Construction Boss

Jakeww1

Cherished Member
Joined
Nov 12, 2019
Posts
12
Media
0
Likes
427
Points
83
Location
Essex (England)
Sexuality
No Response
Gender
Male
Chapter 1

As Jake walked onto the construction site his bad feeling about the new job worsened.


At 18, he was in college but had taken the job at his parents’ insistence.


A family friend had his own firm so Jake’s dad had called in a favour.


But it seemed like more of a punishment to Jake.


The closeted teen felt immediately out of place when he saw all the workers hanging around the canteen waiting for the day to start.


They were all typical construction workers and he could hear two of them swapping stories about the girls they’d pulled at the weekend.


Jake tried to act normal as he looked for Dan, his dad’s mate who owned the building firm he now worked for.

He’d met Dan a few times. He was in his late 30s, married with two young children.


Dan was someone Jake had always found attractive.

He was just under 6 foot with cropped dark hair and always had some stubble on his face.


He had big arms and legs and a bit of a dad bod, but that only made him more desirable to Jake.


But the thing that Jake found most alluring was Dan’s silver wedding band. Jake had a fantasy about married men and the idea of being with one drove him crazy.


Jake popped his head into the canteen and spotted Dan immediately, chatting to who he assumed would be his new workmates.


Looking up, Dan spotted Jake and called out: “Over here, little Woody!”


He’d used the nickname his dad went by as their surname was Wood.


Jake walked slowly over and Dan patted the spot next to him on the bench.


“Woody, this is Stan and Mike,” he said pointing to the two men opposite him.


Mike looked to be only a few years older than Jake, with curly black hair and bright green eyes. He was average build and Jake guessed around 5”9.


Stan meanwhile was definitely older than Dan. He had a tanned, weathered face, bald head and his mouth was twisted into a sort of grimace.


They both nodded to Jake before getting up. “The boys will get you started today, Woody,” Dan said. “I’ve got to go and price another job.”


With that Dan got up and headed out, leaving Jake alone with the strangers.


His first day went ok, Stan and Mike bantered about tits and pussy and Jake triedto join in convincingly and he seemed to pull it off.


Jake didn’t see Dan again until Friday, when his new boss turned up on site just as they were finishing up for the week.


“How’s it been?” He asked Jake when the other two were out of earshot.


Jake told him it had been fine and even lied that he’d enjoyed it.


Slapping him on the back, Dan said: “That’s what I like to hear, little Woody. It’s a Friday tradition that we go for a few pints - you in?”


Jake didn’t really want to spend any more time with Stan and Mike than he needed to but he reasoned that hanging out with Dan would be fun.


But to his surprise and Dan’s obvious annoyance, their co-workers both had other plans and headed straight off after we’d packed up.


“Just the two of us then!” Dan said, putting his hand on Jake’s shoulder and causing his dick to stir.


The prospect of being alone with Dan suddenly had Jake much more enthusiastic about the pub.


Dan drove them to their usual place and ordered two pints while Jake found a seat.


They chatted as they drank, with Dan seemingly not thinking about going home anytime soon.


When they were four pints in, Dan’s phone rang and Jake saw his wife’s name flash up.


He was surprised when Dan rolled his eyes before signalling to Jake he’d only bea minute as he took the call.


But 10 minutes passed and Dan still hadn’t returned so Jake got up to look for him.


Stepping outside, he saw Dan with his back to him, still on the phone and waving his hand around.


“What difference does it make, Rach? You act like I’m not there when I’m home anyway,” he said, clearly annoyed.


Dan listened to his wife before replying: “You probably wouldn’t even care if I was fucking someone else! You’re never interested in me yourself. Look, I’m going. I’ll see you later.”


With that, Dan ended the call and put his head down for a moment before turning and crashing straight into Jake.


Mortified that Dan would know he was listening, Jake started to apologise but Dan cut him off.


“Don’t worry, little Woody!” He flashed a pained-looking grin. “You just know now that I’m married to someone who hasn’t fancied me in years.”


He tried a chuckle before saying: “Another beer I think!”


Jake waited at the table while Dan got another round in, unable to understand how anyone could not fancy his boss.


When he returned, Jake found himself distracted by Dan’s brown eyes - lost in them while he opened up about the problem’s in his marriage.


Mistaking Jake’s lust for boredom, Dan said: “Sorry, mate. The last thing you want is to be stuck on a Friday night with a past-it bloke moaning about his wife.”

Dan laughed and, now more than tipsy, Jake heard himself replying: “I don’t mind, Dan. I’m just wondering how it’s possible she doesn’t fancy you anymore.”


For a moment Dan seemed caught off guard before his face eased into a grin.


“Thanks, little Woody,” he said, placing his hand on Jake’s thigh and causing an Instant boner. “You don’t know how much I needed to hear that.”


After a couple more drinks Dan informed Jake that there was a flat nearby that his firm was working on, where he and others stayed if they got too drunk to drive.


He said: “I’m happy to get you an Uber home but you’re welcome to crash if you’ve got nothing else on.”


Jake agreed to stay over, trying not to sound too keen and with that they were in a taxi heading to the apartment.


He noticed Dan seemed to be on his way to drunk as they walked to the taxi.

He flung his arm around Jake’s shoulder and said: “You’re a good mate keeping me company, Little Woody.”


In the cab Dan spread his big legs so his left was pressed hard against Jake’s.


Jake twitched in his seat, trying to cover the hard on that wouldn’t go down.


