” No! He’s still my commander! I have to be respectful.’ Before Cole knew it, he was standing outside of Jack’s office. He reached out for the door handle. He held it in his hand. But he couldn’t open the door. He was frozen. Stuck. Trapped… ‘Come on, Cole. Yer better than this, ya can do it, just push through! No matter how ya ask, he’s gon’ say yes to ya! So just, GO!’ Cole pushed the door open…
Jack heaved a heavy sigh, moving the last of the reports he’d gone through to the side and out of the way. Finally, he had finished all his reports for the day, which meant he got some time to himself until the afternoon.
Then his door opened…
“Agent Cassidy, how can I help you?” Jack asked, wearily. He already knew what was coming, he could see the stack of reports in his arms. ‘God damn it, Gabe… Why are you like this?’
Cole was silent for a moment, eyebrows scrunched together. “You alright, sir? Ya lookin’ a little more than tired,” Cole admitted as he strode across the room. He gently placed the reports down on the desk, eyes scanning over the other man's face.
“Oh, yeah I’m fine. Just a little worn down from the reports. It’s just been reported upon reports with you guessed it! More reports.” Jack put his head in his hands, rubbing at his face.
“Ain’t that jus’ a doozy boss?” Cole chuckled, trying to lighten the mood.
Jack laughed too. An actual deep laugh. It was like music to Cole’s ears.
“Yeah, I suppose so.” The room fell silent for a moment, and awkwardness quickly grew. “Is there anything else I can do for you?”
Jack looked up at Cole, big blue eyes shining with a bit of hope. Gabriel wouldn’t have sent Cole to see him with any excuse possible if it wasn’t to urge Cole to finally ask him out… Right? Jack was hoping there’d be no more dancing around the point, or avoiding what they both wanted. Jack was ready for it, he just needed Cole to start it.
“So, there’s this uh, new restaurant that opened the other day. Apparently, it’s real good! Was wonderin’ if ya were interested in goin’ with me? If yer free of course!” Cole’s face was burning red, but it was cute.
“The Mexican one? Gabe was talking about that place. He said it was good,” Jack pondered, well pretending to ponder the question.
“Yeah, he said the same to me! He took his wife on a date there, and was wonderin’ if we could do the same?”
“Take Gabe’s wife on a date, or go on a date?” Jack teased. He couldn’t help it, not when Cole reacted so cutely. His eyes darted away, his face turning a deeper red while he tried to keep himself steady.
“I meant us on a date, sir. If ya wanna of course.”
“Take a seat, Cole,” Jack urged.
Cole’s head whipped around, and Jack heard him swallow hard as he took the seat. He wasn’t about to put Cole in trouble, he wanted this, but they needed to talk.
“You’re not in trouble,” Jack stated before Cole could even think about asking what he did wrong. The cowboy settled down a little, nodding quietly and waiting. “There’s just… A few things we have to talk about, so we can be sure this is the right step for us.”
“Oh, yeah. Reyes told me ‘bout uh Vincent was it? He said I can’t play with ya or fuck it up like he did. Listen, I know ya may not wanna hear it, but I ain’t-”
“Cole, just listen to me okay. This is different.”
“Yes sir.”
“Good. I’m glad you understand Vincent… But, our work comes first. We have our duties, they come first. You understand?” Jack asked. Cole nodded, he understood. “Good, and you’re sure you want to take your commander on a date? Do you want to be known for dating the higher up? It can stain your reputation with the other agents if they find out.”
“Course I’m more than okay with it! I've been wantin’ ya since forever! I ain’t give two hoots of what the other agents think, long as I get ya to myself,” Cole declared, stubborn as ever.
Jack couldn’t help the tender smile taking over his face. Cole was reckless, a mess, and a little too far on the “act first think later" side, but he was persistent and sweet. Jack knew that he knew Cole wouldn’t hurt him on purpose.
“There’s more to it, ain’t there?” Cole asked.
Jack nodded slowly, placing his hands on the desk. “I’m a fair bit older than you Cole. You’re a young man and I know you’ve wanted this for a while, but I want you to be sure.”
“I am sure! I don’t care if you were double my age, I’d still want you the way I want you now.”
“And you’re sure?”
“Yes!” Cole urged.
Jack could tell he was fighting back saying something or doing something that may upset him. How could Jack deny this much longer? He stood up from his chair and walked around to stand in front of the younger man.
“Then, pick me up at seven. Don’t be late,” Jack said softly, he leaned down and pressed a soft kiss to the corner of Cole’s lips — deliberately missing.
