13. Gregory
CHAPTER 13
GREGORY
Gregory opened the door to Oscar. He was wearing jeans and a tight jumper, which showed off his muscles. Fuck, why did the guy have to be so hot? It was distracting. Gregory met his eyes and saw the pain in them. Perhaps leaving him on his own for an hour had been a bad idea; Oscar would have spent the time trying to make sense of why his mum had done what she had. When they’d been friends as kids, he’d always been curious about why things happened and wanted to make sense of someone’s motives. Gregory was only interested in facts; Oscar wanted to know about someone’s feelings. They were opposites, but had been inseparable until the day they weren’t. Even after their friendship ended, Gregory still dreamed of Oscar as his knight in shining armour, but as he’d learned more about himself and started experimenting with guys, Oscar had become a faint memory. Once he knew what he liked in the bedroom, he never imagined Oscar could be the man Gregory needed him to be, and now he knew that assumption to be wrong. He wasn’t sure how to separate young Gregory’s fantasy from the reality that they could never work as a couple. There was too much against them, and not just their families.
“You okay?” asked Gregory.
“I don’t know, if I’m honest. I just... You know what, let’s just forget about all that crap. What have you got planned for us?”
Gregory hadn’t had time to arrange anything; he’d not been back long enough. Langdon had tried to talk him out of spending the day with Oscar, and had even invited Jason over to give his view. Jason’s office was just over the road, in one of those buildings with sixty floors that was full of financial-services companies, and his new boss, the Chief People Officer, had started this week, so Jason was in the office each day to help him settle in. He’d agreed with Langdon, and didn’t trust Oscar, which stemmed from Gregory sharing what life at school had been like for him. Gregory argued against getting Charlie and Paolo’s view on the situation, opting to assume they would be on his side, so he had the numbers. It was rare for Jason to agree with Langdon on anything, but Gregory chose not to see that as the red flag it should be. Even if Jason agreed with Langdon, he would often go the other way just to wind him up, so to have those two aligned was a historic moment – one Gregory wished wasn’t about him.
“Come upstairs to my office and we’ll book a few things. I don’t do queuing.”
Oscar smiled and followed Gregory upstairs. He turned right into his office, away from his bedroom and the temptations that would bring. His attraction to Oscar hadn’t gone away, and knowing how willingly he gave up control for Gregory to use his body was a heady feeling.
Gregory’s home office was a good size, with his desk and chair, and a two-seater sofa in the corner where Oscar took a seat, his ample frame leaving no room for a second person. Gregory woke up his laptop and pulled up a ticket site to find something they could do today. There were lots of package deals that included lunch or dinner, but he wasn’t interested in that. They were always restrictive, and he liked to order what he wanted, not from a limited menu designed by people with bland taste buds. He might not cook, and rarely left the country, but he had an eclectic palate, in part because of his upbringing, and also from living in the centre of one of the most multicultural cities in the world.
As he perused, he glanced over at Oscar, who was staring into space, completely in his own head. Gregory left him to it as he used the filters to shortlist his options. It had to be something indoors, and not overly educational. He suspected Oscar would want to talk at some point, which ruled out the cinema and theatre. Nothing too daring, because although Oscar would probably be up for something sporty, Gregory didn’t want him to know how unfit he was. Besides, most sporty things were outside, and that was just madness for January.
Gregory was so engrossed in applying filters it took him a while to notice the noise coming from Oscar. Glancing over, he could see he was crying. Feeling uncomfortable and unsure of what to do, he sat there watching the giant of a man looking like a frightened little boy. Gregory knew he needed to comfort him; he just didn’t know how to do it. He had to do something. Sitting here watching him cry was becoming creepy, but sometimes people just needed to be left alone. Should he go downstairs and make hot chocolate? His brothers had called them legendary, so it’s what he always did when one of them was upset.
Before he could go downstairs, another idea popped into his head, but he shook it off. That wasn’t a path he wanted to go down with Oscar Montgomery. It was a side of himself he only shared with strangers, not his... What even was Oscar now? He couldn’t think of him as an enemy anymore – not after the last few weeks and what he’d done to help Gregory. Were they friends again? They had been twenty years ago, but a lot had happened in that time. They were more than acquaintances or fuck buddies. Okay, now was not the time to be analysing this in his head. He was itching to go back to his laptop and start doing research, but in this moment, he needed to act on instinct, not logic.
Before he could talk himself out of it, he stood up and walked over to the wall on the right side. He pushed against the side panel and it opened the hidden door. Even his brothers didn’t know about this place. It was his little secret and had been awkward when he’d had the valuer round recently. He’d made the observation that the upstairs footprint didn’t match the plans. Thankfully, Gregory had predicted it and had been able to hide things away before he showed it to anyone.
Gregory turned to look at Oscar, who was looking at the floor, lost in his own head.
“Come with me,” he said, his tone more commanding than he’d intended.
Oscar jerked up, his eyes wet, with pain radiating from them.