In the flat, Dan produced more beers from the fridge and turned the conversation to Jake, asking if he had a girlfriend.


Feeling bold thanks to the beers, Jake decided to be honest and replied: “I’m not really into girls to be honest, Dan.”


He added: “I’ve never told anyone so please don’t tell my dad.”


Dan thought for a minute before saying: “So I’m the first person you’ve told?


That’s quite an honour, little Woody. And don’t worry, your secret is safe with me.”


After that, Jake was sure Dan got a little flirty with him.


He kept pulling him in for a cuddle, ruffling his hair and telling him what a great


bloke he was.“I’m telling you, mate. Any guy would be lucky to have you,” he said.


Realising it was past midnight, Dan announced he was calling it a night.


“There’s only one bed. I can take the sofa if you don’t want to share,” he said.


Again trying to act cool, Jake said he was happy to share.


In the bedroom, Jake was stunned when Dan pulled off his T-shirt and started unbuckling his belt.


Jake was mesmerised by his stud boss’s sexy body. He had a light layer of hair


covering his stomach and a treasure trail leading into his CK briefs that showed off a prominent bulge.


His jaw almost hit the floor when Dan pulled the briefs off, revealing a soft, uncut cock around four inches and a pair of big balls surrounded by dark hair.


Pulling back the cover, Dan said: “Hope you don’t mind, I always sleep naked.”


Jake tried brush if off and mumbled a reply.

He stripped to his underwear and climbed into the bed, immediately feeling the heat from Dan’s body.


Dan apparently had no issue sleeping naked next to someone who’d just come out to him.


Within minutes he was snoring, leaving Jake with a raging hard on and wondering how he was going to get through the night.


But he must have drifted off as he was awoken hours later by Dan’s arm pulling him into his body.


Jake could feel Dan’s throbbing cock pressing against his arse and couldn’t believe what was happening when his hunky boss put his lips on his neck.

Despite the darkness of the room, Jake saw a flash Dan’s wedding ring and his cock jumped at the thought that this sexy married man was in bed with him and not his wife.


He decided to go for it and slowly lowered his underwear, pushing back so the


head of Dan’s cock, wet with pre cum, ended up in the crack of his arse.


But then he heard Dan’s breathing change as he suddenly said: “Jake, you awake?”


Terrified, Jake nodded but Dan didn’t remove his arm or pull away.


“Sorry, little Woody. I must have been dream- hang on, are you naked?”


Again Jake just nodded.


Dan said: “But you weren’t when we went to bed.”


Deciding he now had nothing to lose, Jake turned to look at his boss.


“Sorry, Dan,” he said. “I felt how hard you were so I took mine off.”


Dan was silent for a moment and Jake waited for him to kick off or even worse.


But Dan simply pulled him closer and whispered: “You got a thing for me, little Woody?”


Jake looked at him, their faces inches apart now.


Nodding he said: “Sorry, I know it’s not appropriate with you being my boss and married but I’ve always fancied you.


“And I can’t understand why your wife doesn’t give you the attention you deserve.


You are one of the sexiest men I’ve ever met in real life and you should be treated


like it. If you were my husband I’d never let you leave the bedroom!”Dan stared, smiling slightly before saying: “Little Woody, I’ve never done anything


with another man before and I never thought I would.


“But I can’t lie, hearing you say you want me so much is turning me on. But I’m not sure what the next move is.”


Jake didn’t say anything but closed the gap between their lips. At first he lightly


brushed his across Dan’s, before pressing harder and pushing his tongue out.


Dan didn’t respond at first but soon his lips parted and suddenly their tongues were in each other’s mouths.


Feeling bold, he moved so he was on top of Dan, feeling his body as they kissed.


Dan pulled back, leaving Jake worried he’d changed his mind.


But he said: “You’re pre cumming so much, is that because of me?”


Jake just nodded and said: “How do you not know what a stud you are?”


Dan looked lost for words but replied: “it’s been so long since anyone has made me feel wanted.”


Instead of saying anything else, Jake decided to show Dan just how much he wanted him.


He threw the cover back and started making his way down Dan’s body, pausing to


suck his nipples and rubbing his big arms.


When he got to Dan’s cock, he wasn’t surprised to see it had doubled in size from


its earlier soft state and was at least eight inches and thick.


He wrapped a hand around it, pulling the foreskin all the way back to reveal the


shiny head.As his head lowered towards Dan’s dick he heard his boss let out a breath before he said: “I can’t believe this is happening…”
 
Chapter 2 - Dan’s first time

Jake felt Dan shudder as he dragged his tongue from the base of his big dick all the way to the top, with one hand gently massaging his balls.

His experience was limited but Jake was determined to make this a blow job Dan would never forget.

Taking the first few inches into mouth, Jake was pleased to hear his boss moan slightly.

"Little Woody, what are you doing to me?" He groaned.

Smiling, Jake worked Dan's cock up and down before and was only spurred on when he felt a big hand on the back of his head.

"Just like that, mate. Nice and slow... you're good at this."

Jake laughed around Dan's dick before going for it and taking all eight inches to the base, ending up with his nose in Dan's pubes.

"Fuck me. Nobody's ever done that to me!" Dan growled.

After that, Dan seemed to really get into it and started thrusting into Jake's mouth.

"Oh yeah, just like that, don't stop Little Woody," he said through moans.

Soon enough Jake felt Dan stop as he moaned: "I'm gonna cum, Jake."

Jake, who noticed out of the corner of his eye the sun starting to peek through the thin curtain, didn't stop, instead he intensified his sucking.

