6. Bear

Chapter 6

‘First, we'll roleplay that I'm shadowing you,' Bear said, stepping into Fall Park and standing to one side to allow Olivier to take some steps ahead of him. ‘Then, we'll reverse it, and you can shadow me.'

‘So I'll be your bodyguard?' Olivier said, a look of glee in his face.

‘In the exercise, yes,' Bear said, rolling his eyes. ‘Now, do you remember what we discussed? About keeping distance, staying focused, and not breaking out of character?'

‘Got it all locked and loaded,' Olivier replied, his enthusiasm undeniable but a slight hint of flippancy in his voice. ‘Easy as pie.'

Bear nodded and gestured for Olivier to start walking ahead of him.

So far, Bear's plan was working. He could so easily have gone to town on Olivier for how late he was, but that would have defeated the purpose of what Bear was trying to achieve. Bear strongly suspected that had he gone in heavy on Olivier from the jump, then the remainder of the day would have been a write-off.

However by taking it in his stride and acting like nothing was up, Bear had effectively lured Olivier into a false sense of security. There were going to be some stingingly serious ramifications for the boy's tardiness, but they would come later.

For now, it was all about putting in some basic tracking and shadowing work in the park. And it was a great day to be doing it too. With the morning sun high in the sky and a nice autumnal breeze in the air, Bear was more than happy to get his daily steps under his belt.

But more than that, it was nice to be working with undeniable eye candy like Olivier Rennes. The boy might have been cocky, privileged, and totally out of touch with his serious side, but there was no denying how hot he was.

As Bear walked behind Olivier and gave clear and important notes on how to subtlety shadow a client, Bear couldn't take his eyes off the boy. With his blue-green eyes and charmingly sweet smile, Olivier was every inch the pretty young thing of hockey. But there was a glint in Olivier's eyes that more than hinted at his wilder, sexier side too.

From having seen the photos on Olivier's Instagram to having heard some rumors about Olivier's love of risqué behavior, Bear could see that this boy might have loved being a Little, but he had a highly sexual side to his personality too.

‘Keep walking,' Bear said, sliding up beside Olivier. ‘Don't look at me, act like we're not together. Sometimes a client and their bodyguard will need to communicate without being spotted by anyone. Lives can depend on it.'

Olivier nodded ever so slightly and continued to walk as Bear instructed. So far the exercise was going well and Olivier was exceeding Bear's expectations. He might have been a spoilt rich kid, but there was no denying that Olivier had layers to him.

There's more to him than just sex.

The boy wants something more.

He just might not be ready to admit it yet…

After completing the various training exercises, it was time to head back to the café for a debrief. Bear might have been initially skeptical about Olivier's ability to concentrate and show some discipline, but he had ended up very pleasantly surprised as the boy eagerly took on board his instructions and performed admirably well.

‘You did good,' Bear said, taking a seat and gratefully receiving a piping hot double espresso from the barista. ‘Not perfect, but no one is on a first run through.'

‘Thanks,' Olivier replied, a hint of shyness in his voice as he accepted the compliment. ‘It's been a while since someone complimented me like that. You know, with all the shit that's been going on in my life these past couple of years…'

‘I know,' Bear replied, sensing that Olivier might just have been making a breakthrough about his own behavior and the ramifications of crossing the line and not acting like a professional. ‘So, tell me… why were you actually late today?'

‘The concierge forgot to do my wakeup call,' Olivier said, nervously fidgeting as he squirmed in his seat opposite Bear. ‘I went to bed early though. I promise.'

Bear felt a wave of frustration come over him.

The boy was lying, and he was doing it directly to Bear's face too.

If Bear valued one thing above all else in life it was honesty. And not being able to be honest and own a mistake was a sure sign that someone wouldn't have it in them to face a tougher challenge further down the line.

Bear had already planned to administer some firm discipline to the boy, but this barefaced lie had sped up Bear's plans on that score.

