13. Jake

The parking lot was relatively full. It was a regular day in New York City after all. But two stories below ground, the atmosphere was different. The hubbub from street level was just about audible, but other than that there was almost silence.

Jake and Damian had walked across the road from the Whip Smart Club and were now set on heading out of the city for an overnight stay in the Hamptons.

Jake was super-excited.

Not only was it his first trip with Damian, but there was also the expectation that something might happen while they were away. Something new in the bedroom department.

But as much as he was looking forward to the drive and overnight break, Jake was still full of happiness from the fact that Damian had come to the Whip Smart Club with him…

‘Thank you for coming with me today,' Jake said, looking across to Damian as they got into Damian's car. ‘I had so much fun. But knowing you were there looking out for me was… extra-nice.'

Jake blushed. Talking like this to a man like Damian wasn't something that he was used to. Jake's previous experience had amounted to little more than very casual situations at clubs, maybe a date or two here and there.

With Damian, it felt different.

Since signing the contract, Jake had found himself over Damian's lap for numerous spankings and paddlings. They were painful, but always left Jake feeling better afterward. Damian seemed to instinctively know how much to push Jake while always respecting his limits.

For Jake, despite still wanting to resist any real feelings for Damian, things were definitely changing. Jake's only real frustration so far had been that Damian hadn't wanted to take their physical relationship to the next level. The most intimate and important level.

Jake loved getting down and dirty with Damian, but each time it had seemed like they were going to go all the way, Damian would pull back and put the brakes on. It felt amazing to suck and swallow Damian, and to have Damian pleasure him too, but Jake wanted something else.

In fact, Jake was desperate for something else.

Jake wanted Damian to take him and fill him up all the way.

As the two of them got inside Damian's all-black Ferrari, Jake couldn't help but notice that Damian was looking extra-ravishing that day. With the silver-streak of hair on his left temple contrasting with the deep, dark stubble on his face, Damian was pushing all of Jake's buttons…

I want him.

I hate it… but I want him to take me more than anything.

I need Damian. Right here and now…

As it turned out, Damian may well have been having similar thoughts to Jake. The pair of them sat in the front of the car and simply stared at each other. The sparks between them were going off like fireworks in a winter sky.

Jake and Damian may have been in the underground parking lot across the road from the Whip Smart Club but in that moment, it felt like they were in their own private universe.

‘Ummmm…,' Jake said, his voice quivering and his heart racing. ‘I… I…'

But before Jake could finish his sentence, Damian reached over and grabbed Jake's crotch, firmly but sensually squeezing it. Jake gasped, something in Damian's eyes telling him that things were about to move and move very quickly indeed…

‘It's time, Jake,' Damian growled, a flurry of activity seeing the pair of them stripping down to nothing but their briefs. ‘Now get onto my lap.'

Jake's heart was thumping hard and fast, and his cock was aching to be freed. As Jake sat on Damian's lap, he could feel Damian's thunderous erection pressing up against his butt.

‘Now kiss me,' Damian said, squeezing Jake's butt cheeks and then pulling the briefs upward to expose as much flesh as possible.

As they kissed, the electricity between them went into overdrive. Jake had enjoyed each and every one of his make-out sessions with Damian over the last few days, but this was something else.

The sense of danger was palpable.

They may have been in an underground parking lot, but this was still risky. There weren't any cars on either side of Damian's Ferrari, but that didn't mean that they were safe from any prying eyes should anyone walk past.

‘Is… this… safe?' Jake said, the idea of being spotted giving him the jitters.

‘You're with me,' Damian said. ‘It's always safe. Remember, I'm your mafia Dom. No one will fuck with you ever again.'

With that, Jake smiled and let out a moan of pleasure as Damian pulled on his nipples and applied just the right amount of pressure.

‘You like that?' Damian growled, his voice growing huskier by the second. ‘I'll remember that for next time. I have some delightful nipple clamps back at home.'