"Seriously, little Woody. If you don't get off I'm gonna shoot in your mouth!"

Feeling Dan's big hands attempting to pull him off, Jake clamped down on his cock.

"I'm cumming!" Dan managed through his moaning and panting.

With a growl, Dan started shooting in Jake's mouth.

He tried to swallow it all but it was too much and ended up pouring out of his lips.

As Dan came down from his intense orgasm, Jake let his softening cock fall from his mouth.

He wondered what would happen next and prepared himself for the typical straight bloke reaction.

But to Jake's surprise, Dan pulled him up and into a deep kiss.

"I can taste my cum you little fucker," Dan whispered with a smile.

Before Jake could reply, Dan's phone started ringing from the bedside table.

They looked over and saw his wife's name flashing on the screen.

Jake and Dan looked at each other, both realising that things were about to change forever.
 
Chapter 3

Dan let the call go to voicemail but, while it hadn’t been awkward before, Jake couldn’t deny the shift in his boss.

Suddenly he jumped out of bed and said in a strange voice, “I didn’t realise the time, Jake. I have to get going.

“Get an Uber home and I’ll sort you out later. I’ll just go and grab my van.”

Dan was scrambling to get dressed, apparently unable to get away from Jake quick enough.

The teen lay there with the cover pulled up to his neck watching as Dan muttered a distracted goodbye and ran out of the apartment.

Not wanting to hang around, Jake quickly got dressed and ordered the taxi.

He didn’t know how to feel about the situation. On the one hand he understood Dan’s predicament but he was still annoyed about him bolting like that.

When Jake got home his dad was on the sofa flicking through the sports channels.

“Hey mate,” he greeted his son. “Good night? Dan’s a laugh isn’t he?”

Jake bit his tongue as he headed up to his room and replied: “Yeah. He’s a riot, dad.”

Before Jake knew it, it was Monday morning and he was waiting on the corner of his street for Dan to pick him up like they’d previously agreed.

He was supposed to be working on a new job with his boss but instead, a pissed off-looking Stan pulled up.

After Jake jumped in the van Stan grunted and said: “Need to get a driving license lad, I ain’t nobody’s taxi.”
Jake just asked: “Where’s Dan? I was supposed to be with him this week.”

Stan shrugged. “Change of plan. It’s me and you for the next five days and don’t think I won’t tell him if you don’t pull your weight.”

Turning away to hide the tears filling his eyes, Jake couldn’t believe it. Dan couldn’t even stand to be around him now.

He would have to quit his job, Jake thought, but what would he tell his dad?

The first few days of that week with Stan were as torturous as Jake had expected.

On Wednesday afternoon Dan turned up to check on the progress. He mumbled a “hello” to Jake but didn’t even make eye contact.

Suddenly Stan announced he was going for a smoke, leaving the two of them alone.

To say it was awkward would’ve been an understatement. Dan seemed really interested in some of the rendering they’d done that morning and kept his back to Jake.

But Jake had had enough. “What the fuck, Dan?” His boss appeared to flinch at his outburst and slowly turned around.

Jake didn’t wait for a reply. He raged on: “You can’t even look at me or work with me now?

“What happened the other night was down to both of us, not just me, so why do I feel like I’m being punished?”

Making eye contact at last, Dan said quietly: “Jake, I can’t have this conversation now and you need to keep your voice down.”

Jake opened his mouth but Dan cut him off. “No. We’ve both got a lot to lose here so you need to calm down.

“I’ll message you tonight and we’ll sort out a time and place to speak. Until then, don’t do anything stupid.”
Without waiting for a response, he added: “Tell Stan I’ll check in later.”

And before Jake knew it, he was gone.

Later that night Jake was pacing around his room. He was past upset now - he was raging with Dan.

But, true to his word, Dan sent a short text to Jake around 8pm with nothing but a location and the words: “Be here in 20 minutes.”

After managing to sneak out without his parents questioning where he was going, Jake made his way to the empty car park next to the overgrown entrance of a hiking trail.

None of the streetlights were working but Dan’s sleek black Range Rover was the only car around, with its headlights dimmed.

Jake climbed in and, despite his anger towards Dan, he couldn’t help but notice how good he looked.

His boss was wearing a white polo T-shirt that showed off his big arms, and a pair of navy chino shorts that weren’t helping the situation by revealing a sizeable bulge at the crotch.

Jake was also driven deeper into lust by the smell of Dan’s designer aftershave which only made him want to cuddle right up to him.

Without looking at Jake, Dan said: “I’m sorry, little Woody.” Jake wasn’t expecting that. He replied: “Sorry for what?”

Sighing, Dan ran a hand through his short hair and said: “Friday night got out of control. I’m your boss and I’m married and I should’ve stopped it.”

Jake suddenly felt a lump in his throat and was trying hard to fight back his tears.

“Does that mean you regret it?” Jake asked quietly.

Looking at him for the first time, Dan actually smiled weakly and said: “I won’t deny it felt good. And I’m really glad you trusted me with so much, but I think it’s best we chalk it up to a drunken thing and move on. Don’t you?”

But Jake, having already decided he was going to quit his job, felt he had nothing to lose and hit back: “But it wasn’t a mistake. I loved being with you, you deserve to be with someone who makes you feel good all the time.

“I felt something that night, something more than drunk sex. Are you telling me you didn’t?”

Dan looked momentarily stunned but quickly replied: “What are you saying, Jake? That you want this to become something? I can’t give you what you need, I’ve got a family.”

