#merlot

“I feel like if I have to write the word ‘said’ one more time, my brain is going to explode.” She grumbled, pushing her laptop across the couch and leaning back on it. The leather seat in his office was by far the most comfortable one she had sat on and he happily invited her to come into the office to see him as often as she wanted. It was both practical and selfish on both ends.It was easier to work in a space like this and with the understanding that Harry really did have work he was doing, she focused on her own stuff. A quiet pair of people working in each other’s company. 

Add in the fact that he was the boss man, it made it much easier for her to come and go as she pleased. 

“Mm, sometimes authors get stuck with words in their novels. They’ll have phrases they repeat a few too many times, usually gets called out in editing and fixed. It’s not a bad thing. But with words that are action words like that, there are options. Y’know, depending on the scene and tone. Murmured, muttered, peeped, whispered, whined, moaned, huffed, grumbled. Those sorts of words.” He tapped his pen against the desk as he lifted his eyes to her. 

It didn’t get old. Seeing her pretty face sitting in his office looking the way she did, much more comfortable than the night they’d first met, but still appropriate for an office setting.

Sometimes he did let his mind wander into the roleplay aspect, wondering if she had been his real assistant if he would have made a move. If Y/N was the Y/N he knew now? Probably. Scandalous. 

Today she wore a pair of black flowy pants and a matching turtleneck, but on top she had a chunky knit cardigan that was utterly adorable. It had yellow moons and stars, a deep purple color with sleeves she had to push up so they didn’t hide her hands. His girl leaned into the office aesthetic when she came in so she didn’t stick out too much but with him or when they were at his place or out together, he loved seeing her dressed in her normal clothing. She looked soft, whimsical almost. Like a little fairy. 

“Hm. Good point. I need to write down all the synonyms in my notes app and defer to that because if I’m getting tired of writing it, I know whoever ends up reading it will get tired of seeing it too.” Her lips puffed to blow a strand of hair that had fallen from her bun, brows furrowed as she failed and made her hand ready up to tuck it behind her ear instead. 

Again, cute.

“Not necessarily.” He replied, leaning back in his chair. “We’re our own harshest critics. I doubt they’re paying that much attention to that. The majority of people will be paying attention to world building, character development, plot, sex scenes, all that fun stuff. The exact wording isn’t always the most important thing. But it shows that you care about quality.” He shot her a grin. “So you will be successful.”

“Mmm… and not because I’m fucking the publishing head?” She grinned as she stood up, stretching her arms out. 

“Well. That helps.” He wouldn’t deny it. She had a leg up, but he wouldn’t publish just anything. “If it makes you feel better, I don’t publish shit work. It isn’t worth the reputation of my company. Your writing is genuinely good, my sweet.” He knew the drill by now. Her heeled boots were kicked off by the couch and she made her way over to him, the tiredness starting to hit her as she happily perched herself on his lap. 

“Good to know.” She snorted before pressing a kiss to his scruffy cheek. The facial hair had grown but he was shaping it currently. She promised she’d be okay with whatever he did to it but didn’t want anything to happen to the mustache. That wasn’t allowed to go. “What are you working on? Anything fun?” 

“No, nothing incredibly interesting I’m afraid.” His hand squeezed her hip underneath the cardigan. “I was working on some contracts earlier but every so often I pick up some submissions and read through them myself. This one is very bland, unfortunately. There’s potential, absolutely. Their writing style is lovely, but the plot falls flat and the characters are one dimensional. S’like they chose a specific stereotype and did nothing to differentiate them.” It was unfortunate.” It was a shame he came across all too often.

“It’s obvious this person is trying but they’ve never observed or met someone with these traits. I don’t think you absolutely have to follow the rule ‘write what you know’, but I think a lot of the best works come from drawing from our own experiences. Romance, for them, doesn’t seem to be a passion. They’d do better with mystery with their writing style as it is, but they have to improve on other aspects first.” 

“Is it hard for you to see stuff like that?” She asked curiously, fiddling with the collar of his shirt. “I can tell you’re a little disappointed with it, so I have to wonder if it happens a lot.”

“It does. And it is hard when you see someone with potential not living up to it but I have faith that if we send them some constructive criticism notes that maybe they won’t see it as an attack but as a place of genuine care. I’m going to have someone meet with them I think, give them my notes and have them explain it in nicer terms than the plain ones I used. Maybe they can work on it again and add more and we’d have a best seller.” He shrugged his shoulders. “I can see they care about it in the way they put details in, but it needs more.”

