9. Jake

Dreams could easily turn into nightmares for Jake, and this had been the case since childhood. He was never a great sleeper, and would countless times find himself waking in a cold sweat with his mind whirring and his heart beating way too fast.

And that night was no different either.

Jake could feel himself tossing and turning in bed as he gradually woke up from his slumber. The spanking with the wooden spoon had been one of the most intense experiences of his life – and Jake had actually surprised himself by getting all the way through it without using his safeword…

Did I enjoy it?

Is Damian maybe… not so bad?

I can't fall for him but… I think I might be.

Jake fully woke up and peeked underneath the covers to see that he had a throbbingly erect dick. It wasn't a half and half kind of boner either, it was a full-on erection.

But perhaps even more pressing than his excitement was the fact that Jake wasn't alone in bed. Jake was confronted by the sighted of a fast asleep and lightly snoring Damian.

‘Hmmm, not so tough now?' Jake giggled, watching as Damian lay there, his mouth slightly open and looking about as vulnerable as was possible for a mafia hitman.

Jake suddenly froze in fear however when Damian appeared to momentarily wake up. It was a false alarm though, because the big brute simply rolled over and continued to slumber.

Jake's mind immediately raced back to thoughts of the wooden spoon spanking. There had been something different about it compared to the first spanking. It was harder, that was for sure. But it was more than that. Jake couldn't quite comprehend it, but it almost felt like Damian had delivered the cracks and thwacks with… love.

But he's a meanie.

Damian's a big, obnoxious, nasty man…

Who sure is handsome as all hell though…

Try as he might, Jake couldn't contain his horniness. Even the sight of Damian's muscular chest slowly rising and falling as he slept was making Jake feel more and more turned on.

The truth was, being punished by Damian had left an impression on Jake long after the throbbing red blotches on his butt had cooled down. Jake was now fully awake and had a rock-hard dick that wasn't going anywhere in a hurry.

Despite knowing it was a very naughty thing to do, Jake quietly and carefully slid his hand down the front of his pajamas. The feeling of his soft yet hard cock in his hand made Jake gasp with excitement.

What if Damian wakes up?

What if he catches me playing with myself?

Squeee! The risk is just making me hornier!

But just as Jake was about to begin working his cock, Damian rustled again and this time looked like he was on the verge of waking up properly. Jake froze as still as he possibly could and shut his eyes tightly.

Each second felt like a lifetime as Jake hoped and prayed that Damian hadn't woken up. Jake knew that Damian would punish him again, and that actually wasn't all that bad a thought.

But what Jake really didn't want Damian to know was just how aroused Jake was in his presence. The idea of giving Damian that satisfaction was too much to bare. As far as Jake was concerned, having private fantasies about an admittedly gorgeous older man was one thing, but his lust had no basis in the real world. Jake still hated Damian, and that was the end of it.

After leaving it an agonizingly long minute, Jake opened his eyes and saw that Damian hadn't woken up after all. But the moment for any naughty fun had passed. Jake didn't want to risk being caught and showing Damian how much his body was reacting to him.

Pfft. Stupid Damian.

But how am I going to get back to sleep now?

Jake rolled over and brought a spare pillow in for a cuddle. It was the middle of the night and despite knowing he would be tired in the morning, all Jake could think about was the big, brooding man fast asleep and snoring right across from him.

* * *

Despite trying every single sleep technique he had ever learned or half-read from a late-night Google search, Jake just couldn't get himself off to sleep.

‘Come on,' Jake whispered to himself. ‘Let's leave Mr. Wooden Spoon to sleep. I think it's time I had a snoop around this place by myself.'

With that, Jake carefully got out of the bed and crept out of the bedroom.

In the dead of night and with no lights on, Damian's apartment had a chilling energy to it. There was something about the fact that Damian was a professional killer that somehow infiltrated into everything about the apartment.

From the guns and blades on the walls to the blood-red carpets and dark, heavy furniture – it was exactly how Jake would expect a hitman's home to look.

Jake decided that while it was fun walking around a near pitch-black apartment, the whole point of his expedition out of the bedroom was to find out some more about Damian. And to do that, he needed to be able to see!

I think a little light is needed.

I just need to find the ON switch…

‘Woah! Oh no!' Jake gasped, his clumsy attempt at turning on a table lamp seeing the lamp spin and almost crash down onto the floor.