Speaking before he thought, Jake swiped: “Yeah, a wife who doesn’t realise how bloody handsome her husband is and is arguably one of the most stupid women in the world for not appreciating him.”

Dan went to say something but clearly changed his mind, instead just fixing Jake with a grin.

After a few minutes he said: “Do you really think that? Are you that into me, little Woody?”

Deciding it might be his last chance Jake simply scooted closer and ran his hand up Dan’s big leg, stopping when he reached his bulge.

“Jake…” Dan said, unconvincingly.

Cutting him off, Jake said: “Look, I know this is beyond complicated - for both of us.

“But I also know we both enjoyed the other night. I’m not asking you to leave your wife for me, Dan. I’m just saying why do we have to stop?”

Dan looked torn for a moment, before taking Jake’s head in his hands and pulling him in.

“If you’re happy with this being a casual and very secret situation, little Woody, I’m happy to see where it takes us,” he said.

Jake felt elated and replied: “I can keep a secret.”

They then leaned into each other, brushing their lips together before kissing almost desperately.

Breaking the kiss, Dan growled: “Get in the back and suck my dick, little Woody.”

Jake didn’t need telling twice and while he slipped easily through the front seats into the back, Dan jumped out of the driver’s seat before climbing in and going in for another kiss.

“You really want this nearly forty year old with a gut and a lot of baggage?” He asked with a glint in his eye.

Climbing on Dan’s lap, Jake whispered in his ear: “When are you going to realise what a sexy fucker you are?”

“Don’t judge me,” Dan started, as Jake’s hand unbuttoned his shorts. “But knowing you fancy me that much really gets me going.”

Jake laughed. “I can tell, big boy.” He pulled at Dan’s hard cock through his briefs before pulling them down to reveal it in all its glory.

Slightly awkwardly given the limited space, Jake sunk down so his face was level with Dan’s leaking eight inches.

He wasted no time in taking it in his mouth, earning a deep moan from Dan.

Jake worked the big cock up and down, taking time to swirl his tongue around the head and making sure not to forget Dan’s balls.

“You’re driving me crazy, little Woody,” Dan moaned. “I’m not going to last long.”

That only spurred Jake on, as he picked up the pace while Dan’s panting and moaning intensified.

“I’m gonna cum, Jake. Fuck, I’m gonna blow in your mouth,” Dan managed before shooting a huge load down Jake’s throat.

Jake made sure to suck up every drop of cum before moving back up to Jake and laying his head on his chest.

After catching his breath, Dan looked down at Jake and gave him a gentle kiss.

He finally spoke, saying: “This is probably a really bad idea, but we’ll work this out little Woody. I promise.”
 
Chapter 4

It had been almost a month since Dan and Jake’s meeting and their decision to explore things together.

Four long weeks with only a couple of quick fumbles in the back of Dan’s van to keep Jake satisfied.

Each quickie like the last, some kissing and a blow job for Dan – but Jake wanted more.

He was desperate for his boss to be the first to fuck him. Obviously, it was going to hurt given Jake’s inexperience and the married man’s huge cock, but the teen was ready.

During one of their lunch time sessions in the van, Jake floated the subject to Dan.

As Dan was pulling up his work trousers, Jake said: “You know there’s much more we could try...”

Dan cocked an eyebrow, saying: “Such as?” Jake turned around and wiggled his arse, causing his boss to laugh. “You’re not serious, little Woody,” he said.

Jake quipped: “I’m very serious, Dan. Haven’t you ever thought about it? Don’t you want to know what it would feel like to slip your big, hard cock into my tight arse.”

This caused Dan to groan as he said: “Careful, Jake. I might need round two if you keep talking like that.”

As Jake persisted, Dan cut him off. “Course I’ve thought about it, you’ve got a lovely arse and you’re always sticking it in my face when you go up the ladder. I know you do that on purpose.”

Now it was Jake’s turn to laugh. “I wondered if you noticed that,” he said.

His boss continued: “But I also know it would be your first time and I’m not letting that happen in the back of this van. So if and when the situation presents itself and we manage to get some proper time together, we’ll talk about it then.”

Jake was touched. Dan was a proper man’s man – if you ignored their relationship – and he never expected the construction worker to be so thoughtful.

Clearly reading his mind, Dan scoffed: “Why are you surprised by that? I’m a nice bloke.”

Leaning in to kiss him, Jake said: “Fit as fuck as well as nice, your wife doesn’t know how lucky she is.”

Dan huffed, returning the kiss, before saying: “Try telling her that. Right, let’s get back before they start wondering where we are.”

***

Jake’s summer break from college was fast approaching and he’d been forced to take some time off work due to the amount of studying he had.

That meant hardly seeing Dan which was torture for the teen. Dan had managed to pick him up a few evenings where they’d driven to their usual spot for some quick fun, but Jake was starting to get frustrated.

It wasn’t a case of want anymore; he needed Dan to fuck him. He’d even managed to get the stud to finger him during one of their late-night encounters but Dan was sticking to his guns when it came to fucking in a car or a van.

One day Jake was walking through the door after college when he heard his mum on the phone.

“Rachel that sounds like so much fun, we’d love to come!” his mum sang. Jake froze, knowing the only Rachel they knew was Dan’s wife.

“We’re definitely free so count us in – how exciting, and I’ll make sure Rob and Jake don’t say a word to Dan.”

