Construction boss

Dan struggles with the aftermath of his night with Jake but they make a risky decision

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  • 6 Min Read

Taking a risk 

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 Dan 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 car.”

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 of Dan, 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 Jake and Dan 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 coming, 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.”

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