There was something incredibly attractive about listening to him talk about it. It was always attractive to see someone care and talk about their passions; but Harry was on another level. She could see it on his face that he was disappointed and knew the person could do better. While it made it all the more nerve wracking for her own novel, she had him working with her along the way.

He never told her where to go with her story in terms of ideas, but how to improve the mechanics. Reading over bits and telling her to take away a certain detail and add more in other places, or giving suggestions about how things could flow smoother. He’d listened to her storyboard, after showing her the author equivalent of it, and gave his honest feedback from a publisher's point of view and then from a boyfriend’s point of view.

Sometimes it was more obvious that he was the one with miles more life experience in these instances but she couldn’t be upset about it when it only aided in strengthening their relationship. 

“I see.” She looked at the manuscript on the desk with the red pen of doom. “Oof. The red pen is out… and you’ve used it a lot.” 

“Well, there are errors.” He chuffed, kissing her cheek in return. “Did you get enough done?” The word count goal had been 3,000 for today, but he didn’t make it for her. It was all on her. He simply helped keep her accountable.

“I did more. I think… 4.5?” She tilted her head trying to remember. “Now my head feels like soup.” It did feel like mush right now. That was why the laptop was closed and abandoned and she was finding comfort in the man. It was like a reward. 

“That’s ace, my dove. Amazing.” He praised. The pride he felt for her was earned fair and square. She had been applying herself more now than ever. Since their first night together they hadn’t really separated, seeing each other at least a few times a week. Her work ethic was there as she had zeroed in on what she wanted. “Why don’t we finish this up and go back to mine, mm?” 

Harry had been holding off all week. He’d gone a bit rough one night and even though she said she was fine, he wanted to give her body time to relax. As much as he loved sex, he had wanted her body to enjoy it more than anything else. Not be overly swollen and sore the next day. 

Today was going to be the day to break that. A full week of nothing but heated kisses, and she was as needy as needy could get. He felt her perk up at the mention, sitting up straighter in his lap. 

“Please! Let’s go. We can get food on the way home but I think we have some pressing matters to attend to.” She sniffed, standing from him and offering a hand to help him up. “Chop chop. Get a move on, mister.”

——-

Two rounds in and he knew she could take it. Her poor cunt was a mess and he knew that as pretty as it was all drippy and swollen, she had been aching for him to get a try into her other hole. They’d had a proper discussion about it, and he had effectively been edging her the entire night. Fair? No, but she knew how he rolled. The promised pleasure first, experiments after. Just in case she wanted to stop, she got something out of the night. 

She’d been warming his cock for a bit as he held her in his arms, cooing soft praises about how good of a girl she was, how brave she had been to ask for something new tonight when he felt her get impatient. She didn’t need to say it. He knew her well enough now to understand what she wanted. Pulling his cock out and rubbing the tip against her asshole, pressing against it and spreading the sticky cum over the rim.  “Want me t’fuck this tight little ass too?  Fill you from both ends."

“Wanna try.” She nodded, panting as her cunt contracted and his cum dribbled out of her pussy. “You’re so big I… I dunno if I can take it. Go slow.” Y/N knew she was slightly cock drunk but she also trusted him. He’d made her feel good already, took his time with everything else why wouldn’t she want to test this with him?

“Okay, my sweet. Just relax.” Harry wasn’t nervous, but he was cautious. His girl was precious cargo, and he wanted to make sure it felt as good as it could. He’d done the work of stretching her with his fingers, but it was going to be a challenge to get him in there regardless. He slowly pushed his thick head past the tight rim of her back hole. Watching her face intently, his own contorted with pleasure. "You're doing so good, doll," he encouraged softly. "Just relax and let me in. You can take it."

The pressure was intense, and she hissed out a breath as he slowly pushed more and more of himself into her. His thick head stretched her wide, and he paused, letting her adjust to the new sensation. "Breathe." The reminder was whispered as he realized she was holding her breath, his hand carding through her hair tenderly.

"That's it, baby. You're taking it so well. Always do so good f’me." He praised, his voice low and soothing. He slowly pushed more of himself into her, inch by inch, his thick prick spreading her wide. She could feel every vein, every ridge, as he slowly filled her up.

As he slid deeper, Harry could feel the intense pressure and stretch around his girth. Her tight little hole was gripped tightly around his shaft, the muscles fluttering and contracting as he pushed his way inside. She felt like she was being split in two, her body struggling to accommodate his bigger size- but she was. Slowly but surely, he sunk into her fully.