Cole turned several shades of red at the gesture. Jack was amused by the way Cole’s muscles tensed as he froze up. Jack left quickly after that. Despite having more reports to do, he needed to get out of there and refresh himself. Too many thoughts and emotions swirling around his head, it was dizzying.
Cole left Jack’s office feeling as light as a feather. Everything felt… Perfect. After years of crushing and months of pursuing, he was finally getting a date with Strike Commander Jack Morrison. A large lopsided grin sat on his face.
That evening, they met early outside of the watchpoint. They bashfully talked while walking to the nearby hotel. They enjoyed each other’s company for the taxi to the restaurant. Cole mainly did the talking over some pork carnitas and strawberry Agua Frescas. Overall, the two had a lovely time with one another.
The two walked out, hand in hand and with big grins on their faces.
“This was fun, I had a great time with you, Cole.” Jack’s lips twitched, then stretched into a large grin in an instant.
“I’d reckon so too!” Cole agreed, letting his head fall onto Jack’s shoulder.
Jack couldn’t help tilting his head against Cole’s. For once the cowboy hat wasn’t in the way and instead, Jack got to nuzzle into soft hair. The two stood there for a moment, taking in one another’s presence in the cool air before Jack finally began to move.
“We better get back to base before we get in trouble for being out so late,” Jack mused as he looked up at the already dark sky.
Cole snorted, standing up straight from Jack. “Don’tcha think it’s a li’l’ too late for that?”
“I think you’re right.”
“I ain’t gonna mind though, I had a great time with ya, Jack.”
Jack felt his heart flutter at how sweet the cowboy could be, he couldn’t help himself. Deep down, he was glad he’d said yes to going out with Cole.
“Let’s get back to base,” Jack declared.
He called them a taxi, having them dropped off at a nearby hotel so they could make the short walk back to base. The walk was mostly quiet, Jack’s fingers intertwined with Cole’s as they once again enjoyed each other’s company.
Though, their footsteps began to slow as they approached the entrance to the base. The two seemingly stop in sync at the first door.
“I ain’t gonna lie, I don’t really want ta leave ya jus’ yet,” Cole said, almost shy.
“Yeah… Me either, honestly.”
Jack looked down at Cole, their eyes locked for a moment before Cole’s eyes flicked downwards. Jack felt his heart rate quicken, nerves shocking through his body.
“I uh- Can I kiss ya?” Cole asked, his voice cracking as he did. Jack didn’t trust his own voice either, giving a hasty nod. Cole didn’t waste a second, leaning up to capture Jack’s lips in a clumsy kiss — not that Jack minded at all. It was cute.
The kiss didn’t last long much to Jack’s dismay, but seeing Cole’s face glow red as he opened his eyes was worth it. But Jack was sure his own face was just as red. Cole pursed his lips together, silent for a moment.
“Can I walk ya back ta yer room?” He asked.
“I don’t see why not,” Jack agreed.
Hand in hand, they walked silently through the hallways. Jack still wasn’t used to hearing Cole so quiet for so long, but he could feel Cole’s hammering heartbeat through his sweat-covered hand. It was a little gross, but it was also… Kind of cute.
“Alright, we’re here,” Jack said, exhaling through his nose. He turned to Cole, who'd already been staring up at him from the looks at it with big puppy eyes. Jack exhaled again. “Would you… Like to come in?”
Cole’s breath was shaky, Jack felt the way his fingers twitched around his hand. A rush of excitement coursed through them both. “If it uh, ain’t an issue, I’d love ta.”
Jack pinned in his door code, waiting for the doors to swoosh open to step inside, pulling Cole in with him. The two men silently kicked off their shoes, stepping further into the room together. Though, Cole had more interest in surveying the new area.
“I ain’t know what I was expectin’ honestly, but I wasn’t ready for ya to get yer own room,” Cole said.
“Really? Did you think I shared with everyone else?” Jack asked, a little surprised.
“Kinda. I mean I gotta share with my crew and I ain’t ever been in any of the commander's quarters before. I wasn’t too sure what ta think.”
Jack couldn’t fault the younger man in that case, offering a nod of understanding he went and took a seat. He fell into the mattress easily. Cole joined him within seconds, though quickly fell backward with a low groan.
“Comfortable?” Jack chuckled at the other man’s behaviour. Amused by how quickly the younger man got comfortable.
“Course, yer bed is rather comfy.”