‘OMG! I think my cock might just be getting too excited!' Jake said, blushing as he felt his rock-hard dick get dangerously stimulated. ‘Help! I don't want this to end too soon!'

But Jake needn't have feared.

With Damian in complete control, there was no chance that Jake was going to be allowed to orgasm before time.

‘Down onto your knees,' Damian barked. ‘Pull my Calvin Kleins down with your teeth and then show me what a good, submissive slut you truly are.'

Jake couldn't help but love the way Damian was talking to him. In that moment, Jake forgot any reservations he had about Damian, both as a man and as a Dom, and did exactly as he was told.

It felt so naughty to be pulling his Master's briefs down with his teeth. And if that wasn't enough, the sight of Damian's rock-hard monster springing back up to attention was something that Jake would never tire of seeing.

‘I said suck, don't stare!' Damian snarled, the aggression in his voice making Jake scared and aroused at the same time. ‘Don't think I won't haul your ass outside of this car and paddle that butt in full display of anyone who walks past!'

Jake let out a giggle and got to work before Damian could follow through on his threat. Beginning at Damian's heavy, fully-loaded balls, Jake drew his tongue slowly but surely all the way right up to the tip of Damian's engorged, swollen dick head.

The sight and sound of Damian grunting his approval made Jake even more determined to please his master. And as Damian began to buck and flex his powerful thighs, Jake dropped his mouth down onto Damian's cock and took each and every inch of it inside him.

‘Keep going,' Damian commanded, his hands gripping Jake's hair and offering firm direction. ‘I'll tell you when to stop.'

Damian was true to his word too.

As Jake was building up his speed, he suddenly felt Damian lift his head up and off his wet cock. Jake's jaw was beginning to tighten up, so the timing was probably just about right. But what was clear was that the fun was far from over. In fact, it was only just beginning…

‘Now get yourself in between the two seat and face the rear,' Damian barked. ‘Present that ass to me. Show me my prize.'

Jake hopped to attention and did exactly as Damian instructed. But as he positioned himself, Jake felt Damian's hand gripping around the waistband of his briefs and then proceed to tear them right off his body in one effortless motion.

OMG… is this… really happening?

I'm… scared.

But I've never wanted anything more…

Jake let out a gasp of shocked pleasure as he felt Damian's hands part his cheeks followed by Damian's wet tongue lapping and probing against his tight hole.

‘Damian!' Jake giggled, pushing his butt back onto Damian's aggressive, keen mouth. ‘I need you. Please. I want you to show me everything. Make me your boy. Train me. Take me, pretty pleeeeeease.'

The next thing he knew, Jake heard the unmistakable sound of lube being squeezed out of a bottle and onto Damian's hard cock. The moment was coming, it could only have been seconds away.

Jake had been imagining this for days, and now it was about to become reality. As he felt Damian's thick, lubricated head press against his butt hole, Jake let out a long, animalistic moan.

‘Relax. Let it happen. Let me inside,' Damian said, applying more pressure. ‘Push back. Show me how much you want me inside you.'

Jake did his best to push back, but the sheer feeling of being stretched and filled by Damian was quite overwhelming.

Soon enough, Damian was back in total control of the situation. Gripping Jake's waist with one hand and reaching around and stroking his cock with the other, Damian thrusted the remainder of his cock inside Jake and held it there.

‘Beg me to fuck you,' Damian said, the growl in his voice unmistakable. ‘Beg your Dom to cum inside you.'

‘I'm begging! I'm begging!' Jake hollered, breathless as the feeling of Damian's manhood pushing deep inside him was pushing him closer to the edge. ‘Cum inside me! Fill me up! Please!'

Damian proceeded to pull back and then push all the way back up toward Jake's G-spot. With each stroke thereafter, Jake moaned and groaned harder and louder. It was impossible to keep quiet as Damian pushed him toward satisfaction.