She had done it. 

“Fuck.” She sobbed out, clinging to him as he got down to the base. Never in her life had she felt so full that way, so stretched. Only Harry could make her feel this way. It wasn’t just the physical feeling, but the emotional one too. She trusted him more than she trusted anyone else. His guidance was priceless.

"You're doing so good, You’ve got it all in. Jus’ gotta let it adjust." he soothed, his voice strained as he fought to keep control. Giving her a moment to adjust, his hands stroking her hair and her cheeks, his thumb brushing away her tears. "You feel so hot around me, doll. So tight. Knew y’would be."

“I wanna be… I want you to feel good.” She whispered, looking at him with wet eyes. “It’s just so big. I’m tryin’ to take it.” It surely wasn't a beginner cock but she wasn’t known for taking the easy way.

"You're doing so well, baby," he reassured her, his hands never leaving her. He slowly pulled out halfway before sinking in again, a little faster this time. "That's it... take me all the way in."

It was the fourth time he did it that she felt the pleasure. Both from the action and the thatch of hair at the base of his cock rubbing against her swollen clit, making her gasp. Her eyes fell shut as she leaned her head back, slowly relaxing into the bed.

He watched her face contorted in pleasure, his heart swelling with pride. "Look at me," he commanded, his voice rough. As she opened her eyes, he began to pick up the pace, his hips pressing against hers. "M’so proud of you. Look at you, taking every bit of me.”

Y/N sent him a blissed out smile as her hand slipped between them, rubbing her own clit slowly as he fucked into her ass. There was nothing rushed about it, nothing frantic, and it felt good just to be. Her muscles relaxed, making it feel even better as his cock filled her hole. Soft moans left her mouth as she curled her other hand around the back of his neck, pulling him down so he was close. “Are they the best holes you’ve had?”

Harry’s face was lax in his own pleasure as he felt her tight ass clench around his cock. “Fuck, baby,” he groaned, his breath hot against her lips. “They are. So fucking tight, so perfect. Can’t compare them t’anything else.” He kept up his steady rhythm, loving how her body moved with his. “You feel so good. Can never get enough of you.” He whispered, brushing a stray hair out of her face before stroking her puffy lip. They were so pretty. Kissing wasn’t something he’d thought much of before, but he hadn’t kissed Y/N. She had changed everything for him. 

“Better than that silly ex wife?” She prodded, watching with a little smirk as she watched him think it over. Y/N had a feeling she was by the way be was acting,  but she wanted to hear it.

"Way better." he grunted, his hips snapping forward. "Little minx, y’just need to ask that, hm? No need to be jealous. She never gets t’have me again. Only y-you." He stuttered as her hand moved around his neck and she squeezed down hard on him. "Her holes were nothing compared to yours, doll. Nothing."

Y/N giggled as she choked him a little bit, watching his eyes widen before pulling. It was obvious that while he was the big man in charge- she could have fun too. “That’s what I like to hear. I’ll tell you a secret, Harry.” Her lips brushed his as she kept the grip on his throat. Her lips were swollen and sensitive, the coarse facial hair brushing it and making her want to moan. “None of the boys my age have ever made me cum. They never fucked my ass. Never fucked me raw. And you did it all.”

"And I'm gonna keep doing it," he rumbled, eyes burning with lust as she kissed him. His hand tightened in her hair, tugging gently and pulling her deeper into the kiss. “You’ve got a man now, no need to think of those boys.You want me t’keep being nice to you? Keep making you cum?”

“If you keep fucking me like this, I do. Want my man to be so, so nice to me.” She gasped as he pushed all the way in, balls rested snug against her ass as he slowly humped into her, the comfort of the fullness making her fingers work harder on her clit. “Gotta- Gotta prove you can keep up with me, old man. That you c-can live up to the hype. I like the bit of silver at your temples but…” Her moan was broken as he pulled out and pushed back in, jostling her. “Gotta prove why older guys are b-better for pretty little things like me.”

"Oh, I'll prove it to you," he growled, picking up pace as he pounded into her tight ass. She had no idea just how badly he’d needed her to walk into his life. Thank god she had. This was everything he had ever wanted. "And right now, you need me to wreck this little hole until you can't walk straight. You need me to show you how a real man handles his woman. I'll give you everything you crave, everything you need. You just have to let go and trust me.” The man had every intention of proving how much better he could be for her than she could ever imagine.