‘I want you to listen very carefully to me, Olivier,' Bear growled. ‘You've got one chance and one chance only. Tell me why you were late.'

‘It was the freakin' stupid concierge,' Olivier said, stomping his feet on the floor in an outright show of sass that Bear would simply not accept. ‘I told you already!'

Bear felt a strong urge to haul Olivier up onto his feet and spank him right there and then in front of the café's paying customers. But he knew that wasn't possible. This wasn't a Daddy and Little club. Far from it, in fact. It was just about the most bougie, high end coffee spot in the area.

But that didn't mean a spanking was out of the question.

In fact, Bear had already put a plan in place to cover such a situation…

‘Stand up and follow me,' Bear said. ‘Oh, and before you do… I'm going to need your safeword.'

‘My safeword?' Olivier asked, his face instantly flushing bright red.

‘I don't appreciate liars,' Bear growled, his voice low and gravelly. ‘And I don't tolerate them either. I'm going to take you to the café's stockroom and I'm going to spank your bottom until its glowing redder than the plastic display apples over by the counter.'

Bear could feel a surge of Daddy energy coming over him.

And he could see that Olivier was suddenly realizing the reality of the situation too.

‘My safeword is Mulholland,' Olivier spluttered, his face a mixture of innocence and fear. ‘I didn't mean to lie, I just-'

‘Too late. It's time you learned your lesson. And to make sure that everything is above board and documented, the barista will watch your punishment too,' Bear said. ‘If you agree.'

‘Y-y-y-yes, I agree,' Olivier replied, his voice stammering and his pupils dilated.

With that, Bear took Olivier by the hand and walked toward the stockroom toward the back of the café. Bear gave Tyson the barista a signal, and soon the three of them were together in the small room.

‘Tyson is a Daddy, so he knows how this works,' Bear growled. ‘Don't worry, he's seen more butts than he's made lattes. Ain't that right, Tyson?'

‘It sure is,' Tyson replied, rubbing his hand over his well-maintained beard and taking a seat on a large coffee barrel at the back of the room.

Bear knew that this was purely about giving the boy the punishment he needed, but he was also conscious of the fact that Olivier had enjoyed being exposed in front of the three Daddies back at the academy – and if he could replicate that feeling during the punishment, then he figured it might just help in the longer run.

‘Boy, I want your trousers and briefs down by your ankles and then your hands on your head,' Bear barked, circling a nervous Olivier. ‘You will not cover yourself. You will not protect your modesty. You will be on display until the spanking begins. Is that understood?'

‘Yes, sir,' Olivier said, nervously fiddling with his belt buckle.

‘Quick time!' Bear growled. ‘I can always strip you totally naked and send you out into the café so that the whole damn staff and clientele see you if you'd prefer?'

Bear stood next to Tyson and watched as Olivier removed his trousers and briefs as instructed before placing his hands on his head. As a direct result of putting his hands in an upright position, Olivier's polo shirt lifted upward too and put his semi-erect cock fully on display for the two Daddies.

‘I'm sorry, I don't, I, but… I…,' Olivier said, his cheeks bright red and his cock hardening by the second.

The plan was working perfectly. Olivier was being punished for his lie, and it was happening in a way that was clearly motivating him on a sexual level too. There was a look of pure submission and electric shame in Olivier's face as he stood on full display, his upright cock on show for Bear and Tyson.

Bear could have stood and watched the boy's erect cock grow and grow all day long, but he knew that the real meat of the situation would be in the spanking itself.

‘Now pull that chair out from the corner and place it in the middle of the room,' Bear said, his voice controlled and utterly commanding. ‘Good. Now wait for me to sit down and then put that little body of yours across my lap, boy.'

‘Yes, Bear,' Olivier said, throwing himself down over Bear's strong, super-firm legs.

‘I'm going to spank each cheek ten times,' Bear growled, his own cock straining to get out and have some fun with the boy. ‘And while I spank you, I want you to maintain eye contact with Tyson. He'll be watching your cheeks turn from white to red, you can be sure of that.'