Each and every nerve in Jake's body felt extra-sensitive to the pleasure his body was feeling in that moment. As Damian began to work up toward his final flourish, Jake could feel his own cock just about at the point of orgasming too.

‘I'm going to cum,' Jake cried out. ‘I can't… hold… on!'

Then, in perfect synchronicity, both Jake and Damian came, and came hard. Between them, their grunts and groans would have been almost certainly heard across the parking lot. But whether or not anyone could hear them, neither Jake nor Damian cared in that moment.

Their bodies working in perfect harmony, they continued to orgasm for what seemed like an eternity. When Damian was finally done draining every last drop of his seed inside Jake, he gently lifted Jake and held him in his arms as they sat in the driver's seat together.

‘I've never felt that before,' Damian said. ‘Damn. You've got one hell of a body on you, perfect for fucking senseless over and over. Which I intent to do in the fullness of time.'

Jake giggled and battled hard to stop his eyes from shutting. Jake was totally exhausted. It may have been Damian doing most of the work, but the emotional energy that Jake had put into it had taken its toll.

‘Don't worry, boy. You can sleep on the journey up to the Hamptons,' Damian said, gently combing Jake's messed up hair out of his eyes. ‘I think you've earned a nice, long nap. And anyway… you'll need your energy for later.'

Jake blushed.

Was Damian being serious?

Jake felt like he could sleep for hours, and the prospect of having his body pushed to its limits later that night seemed something else altogether. But at the same time, Jake felt deeply happy that Damian was evidently satisfied with what had just happened between them.

‘I think I might sleep, if you really don't mind?' Jake said, looking up into Damian's deep, darkly soulful eyes. ‘I promise I'll be a good boy later too!'

Damian smiled.

‘Good. Now get your clothes on and let's get out of here,' Damian said, gently placing a naked Jake down on the passenger seat. ‘Don't worry about your briefs, I'll get you a whole new set of them. Only the best for you. It's the mafia way.'

The last thing Jake heard was the roar of the Ferrari's engine as it took the last exit from the city. The journey up to the Hamptons ahead of him and Damian, Jake had never felt this happy or complete in his whole life. But rather than get into his thoughts too deeply, Jake did as his Master told him and allowed himself to gently drift off into a deep, wonderfully sound sleep.

* * *

The boutique hotel was a thing of sheer beauty. It was understated, but in the most elegant and classy way imaginable. Jake felt a little bit nervous to begin with at being in such an expensive place but having Damian with him made him feel secure.

‘You belong here,' Damian said. ‘You deserve the world, boy. And I'm going to give it to you.'

‘Thank you, Damian,' Jake replied, smiling and enjoying the feeling of Damian squeezing his hand.

Jake and Damian walked through the hotel lobby and were greeted by a smartly dressed young ma?tre d'. The ma?tre d's name was Jessie and it was soon quite apparent that he was a submissive too.

‘Good evening Mr. Sorrento,' Jessie said. ‘And good evening to you too, Jake.'

‘H-h-h-how do you know my name?' Jake said, taken aback.

‘Easy-squeezy,' Jessie said. ‘Mr. Sorrento is a valued patron and investor in this hotel. So when he tells us that he's bringing a special guest here, we listen and make sure we're ready to make you feel welcome.'

‘Not that I make a habit of bringing boys here,' Damian said, making sure that there weren't any misunderstandings.

‘It's okay,' Jake said. ‘I know what Jessie meant!'

‘Enough sass,' Damian growled. ‘I'm hungry and I believe our tasting menu should be ready any moment?'

‘Yes, sir,' Jessie said. ‘If you two would follow me please.'

As Jake and Damian followed Jessie through the lobby and into the smart, sophisticated dining hall, Jake couldn't help but feel that he had almost certainly judged Damian too soon.

Damian could be bossy, arrogant, and even a little bit smug at times. But behind that outer shell, there was a kind, compassionate man who only wanted to make Jake happy.

Is it too soon?

Am I crazy for even thinking it?

But is Damian my… true love?