After she’d ended the call, Stella realised her son was in the room. “Hi love,” she started. “That was Dan’s wife, Rachel. She’s invited us to his surprise birthday weekend; it’s in two weeks so make sure you keep it free.

“It’s at a lovely estate and she’s hired out the whole thing. That will be fun, won’t it?” Jake slowly nodded but was lost for words.

How was he going to get through an entire weekend watching Dan play happy families with his ungrateful wife?

It would be complete torture but Jake knew his mum wouldn’t let him miss it now she’d agreed on his behalf.

He just hoped there’d be enough people there for him to avoid the (un)happy couple as much as possible.

***

The next two weeks passed in a blur. Jake and Dan hadn’t managed to get together but for once the teen was happy to not see his hunky boss.

There was no way he could’ve kept his mouth shut about the weekend surprise. Despite the less-than-ideal situation, Jake decided to bring a gift for Dan – hidden deep in his bag, of course – and dropped a lot of the money he’d been saving on a bottle of his favourite aftershave.

Jake also used his Polaroid camera to snap a cheeky photo of him bum, which he included in the card. It was playing with fire, he knew that, but he couldn’t resist trying to tempt Dan in any way possible.

Before Jake knew it, he and his parents were pulling into the seriously swanky estate. He knew Rachel didn’t work, instead staying at home to look after their kids, so he couldn’t help but laugh knowing Dan was unknowingly forking out a small fortune on his own birthday surprise.

They checked in, made their way down to the bar where the guests were drinking and mingling, waiting for the birthday boy.

Jake couldn’t help but think the fact Dan was turning 40 made him even sexier and he so wished they were celebrating alone.

Suddenly, Rachel called for quiet and said Dan was arriving. She’d lured him there thinking they were just having dinner.

So when he rounded the corner to shouts of surprise from everyone he knew, his face dropped.

Jake was worried that once he realised the teen was there, he’d be annoyed but, when Dan eventually locked eyes with him, he gave the most subtle of winks and flashed a cheeky grin.

Still, Jake made sure to keep his distance so as not to draw any suspicion. But he couldn’t take his eyes off of Dan.

Somehow, in the two weeks since they’d seen each other, he’d got even more handsome.

His brown hair was slightly longer on top but cropped close at the sides and he’d let his stubble grow out slightly.

Making the most of the warm weather, Dan was wearing a white shirt that was probably unbuttoned one too many – revealing a flash of his hairy chest.

He’d teamed it with a pair of grey trousers that showed off his big legs, nice bum and – as always – Dan had a sizeable bulge going on.

Jake wanted nothing more than to pull him away and get him out of his clothes, but he knew he needed to control himself.

Trying to keep busy he went to the bar to order a drink, but it wasn’t long before Dan appeared at his side. “Little Woody,” he sang, slapping Jake on the shoulder before letting his big hand drift slowly downwards.

“I didn’t expect any of this and I hate surprises,” Dan said. Lowering his voice and leaning in, he added: “But having you here makes it much more bearable.”

Jake could hide his huge grin – or stop his dick from instantly hardening. Dan looked down, noticing Jake’s swelling crotch, and whispered: “Easy there, little Woody. You need to learn to keep that under control.”

He was grinning and Jake flirted back: “Easier said than done with you hanging around looking like that.”

Dan leaned in closer and actually growled in Jake’s ear. “You make me feel so good,” he said. “I know it’s my birthday but I wouldn’t mind getting to unwrap you at some point this weekend.”

Jake looked up at him, wide-eyed. “Yeah?” The sexy married man replied: “I reckon we’ll be able to find some time to put one of these many rooms to good use, don’t you?”

With that, he gave Jake’s bum a quick squeeze before picking up his drinks and walking off – looking back to give a goofy grin.

It took Jake a few minutes to process what Dan had said. Did he really mean what the teen thought he did? Was he finally going to give Jake everything he wanted?

The first night was fine enough and passed in a haze of too much alcohol and Jake and Dan stealing glances at each other whenever possible.

Jake couldn’t help but notice how Dan’s wife was hardly by his side, instead choosing to sit with her friends all night.

He thought she was mad. If he was in her position, he’d never be able to get enough of the stud.

At around midnight, Jake decided to head to bed. As he was walking to his room he heard footsteps behind him and turned to see Dan jogging to catch him up.

Checking nobody was around, he leaned in to kiss Jake and said: “Meet me in room 308 at 7 in the morning.” He slipped a key card into Jake’s hand.

Jake must have looked confused, because Dan smiled and added: “A couple of our mates didn’t show. I’m paying for the room, why not use it?”

His face clearly said it all, as Dan told Jake – with a genuine apologetic tone – that he had to go. Turning back to him, Dan said: “Don’t forget to set an alarm!”

Jake laughed and went back to his room, filled with excitement about what would happen in the morning.

***

He got to the empty room a few minutes early, unable to wait any longer, to find a very hungover-looking Dan laying on the bed. Somehow though, he still looked as sexy as ever.

Dan groaned as he leaned up to pull Jake into him for a kiss. “My head is pounding; they wouldn’t let me go to bed until 4am.”

Jake laughed. “You poor thing,” he said. “You need me to take care of you?” Dan flashed a cheeky grin as he replied: “I was hoping we could take care of each other.”

Jake suddenly remembered the bag he was carrying with Dan’s present in it, taking it out to give to him. Dan looked genuinely touched and said: “You didn’t have to get me anything, little Woody.”

“Open the card first,” Jake said, desperate to see his reaction to the photo. Dan’s jaw hit the floor when the snap fell out of the card, he stared at it and said: “Tell me again why I’ve been turning this down for months?”