"Fuck, look at this cunt." He muttered, reaching down to spread her dripping pussy apart. "It's absolutely soaked, just dripping down. Love it, hm?” The smugness in his tone would usually make her scowl but there was no denying it. The proof was right there. It was undeniable. “You're so turned on, baby. It's making it easier for me to fuck this tight little ass of yours." The glossy, hard flesh glistened with slick, dripping down onto the bed beneath her. His own cum intermingled with her own, making his movements smoother as he pushed in and out of her, coating her holes with their combined essence.

Her face was a mask of pure ecstasy, her eyes rolled back in her head as she whimpered in pleasure, her hands gripping the sheets beneath her. Her asshole clenching and unclenching around his thick cock with each thrust, trying to milk him for all he was worth. Her body was feeling tingly, her legs trembling as he fucking into her ass, the sound of her arousal and his hips hitting her skin filling the room. She was completely lost in the pleasure, her mind clouded by the overwhelming sensation of being thoroughly fucked.

As she reached the peak of her orgasm, he took over and began rubbing her clit with his own thumb, the sensation sending waves of pleasure cascading through her body. She cried out, her pussy gushing as she came harder than she would have imagined being fucked like this. She was so overwhelmed that she could only hold limply onto his arms as he continued to pound into her, his thick cock stretching her hole as it thrust through the waves of her intense orgasm.

His face contorted, vein bulging in his neck as he struggled to hold back. "You feel too good, baby. I can't... I can't hold back any longer." His heavy balls drew up close to his body, ready to unleash another load inside of her. The feeling of her taut muscles milking him, the way she clung to him with every fiber of her being, it was too much. He was sensitive himself, but he wanted to deliver everything she wanted.

"Please, Harry...Please,come inside me... I wanna feel you fill me up. Want it everywhere." She panted, her voice desperate with need. Half of the fun of sex was seeing him lose that control he so easily held in all other scenarios. She wanted to make him feel just as good as he made her feel. He deserved it.

His restraint shattered at her words.  "Fuck, you're gonna get what you asked for."

With a guttural groan, he buried his face in the crook of her neck and let go, his hot load pulsing into her hole in thick ropes. She felt each ribbon scalding her , marking her as his. "That's it, take it all... That’s m’girl.” He kept cumming, his cock twitching as he filled her. Ribbon after ribbon filled her up until she was overflowing with his load, almost overwhelmingly so. He finally slowed, his chest heaving, before gently pulling out of her ass, his cock glistening with the evidence of their fuck.

With a sense of possessive pride, he watched as his cum began to leak out of her stretched hole, dripping down her thighs. It was satisfying in the filthiest way. Primal and caveman in every sense of the word, he loved knowing that he had done it. He’d taken every one of her holes and made her his in the dirtiest type of way. He gently spread her cheeks apart, admiring the sight of his mark leaking from her. "Look at that... You're so full of me, S’that what you wanted?”

“Mhm.” She smiled, slightly drunk on the orgasm and the fact that he had pushed her further than anyone else had before. it was a good feeling in her body, the beginnings of soreness and the calming heat of his hands as he caressed her the way he wanted. “Exactly what I wanted. Think M’gonna have to keep you around so we can do that again.”

“I’d hope so.” He laughed tiredly, pushing back down to take her mouth for another kiss. “I’m far from finished with you, sweet little thing. But I think I’ve ravaged your body enough. Think you need a bath and some tea, get you ready to sleep.” 

Aftercare wasn’t something she’d experienced in any other relationship either, but she realized now it was probably a Harry exclusive thing. He was phenomenal at it. A lot of things, honestly. He experimented with her responsibly, took care of her after every round of sex, checked in on her, made sure she was eating proper meals, and helped her with her career. She’d lucked out with him. Whatever his ex wife was thinking, she had no clue- but she wasn’t about to waste a single bit of him.

“Do you have chamomile?” She asked softly, pecking his lips in return. 

“What do you take me for? Course I’ve got it.” He scoffed, pinching her chin. “But if I didn’t, I’d find some for you. Know it’s your favorite. Added it to the grocery list, along with your cereal, your rancid battery acid energy drinks, and the sweet and salty popcorn.” 

“It’s good battery acid, I’ll have you know.” She giggled, carding her fingers through his hair. He did have a bit of gray going on the temples but it was sexy. Just hearing how much he cared and put effort into the tiny things made her giddy.