Jack leaned forward, capturing Cole’s lips in a gentle kiss. Rough hands found the edge of Jack’s shirt, slipping underneath for a second. Though they shied away quickly, far too quickly.
“You can if you want,” Jack mumbled against Cole’s lips. He didn’t want to stop kissing, not even for a second.
“Are ya sure? I ain’t wantin’ ta go too far too fast with this,” Cole replied.
Jack could feel the other’s heavy breaths fan across his face. They both wanted this. Why would he say no? Jack surged forward again, rolling this time until he was on top of the younger man. The kiss grew hot — desperate. Continuing until they were both short of breath, panting into each other's mouths.
“You ever done this before?” Jack asked, unsure.
Cole’s already flushed cheeks somehow grew darker at the question. “Nah, I ain’t ever been with a guy before. You’ll be my first.”
“You don’t have to bottom,” Jack tried to reassure.
“Wha-? Are ya sure? I ain’t expectin’ you to bend over or nothin’ fer me.”
“Cole, I like being on the bottom.”
Cole seemed to pause for a moment, the gears in his head turning bit by bit. Jack smiled softly, he reached out to push a loose strand of hair behind Cole’s ear.
“Are ya sure? I’d love ta fuck ya. I’d fuck ya all night if ya’d let me!”
“Let’s see how long you can go for, then we’ll see about all night.”
“Yeah, tha’ sounds perfect.”
“Good, now c’mere,” Jack groaned lightly.
He grabbed Cole’s shirt, dragging the younger man forward into another rough kiss. Jack didn’t hesitate to start unbuttoning Cole’s shirt, exposing his chest to the cold air. Rough hands traversed a scarred body. Their lips refused to part, the kiss becoming more heated, filled with need. Want. Love.
Soft touches quickly turned into desperate grabs. Touches of love morphed into need. Clothes were quick to be removed. Jack tossed them off into his room somewhere for them to find tomorrow. Right now, all he needed was Cole’s skin against his.
Shirts were lost, and pants were stripped. Jack sat in Cole’s lap, kissing Cole until both of their lips were swollen. He ground himself down, rubbing their clothed bulges together. Such a simple movement dragged out such a perfect sound from the younger man.
Jack couldn’t wait much longer. He needed Cole. “Do you know how to prepare someone?” Jack asked while he retrieved the lube from the top drawer.
Cole shook his head before he spoke, “I ain’t too sure, I got an idea for how jus’ never done that before. Maybe you could show me fer next time?”
“Yeah, of course.” The promise of a next time filled Jack with confidence, maybe this could be long-term.
Jack pulled off his underwear, tossing them into the room with the rest of their clothes. The older man placed a pillow under his lower back, getting comfortable with his legs spread open.
“This is a nice view,” Cole mused.
Smiling at the comment, Jack lubed up his fingers and made work of himself. He pressed one finger inside, slowly. The older man groaned at the rough stretch, it had been a while since he had played with himself.
“You sound hot,” Cole commented.
Jack pressed a second finger inside. He loved the way Cole’s eyes would dart between his face and his ministrations — it was cute.
Two fingers quickly became three, and a lewd squelching noise with muffled groans echoed in the room. Cole had long since pulled his cock out, jerking himself off to the view with want and need.
“Are you ready yet?” Cole impatiently asked the moment Jack began to remove his fingers.
“Yes, yes. As ready as I’ll get,” Jack replied. The older man lay back to get himself comfortable.
Cole got himself comfortably seated between Jack’s thighs, he idly brushed his hands across the scarred skin. “You look really pretty like this, Jack.” Cole’s eyes took in the sight, lingering on Jack’s face as he flushed red.
Their lips brushed together before crashing into a gentle kiss. Jack wrapped his arms around Cole’s shoulders, pulling the younger man closer.
“Hold on jus’ a sec’, sugar. I ain’t able to see where I’m puttin’ down there,” Cole said. He pushed himself back up.
Jack took a deep breath, preparing himself for Cole. The cowboy was bigger than he’d expected in size, but he could take it. At least Cole had the decency to start slow. He pressed his cockhead against Jack’s ass, glancing up at Jack for reassurance as he pushed inside.
“Mm- Yeah, go slow, just like that.” Jack combed his fingers through Cole’s fluffy hair.
Cole nodded, leaning into Jack’s hand like a dog. Several times Jack felt like Cole had finished pushing inside, and yet it kept going. “Does it feel good?” Cole asked once he’d finally bottomed out.
“Yeah, it does.”