“Where?”
“To get you out of your head.”
He held out his hand. Oscar hesitated for a moment, then stood up, taking hold of it. Gregory pushed on the door and walked inside. Oscar was close behind him. Once he was fully inside, Gregory felt Oscar’s grip tighten on his hand.
“Is this a playroom?”
Gregory smiled. “Not quite. I’m not into anything that extreme, but sometimes you need a bit of privacy, even from your well-meaning brothers.”
He let go of Oscar’s hand briefly, missing the contact. He closed the door, which meant it was completely soundproof. Nobody could hear them. There was a big sofa against the wall, which he would sometimes sit on with his laptop. This room had many purposes, and he used it more to shut himself away than he did for pleasure. He could count on one hand the number of men he’d brought in here.
“Is that a spanking bench?” asked Oscar, his eyes wide.
He looked over at the sleek leather bench, which was black with red trims. It was heavily padded, so whoever was on it would be comfortable, and it could be raised in the middle and had leather restraints. At the moment it was flat, so it looked more like a weight bench unless you knew what you were looking for. The fact Oscar had identified it straight away and the image of him bent over it was enough to get Gregory’s blood rushing straight to his cock.
He’d lost the use of his voice box thinking about it, so he just nodded at Oscar, wondering what he was feeling. Had it been a mistake inviting him in here? It wasn’t like Oscar to be lost for words. Gregory didn’t even want to imagine what Jason would say if he knew about this room. He’d never hear the end of it... or Jason would ask to use it. Either way, it was a conversation he never wanted to have.
Oscar looked over at the wall, which housed various spanking instruments in a cabinet. They’d been hidden away when the valuer visited, but Gregory liked to look at them, even if he didn’t get to use them much. Oscar moved across the room, reaching the wall in two strides, and retrieved a paddle. It was brand new. Gregory hadn’t found someone he wanted to use it with... yet.
“Use this on me,” said Oscar, his voice trembling with nerves and desire.
“Are you sure?”
“You said you’d get me out of my head.”
“Have you done this before?”
“No, but I trust you.”
“You recognised the spanking bench.”
“You asked me if I’d done this before,” he replied, slapping the paddle against his giant palm. “The answer to that is a definite no. There’s been no one I trusted enough to do that.”
Their eyes met, and Gregory saw the vulnerability in Oscars He would do nothing to betray the trust he was putting in him right now. Oscar left no more time for discussion as he handed the paddle to Gregory and had his clothes off in a nanosecond. He bent over the bench, his gorgeous muscular arse on display. The man looked like he was carved from marble, and was offering himself up to Gregory. The desire to pull his cock out and drive into him was overwhelming, but that’s not what he was here for. Oscar didn’t need that right now. He needed Gregory to be in control, and not driven by his own desires, which is what had happened during their last encounters. Gregory had wanted Oscar to come, but that was because it was hot, and he was polite. If there was one thing his mother had taught him it was good manners, and his interpretation was making sure he left men feeling satisfied. Probably not what she was going for when she’d painstakingly explained the purpose of seventeen different forks, though.
“Can we not use the restraints?” he asked, his voice choked with emotion.
Gregory was snapped back into the moment. The vulnerability in Oscar’s voice raised concerns. You had to be in the right headspace for something like this.
“Are you sure this is what you want? You can tell me to stop at any time.”
“I know, Gregory. Just, please... I need this.”
“Do you want me to warm you up with my hand first?”
“No. Start with the paddle. I can take it.”
“I thought this was your first time with the paddle.”
“I trust you know what you’re doing.”
There was that word again – trust. All Gregory could do was grunt an affirmative. His cock was painful, straining against his jeans, but he kept his clothes on. Oscar needed to get out of his head, and Gregory felt the weight of responsibility.
“Ready?”
“Please,” pleaded Oscar again
Gregory lifted the paddle, not wanting to go hard but also knowing what was best for Oscar. He steeled himself, wanting to be the person Oscar needed right now, and brought the paddle down on his right cheek. The sound of the first crack echoing through the room sent a wave of desire throughout Gregory’s body.
Oscar’s body jerked, his skin reddening immediately. He cried out, but Gregory knew that sound, and it wasn’t pain. He struck the other cheek just as hard. Oscar’s body twitched less this time, and he moaned, the sound going straight to Gregory’s cock. If anyone touched it now, he’d explode on the spot. He was so turned on.
Gregory cracked the paddle down on each cheek in quick succession this time. He reached round and gripped Oscar’s meaty cock. He loved nothing more than a big-dicked bottom, and Oscar was rock hard and leaking, his precome dripping on the floor from how turned on he was.
Gregory went harder the next time, giving three successive smacks on the right cheek. The muscles in Oscar’s body were all tense and tight. Gregory repeated the three smacks on the left cheek. Oscar started thrusting. The bench was designed so his cock was hanging down, and he couldn’t get any friction against it, but the way he was snapping his hips showed he was desperate for release.