Jake gave a fake sigh and said: “You were trying to be a nice bloke. But nice is boring, it’s time to be naughty.”

Standing, Dan said: “I couldn’t agree more.”

This time everything was different. It had always been about Dan’s pleasure before – something Jake was more than happy with – but this time, the stud picked him up and carried him to the bed.

Dan removed his T-shirt, giving Jake a perfect view of his hairy body, and stepped out of his shorts, revealing that he was going commando.

Jake reached out for Dan’s cock, but he pushed his hand away. “Not this time, baby.” The teen’s dick jerked. Hearing Dan call him “baby” sent him wild and he let the birthday boy take control.

After removing Jake’s clothes through kisses, Dan lay on the bed and pulled him on top. He reached over to the drawer of the bedside cabinet and pulled out a small bottle of lube.

“Are you sure about this?” Dan whispered. Jake just leant in for another kiss to answer the silly question.

As they kissed, Dan lubed up his fingers, gently sliding one into Jake’s hole. After the initial sting, Jake couldn’t believe how good it felt and pushed down when Dan went to insert another.

Although he’d never been with a man before, it was clearly not Dan’s first time as he expertly explored Jake, causing the teen to moan uncontrollably.

“Yeah... you like that, baby?” Dan asked. All Jake could do was nod and whimper as a third finger entered his hole. “You ready for the real thing, little Woody?” Dan questioned seductively.

This time Jake found his words and cried: “Yes, fuck me, please.” Dan growled, pulling his fingers out and lining his thick, leaking uncut cock up with Jake’s hole.

“Here it comes, baby,” he said, as he eased the first couple of inches in. Jake wanted to scream the pain was so intense.

But Dan stopped to let him get used to it, and it wasn’t long before pleasure replaced the pain.

“Go at your pace, little Woody. We’ve got time,” Dan said as he ran his hands up and down Jake’s body.

Jake started pushing down on Dan’s girthy eight incher, before slowly pulling up again – stopping just before it came out. Dan moaned as Jake repeated this a few times before, feeling brave, attempted to take more of his cock.

Eventually he managed to get it all in, feeling Dan’s bushy pubes tickling his own balls. Dan looked like he was going to come there and then, letting out a growl before saying: “You took it all, baby.”

Feeling more turned on than he’d ever been in his life, Jake started to ride his sexy, married boss.

He picked up the pace and soon enough they were both panting wildly. Dan stopped him and for a brief minute Jake worried he was having second thoughts.

But he simply looked at him with a devilish grin and said: “Now I’m going to show you what I can do...”

Jake squealed as Dan flipped him over, so he was now on top. “You ready to get fucked, baby?”

Without waiting for an answer, Dan pulled out before slamming back into Jake’s hole. They both moaned as the stud pounded his teenage lover, sweat now pouring from him onto Jake’s body.

Jake had his legs wrapped around Dan’s waist and was screaming in pleasure while Dan’s moans were getting steadily louder.

“Fuck... so tight baby... I’m getting close. Where do you want it?” Dan managed with a growl. “Cum in me, Dan. Fill me up, please,” Jake almost screamed.

Flashing a toothy smile, Dan quipped: “Whatever you say, baby.”

Then Dan did something unexpected, taking Jake’s cock in his hand as he slowly wanked it.

“I want us to cum together, little Woody,” he said. “Fuck, Dan... I’m close,” Jake moaned. “Let it go, baby,” Dan replied.

Suddenly Jake started shooting ropes of cum over his own stomach as Dan let out a loud growl before unloading inside of him.

As they both came down from their orgasms, Dan flopped down next to Jake and pulled him in close, with the teen resting his head on his chest.

“This might be the best birthday I’ve ever had,” Dan said, leaning in to kiss Jake with more passion than ever.
 
Jake is definitely a little crazy and obsessive lol. One blowjob and he was already in tears over Dan and yelling at him, I was cringing and getting Fatal Attraction vibes lmao. Good story though
Well good dick has some extra effects to it
 
He’s young and it’s his first real time 😂 and nobody likes being ghosted
Jake is definitely a little crazy and obsessive lol. One blowjob and he was already in tears over Dan and yelling at him, I was cringing and getting Fatal Attraction vibes lmao. Good story though
 
Chapter 4

It had been almost a month since Dan and Jake’s meeting and their decision to explore things together.

Four long weeks with only a couple of quick fumbles in the back of Dan’s van to keep Jake satisfied.

Each quickie like the last, some kissing and a blow job for Dan – but Jake wanted more.

He was desperate for his boss to be the first to fuck him. Obviously, it was going to hurt given Jake’s inexperience and the married man’s huge cock, but the teen was ready.

During one of their lunch time sessions in the van, Jake floated the subject to Dan.

As Dan was pulling up his work trousers, Jake said: “You know there’s much more we could try...”

Dan cocked an eyebrow, saying: “Such as?” Jake turned around and wiggled his arse, causing his boss to laugh. “You’re not serious, little Woody,” he said.

Jake quipped: “I’m very serious, Dan. Haven’t you ever thought about it? Don’t you want to know what it would feel like to slip your big, hard cock into my tight arse.”

This caused Dan to groan as he said: “Careful, Jake. I might need round two if you keep talking like that.”

As Jake persisted, Dan cut him off. “Course I’ve thought about it, you’ve got a lovely arse and you’re always sticking it in my face when you go up the ladder. I know you do that on purpose.”