For a moment, they sat together like that. Jack adjusted while they shared passionate kisses. But his rest didn’t last long. Once Jack’s body relaxed, Cole gave a short, careful thrust. Jack moaned: Cole thrust again. And again. And again.
His breaths grew labored with each thrust. Each moan drove him to go faster, and harder until he picked up a rough pace. Jack let his eyes fall closed, his hands twisting into the sheets below. He let his body succumb to the pleasure.
Cole was lost in the pleasure. He slammed his hips down, pace hard and rough. There was no letting up, no slowing down, no moment to breathe. Cole was laying it all into Jack’s ass and the blond had to take it — and he did.
“Cole- Cole, fucking hell-” Jack panted heavily, drool running down his face. “Fu- Yeah! Just like that, right there.” Jack threw his head back against the pillows.
His body shook with euphoria.
A hand gripped his thigh. Cole sunk his nails into the meat there, causing Jack to hiss in slight pain. Jack snapped his eyes open, not expecting such a view above him.
Cole was sweating, it dripped down his face and chest. The rest of his body was covered in a thin layer of it — it caused Cole’s body hair to stick to his skin. His eyes were narrowed, focused. Dark brown eyes scanned every inch of Jack’s body. His lips parted, and a shaky exhale escaped.
“Cole-” Jack gasped. Those piercing eyes snapped to his face. “Kiss me,” Jack demanded.
Within seconds, Cole swooped down to press a rough open mouth kiss to Jack. It was messy, not at all attractive, but they didn’t care. They kissed with passion.
Jack was losing his mind.
“Jack- I think I may cum,” Cole whispered, bringing his relenting thrusts into a shallow hump.
“Already?” Jack almost felt bad. Big brown eyes staring up at him like a wounded puppy. “It’s okay, you can cum baby.”
“Can I come inside? Please? I’ll clean you up real good afterward, promise!” Cole begged and pleaded. Desperate in his attempts. Jack could feel the cock humping his insides, twitching, ready to burst at any moment.
“Yes, fill me up. Fill me up real go-”
Jack gasped.
Cole didn’t hesitate. His hips pulled back. They slammed forward. Once, twice and then again.
He didn’t stop. Jack couldn’t help the noises that spilled from his mouth. He watched Cole go from a cute begging puppy to a dog that fucks like no other. He couldn’t even utter a word, only able to make useless noises. The echo of slick clapping was only getting louder, if not louder than Jack’s groans.
“... Jack… Jack… Jack…” Cole chanted. Whined. Begged. Every noise he made was filled with need and want.
“Cole- Don’t stop.” Jack reached up, he needed to hold onto Cole. To keep himself grounded. Dull nails dug into tanned skin. Lightly clawing at the flesh beneath them. Cole lost it after that. Jack gasped. His head was thrown back as he felt Cole ram himself as deep as possible. His body shook with pleasure. Cole continued to move, he pathetically humped against Jack’s ass — making sure his cum was as deep as possible.
Heavy breathing was all that filled the room. The two men curled together in ecstasy as Cole slowly came down from his high.
“That was… Amazin’. Honestly, yer ass is so good I could fuck it all night,” Cole said with a dopey grin on his face.
“Well, you better hurry up. I was hoping to cum too.” Jack reached between their bodies, giving his neglected cock a few light pumps.
Cole looked scandalised. “You didn’t cum? Ah, shoot, did I cum too soon?”
“Of course not, I just take a little more sometimes. You felt really good.”
“Yeah?” Cole grinned, radiating with the afterglow of sex and pure pride.
“Yeah,” Jack confirmed.
Cole carefully pulled out, causing Jack to groan. Cum drooled out of him, but Cole didn’t waste any time admiring the mess he’d made. Instead, he parted Jack’s cheeks and dived in. His tongue pushed back the rim, scooping out his own cum to swallow down.
A hand wrapped around his cock, stroking him fast. Jack was losing himself. His back arched as he moaned out.
It didn’t take much for Jack’s body to seize up. His mouth fell open for a loud moan as he came. It coated Cole’s hand, and his face too. The sight was downright dirty to look at.
“So dirty,” Cole said as he sat up. He licked his lips, collecting some of the cum on his face to lick up as well. “But yummy.”
“There is no way that-”
“I’m ready to go again,” Cole grinned. Pressing his already re-hardened cock against Jack’s taint.
“So soon?”
Jack could barely get another word in. Cole was already rocking his hips inside and having the time of his life.

oblivionwhorns Tue 25 Jul 2023 08:47AM UTC
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