“What do you need, Oscar?”
“I need...” He was choked up, but Gregory knew he had to keep in character. “I need to come so badly.”
“How do you want to come?”
“I need you to fuck me... please.”
Gregory dropped the paddle and took off his trousers.
“I need... I need...”
Gregory stopped and went over to Oscar. He lifted his head up so he could look into his eyes. Tears were streaming down his handsome face.
“What do you need?”
“I need to see you when you fuck me.”
His face went red, like he was embarrassed to ask for what he really wanted. Gregory kept his face neutral. He hadn’t looked a guy in the eyes when he fucked him for years, but this was what Oscar needed, and Gregory would do that for him.
“Let’s go to my room.”
Oscar got up off the bench, his legs buckling slightly. Gregory went to steady him, but if Oscar lost his balance, he’d be hitting the deck; there had to be close to a hundred pounds weight difference between them. Gregory took hold of Oscar’s hands and led him through to his room. Crossing the top of the stairs, he thought briefly that one of his brothers could be home – could look up and get an eyeful – but right now he didn’t care.
The bedroom door closed behind them, and he steered Oscar towards the bed, sitting him down on the edge. He grabbed two pillows – one he gave to Oscar, and the other he put on the floor in front of him.
“What are you doing?” he asked with a smile.
“I won’t be able to hold those tree-trunk legs of yours up for long. It’ll be easier this way.”
Oscar leaned back and gripped his legs with his equally enormous arms, showing his inviting pink hole. He lowered them back down before shifting up the bed, getting comfortable, and then lifting his legs up again. Gregory could feel the drool running down his chin. He didn’t want to waste any more time as he took off his trousers, briefs, and socks. Oscar was looking at his cock, desire in his eyes, so Gregory gave it a few tugs to take the edge off it. No more, because it wouldn’t take much. He needed to calm down, or he’d bust the moment he was inside Oscar.
“Take your shirt off. I want to see all of you.”
Gregory hesitated, suddenly feeling less confident.
“What’s wrong?” asked Oscar, lowering his legs.
“Nothing,” he said, shaking his head. “Put your legs back up.”
“Gregory, talk to me.”
He wasn’t sure what to say. Oscar needed him to take control right now, and he was getting flustered over what most would think was such a simple request.
“I said, put your legs back up.”
Oscar burst out laughing and Gregory felt his face heating. Before he knew what was happening, Oscar was standing next to him. He lifted Gregory’s chin so their eyes met.
“You can keep your shirt on. I want you to be comfortable.”
His eyes flicked down, taking in what he could of Oscar’s perfect body, and he felt his face heat even more.
“Don’t do that.”
“Do what?”
“Compare your body to mine.”
“I’m not. It’s just...”
“Just what?”
Gregory pulled back from Oscar, took a deep breath, and pulled his shirt off. Now he was standing naked, his scrawny frame on full display. Oscar looked him up and down, heat flashing in his eyes. He rubbed his thumbs over Gregory’s nipples. They hardened instantly, and he shuddered.
“Nipples. Good to know,” said Oscar with a smirk.
Gregory laughed. Oscar sat down on the edge of the bed, pulling Gregory towards him. He kissed his belly, making his skin prickle with goosebumps. He kissed and licked his skin, avoiding his cock other than to move it out of the way with his chin. This felt too intimate, too good, and he wasn’t sure what to do with everything he was feeling.
Before he could say anything, he felt the warm heat of Oscar’s mouth around his cock. That was heaven. His instinct was to thrust down his throat and take control, but Oscar was humming with happiness and wanking himself off, so Gregory was more than happy to let him lead.
Gregory rubbed a thumb along his throat and could feel it contracting as Oscar tried to take him all the way down. It was like he couldn’t get enough.
“Come down my throat,” said Oscar, taking a brief pause before he swallowed Gregory down again.
He was more than happy to give Oscar what he wanted. He thrust down Oscar’s throat, gently at first, then he pushed hard against the resistance until his balls rested against Oscar’s chin. He held it for a second, loving the sound of him trying to breathe, then pulled all the way out, saliva running down Oscar’s face. Gregory gripped his cock, slapping it hard against Oscar’s tongue a few times, before he thrust in again, this time picking up the pace. He could feel his balls tightening already. He’d been ready to come since the first smack of the paddle on Oscar’s arse.
Gregory looked down at Oscar as his hand moved with speed, bringing himself to the edge. Watching him come all over his hand was enough for Gregory, and he pushed his cock in as far as he could, unloading right down Oscar’s throat. Oscar coughed and spluttered at first, but then Gregory could see him swallowing as quickly as he could to get it down. Most guys couldn’t swallow all of Gregory’s load. Oscar was giving it his best try, but some inevitably dribbled down his chin, and Gregory couldn’t resist pulling out and releasing the last spurt on his face.
Oscar looked used and content, and utterly perfect. It was something Gregory could get used to. The thought both excited and terrified him.