Now it was Jake’s turn to laugh. “I wondered if you noticed that,” he said.

His boss continued: “But I also know it would be your first time and I’m not letting that happen in the back of this van. So if and when the situation presents itself and we manage to get some proper time together, we’ll talk about it then.”

Jake was touched. Dan was a proper man’s man – if you ignored their relationship – and he never expected the construction worker to be so thoughtful.

Clearly reading his mind, Dan scoffed: “Why are you surprised by that? I’m a nice bloke.”

Leaning in to kiss him, Jake said: “Fit as fuck as well as nice, your wife doesn’t know how lucky she is.”

Dan huffed, returning the kiss, before saying: “Try telling her that. Right, let’s get back before they start wondering where we are.”

***

Jake’s summer break from college was fast approaching and he’d been forced to take some time off work due to the amount of studying he had.

That meant hardly seeing Dan which was torture for the teen. Dan had managed to pick him up a few evenings where they’d driven to their usual spot for some quick fun, but Jake was starting to get frustrated.

It wasn’t a case of want anymore; he needed Dan to fuck him. He’d even managed to get the stud to finger him during one of their late-night encounters but Dan was sticking to his guns when it came to fucking in a car or a van.

One day Jake was walking through the door after college when he heard his mum on the phone.

“Rachel that sounds like so much fun, we’d love to come!” his mum sang. Jake froze, knowing the only Rachel they knew was Dan’s wife.

“We’re definitely free so count us in – how exciting, and I’ll make sure Rob and Jake don’t say a word to Dan.”

After she’d ended the call, Stella realised her son was in the room. “Hi love,” she started. “That was Dan’s wife, Rachel. She’s invited us to his surprise birthday weekend; it’s in two weeks so make sure you keep it free.

“It’s at a lovely estate and she’s hired out the whole thing. That will be fun, won’t it?” Jake slowly nodded but was lost for words.

How was he going to get through an entire weekend watching Dan play happy families with his ungrateful wife?

It would be complete torture but Jake knew his mum wouldn’t let him miss it now she’d agreed on his behalf.

He just hoped there’d be enough people there for him to avoid the (un)happy couple as much as possible.

***

The next two weeks passed in a blur. Jake and Dan hadn’t managed to get together but for once the teen was happy to not see his hunky boss.

There was no way he could’ve kept his mouth shut about the weekend surprise. Despite the less-than-ideal situation, Jake decided to bring a gift for Dan – hidden deep in his bag, of course – and dropped a lot of the money he’d been saving on a bottle of his favourite aftershave.

Jake also used his Polaroid camera to snap a cheeky photo of him bum, which he included in the card. It was playing with fire, he knew that, but he couldn’t resist trying to tempt Dan in any way possible.

Before Jake knew it, he and his parents were pulling into the seriously swanky estate. He knew Rachel didn’t work, instead staying at home to look after their kids, so he couldn’t help but laugh knowing Dan was unknowingly forking out a small fortune on his own birthday surprise.

They checked in, made their way down to the bar where the guests were drinking and mingling, waiting for the birthday boy.

Jake couldn’t help but think the fact Dan was turning 40 made him even sexier and he so wished they were celebrating alone.

Suddenly, Rachel called for quiet and said Dan was arriving. She’d lured him there thinking they were just having dinner.

So when he rounded the corner to shouts of surprise from everyone he knew, his face dropped.

Jake was worried that once he realised the teen was there, he’d be annoyed but, when Dan eventually locked eyes with him, he gave the most subtle of winks and flashed a cheeky grin.

Still, Jake made sure to keep his distance so as not to draw any suspicion. But he couldn’t take his eyes off of Dan.

Somehow, in the two weeks since they’d seen each other, he’d got even more handsome.

His brown hair was slightly longer on top but cropped close at the sides and he’d let his stubble grow out slightly.

Making the most of the warm weather, Dan was wearing a white shirt that was probably unbuttoned one too many – revealing a flash of his hairy chest.

He’d teamed it with a pair of grey trousers that showed off his big legs, nice bum and – as always – Dan had a sizeable bulge going on.

Jake wanted nothing more than to pull him away and get him out of his clothes, but he knew he needed to control himself.

Trying to keep busy he went to the bar to order a drink, but it wasn’t long before Dan appeared at his side. “Little Woody,” he sang, slapping Jake on the shoulder before letting his big hand drift slowly downwards.

“I didn’t expect any of this and I hate surprises,” Dan said. Lowering his voice and leaning in, he added: “But having you here makes it much more bearable.”

Jake could hide his huge grin – or stop his dick from instantly hardening. Dan looked down, noticing Jake’s swelling crotch, and whispered: “Easy there, little Woody. You need to learn to keep that under control.”

He was grinning and Jake flirted back: “Easier said than done with you hanging around looking like that.”

Dan leaned in closer and actually growled in Jake’s ear. “You make me feel so good,” he said. “I know it’s my birthday but I wouldn’t mind getting to unwrap you at some point this weekend.”

Jake looked up at him, wide-eyed. “Yeah?” The sexy married man replied: “I reckon we’ll be able to find some time to put one of these many rooms to good use, don’t you?”

With that, he gave Jake’s bum a quick squeeze before picking up his drinks and walking off – looking back to give a goofy grin.

It took Jake a few minutes to process what Dan had said. Did he really mean what the teen thought he did? Was he finally going to give Jake everything he wanted?

The first night was fine enough and passed in a haze of too much alcohol and Jake and Dan stealing glances at each other whenever possible.