Fortunately for Jake, he was able to grab it just as it was teetering dangerously close to the edge. With his heart thumping in his chest, Jake allowed himself a little smile. That was close. Way too close.

But with some light in the apartment, Jake was able to get a better look at things. In truth, Damian's place was far less scary with some light on it, but it still very much was a mafia man's apartment.

With the masculine furnishings, the dark woods and of course the vast array of wall-mounted weapons, there was no mistaking the kind of person who had made this their home.

‘I'm hungry… it's just a shame all Damian's food is so borrrrrring!' Jake said as he walked over toward the twin refrigerators. ‘Why am I even looking? I already know there's nothing fun in here!'

However as Jake opened the refrigerator doors he was immediately taken aback. The blinding refrigerator lights mellowed and right in front of Jake's very eyes was a newly stocked and fully-loaded selection of beers, sweet-treats, and variety of other tasty morsels.

‘What the?' Jake said, his eyes wide open in delight. ‘What about the cupboards?'

In a blur of frenzied enthusiasm, Jake opened the food cupboard next to the refrigerator and to his delight saw a selection of fun cereals – all his favorites in fact!

‘W-w-w-when did Damian do this?' Jake said, his mind spinning with possibilities. ‘Who cares! All I know is that my tummy is rumbling and it's time to get some sugar inside me…'

With gleeful abandon, Jake began to rapidly reach into the cupboard and bring down box after box of tasty, sugary cereal. Jake loved everything there was to love about fun kids' cereals…

The colorful boxes? Check!

The toys inside? Oh yes!

The sweet, moreish taste? All the way to the moon and back!

Jake opened a carton of oat milk and carelessly poured the milk over his first bowl of Rainbow Drop Mega Crunchies. The fact that half the milk was spilling onto the table was of little consequence to Jake, he just needed more than anything to get that first spoon of crunchy, tasty cereal into his mouth.

‘MMMMMMMMMM! I'm in heaven!' Jake giggled, the cereal crunching in his mouth as he sloshed around the bowl and brought another big spoonful up to his mouth.

Jake felt like his inner child was coming out to play, and he was all there for it. This felt like the kind of midnight snacking he used to read about in comics or see in cartoons when he was a kid.

Jake was soon finished with his first bowl of cereal. The obvious move would have been to refill with another fresh bowl, but Jake had other ideas. If Damian had arranged for a shopping delivery like this, there was every chance that there were more delicious treats to be discovered…

‘Ice-pops,' Jake grinned, momentarily forgetting that Damian was still asleep in the bedroom and it might have been wise to keep his voice down. ‘Sour rainbow-berry? Hell yeah!'

Jake frantically unwrapped the multi-colored ice-pop and began to lick it all the way from the top to the bottom and back up again. The fizzy, sour taste was even better than Jake remembered, and it wasn't long before he was already eying up his next ice-pop.

But as sweet a moment as it was, Jake found himself thinking back to his Poppa. Walking along the beach in the summer with his Pop, the pair of them with an ice-pop each was one of Jake's most cherished memories. The tinge of sadness that Jake felt as he recalled his father's death made him wrap his hands around his chest and give himself a hug of reassurance.

Why did he have to die so young?

He was… the best.

There'll never be anyone who could replace Poppa.

Jake's sadness at the passing of his father was one thing, but along with sadness he also felt anger. It didn't seem fair that his father had died when Jake was still a child, they had so many more adventures to go on and fun times to have with one another.

But not only had his Poppa's death had an effect on his childhood, but Jake felt pretty sure that it was one of the reasons that he had struggled so much with challenges and taking orders growing up and now in his adult life too.

Jake knew he was stubborn. He knew that sometimes he crossed the line. But at the same time Jake felt like there was no way he was going to let another man into his life and allow them to be the boss. Brat or not, Jake just didn't want to give himself over to someone else so completely. Because just like with his father, there was no telling when someone could be taken away and gone forever.

‘Urgh. I think another ice-pop is needed to get me back feeling happy again,' Jake sighed, rubbing his tummy. ‘And this ain't stealing either, so why not?'

Jake got two fresh ice-pops and got back down to the business of enjoying them, each and every lick.

‘I'll finish these and then sneak back into bed,' Jake giggled. ‘That big dummy Damian won't have a clue!'

Damian may have been a scary mafia Dom, but there was no way that Jake was going to let that stop him having the sweetest, most indulgent midnight feast ever!