‘Yes, sir,' Olivier said, his hard cock pressing on Bear's legs.

‘And if you break eye contact, I'll take the count all the way back to zero,' Bear continued. ‘And I might even bring Tyson on board to add another dozen spanks. Understood?'

‘Understood,' Olivier said, his voice breathless and his body helplessly exposed and primed for the punishment. ‘I'm really sorry I lied. I can explain everything.'

‘Save it,' Bear said. ‘The time for talking is over. It's time to make this right.'

And with that, Bear drew his hand back and held it high in the air. Bear paused and watched as Olivier's perfectly shaped peach of a butt looked back at him. The boy had no idea what was coming his way…

‘Yowwwwwwwww!' Olivier hollered, wriggling and squirming as the first spank landed on his left cheek. ‘Awoeeeeeeeeeee!'

‘Remember to keep eye contact with Tyson,' Bear said, readying himself to bring the first spank on the opposite cheek down. ‘I'll happily roll it back to zero, remember.'

‘And don't worry, I'm watching it all,' Tyson said, a look of wicked glee on his face. ‘You're in for one hell of a spanking, boy. You should feel honored to feel Bear's heat.'

Olivier didn't respond other than attempting to shift his weight slightly.

But as Bear began to bring one spank down after the other, the sound of Olivier's cries of pain were getting louder and louder. The pain of the spanking was clearly taking hold in more ways than one too. There was also no sign of Olivier's hard cock either…

‘Now do you understand why discipline is important?' Bear barked, bringing a quick double-salvo of spanks onto Olivier's red-hot cheeks. ‘Lies have consequences. As do all actions. And I want you to consider that boy as I bring this damn spanking home.'

With that, Bear unleashed a rapid-fire burst of final spanks that brought the punishment to an end. Olivier was clinging on for dear life, and as the final spank landed he let out a high pitch yelp that could have been heard several blocks away.

‘And that's a job well done,' Bear said. ‘Thank you for observing, Tyson. I'll take it home from here.'

‘Of course,' Tyson replied. ‘You two take all the time you need in here. I'll make sure you're not interrupted'

As Tyson left, Bear swiftly took the small tube of cooling cream out from inside his trouser pocket and drizzled several streaks of soothing cream over Olivier's glowing buttocks.

‘That hurt a lot,' Olivier said, his voice quiet and full of emotion. ‘But… I know why you did it. I'm sorry for lying. I mean that.'

‘I know you mean it,' Bear said, carefully working the cream into the boy's toasted cheeks. ‘But we'll talk about that later. For now, I simply want to make sure that you feel okay. You didn't use your safeword, but I got the feeling that was intense for you. You can tell me if anything felt bad or didn't seem right to you.'

Bear meant what he said.

As much as he was in charge of Olivier's discipline, and as much as Danilo had given him a free reign to administer punishments as he desired, it was very important to Bear to make sure that the boy was okay with his methods.

‘It felt good,' Olivier replied, his voice now tranquil and full of calm. ‘I mean, it hurt like anything, but it felt right. And Tyson being there watching was… cool.'

‘I thought you might appreciate that,' Bear said, easing his fingers between the crease of Olivier's cheeks to make sure that not a single spot had been missed. ‘We've got a lot of work to do. But now we've started laying down some ground rules, I think we can be a good match. I mean professionally, of course.'

‘Hehe, okay, sure that's what you mean,' Olivier replied, the spanking having not quite totally wiped out his ability to offer a sassy reply at the drop of a hat.

Bear knew that there would likely be more challenges to come as far as changing Olivier's mindset was concerned. But it was a challenge that Bear was very much motivated to do his best work with.

However with Dante Chiellini's offer of returning to the Mafia Daddies NYC hanging over him, it might just be the last job that Bear took on for Danilo and the Ice Bears…