Jake couldn’t help but notice how Dan’s wife was hardly by his side, instead choosing to sit with her friends all night.

He thought she was mad. If he was in her position, he’d never be able to get enough of the stud.

At around midnight, Jake decided to head to bed. As he was walking to his room he heard footsteps behind him and turned to see Dan jogging to catch him up.

Checking nobody was around, he leaned in to kiss Jake and said: “Meet me in room 308 at 7 in the morning.” He slipped a key card into Jake’s hand.

Jake must have looked confused, because Dan smiled and added: “A couple of our mates didn’t show. I’m paying for the room, why not use it?”

His face clearly said it all, as Dan told Jake – with a genuine apologetic tone – that he had to go. Turning back to him, Dan said: “Don’t forget to set an alarm!”

Jake laughed and went back to his room, filled with excitement about what would happen in the morning.

***

He got to the empty room a few minutes early, unable to wait any longer, to find a very hungover-looking Dan laying on the bed. Somehow though, he still looked as sexy as ever.

Dan groaned as he leaned up to pull Jake into him for a kiss. “My head is pounding; they wouldn’t let me go to bed until 4am.”

Jake laughed. “You poor thing,” he said. “You need me to take care of you?” Dan flashed a cheeky grin as he replied: “I was hoping we could take care of each other.”

Jake suddenly remembered the bag he was carrying with Dan’s present in it, taking it out to give to him. Dan looked genuinely touched and said: “You didn’t have to get me anything, little Woody.”

“Open the card first,” Jake said, desperate to see his reaction to the photo. Dan’s jaw hit the floor when the snap fell out of the card, he stared at it and said: “Tell me again why I’ve been turning this down for months?”

Jake gave a fake sigh and said: “You were trying to be a nice bloke. But nice is boring, it’s time to be naughty.”

Standing, Dan said: “I couldn’t agree more.”

This time everything was different. It had always been about Dan’s pleasure before – something Jake was more than happy with – but this time, the stud picked him up and carried him to the bed.

Dan removed his T-shirt, giving Jake a perfect view of his hairy body, and stepped out of his shorts, revealing that he was going commando.

Jake reached out for Dan’s cock, but he pushed his hand away. “Not this time, baby.” The teen’s dick jerked. Hearing Dan call him “baby” sent him wild and he let the birthday boy take control.

After removing Jake’s clothes through kisses, Dan lay on the bed and pulled him on top. He reached over to the drawer of the bedside cabinet and pulled out a small bottle of lube.

“Are you sure about this?” Dan whispered. Jake just leant in for another kiss to answer the silly question.

As they kissed, Dan lubed up his fingers, gently sliding one into Jake’s hole. After the initial sting, Jake couldn’t believe how good it felt and pushed down when Dan went to insert another.

Although he’d never been with a man before, it was clearly not Dan’s first time as he expertly explored Jake, causing the teen to moan uncontrollably.

“Yeah... you like that, baby?” Dan asked. All Jake could do was nod and whimper as a third finger entered his hole. “You ready for the real thing, little Woody?” Dan questioned seductively.

This time Jake found his words and cried: “Yes, fuck me, please.” Dan growled, pulling his fingers out and lining his thick, leaking uncut cock up with Jake’s hole.

“Here it comes, baby,” he said, as he eased the first couple of inches in. Jake wanted to scream the pain was so intense.

But Dan stopped to let him get used to it, and it wasn’t long before pleasure replaced the pain.

“Go at your pace, little Woody. We’ve got time,” Dan said as he ran his hands up and down Jake’s body.

Jake started pushing down on Dan’s girthy eight incher, before slowly pulling up again – stopping just before it came out. Dan moaned as Jake repeated this a few times before, feeling brave, attempted to take more of his cock.

Eventually he managed to get it all in, feeling Dan’s bushy pubes tickling his own balls. Dan looked like he was going to come there and then, letting out a growl before saying: “You took it all, baby.”

Feeling more turned on than he’d ever been in his life, Jake started to ride his sexy, married boss.

He picked up the pace and soon enough they were both panting wildly. Dan stopped him and for a brief minute Jake worried he was having second thoughts.

But he simply looked at him with a devilish grin and said: “Now I’m going to show you what I can do...”

Jake squealed as Dan flipped him over, so he was now on top. “You ready to get fucked, baby?”

Without waiting for an answer, Dan pulled out before slamming back into Jake’s hole. They both moaned as the stud pounded his teenage lover, sweat now pouring from him onto Jake’s body.

Jake had his legs wrapped around Dan’s waist and was screaming in pleasure while Dan’s moans were getting steadily louder.

“Fuck... so tight baby... I’m getting close. Where do you want it?” Dan managed with a growl. “Cum in me, Dan. Fill me up, please,” Jake almost screamed.

Flashing a toothy smile, Dan quipped: “Whatever you say, baby.”

Then Dan did something unexpected, taking Jake’s cock in his hand as he slowly wanked it.

“I want us to cum together, little Woody,” he said. “Fuck, Dan... I’m close,” Jake moaned. “Let it go, baby,” Dan replied.

Suddenly Jake started shooting ropes of cum over his own stomach as Dan let out a loud growl before unloading inside of him.

As they both came down from their orgasms, Dan flopped down next to Jake and pulled him in close, with the teen resting his head on his chest.

“This might be the best birthday I’ve ever had,” Dan said, leaning in to kiss Jake with more passion than ever.
Damn 🥵🥵