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Make Me An Offer I Cannot Refuse

Summary:

“I’d like to hire you for a blowjob.”

Hire. That sounds so innocent. Almost as if what Harry does is something normal and not at all frowned upon.

Harry nods slowly, ignoring his increasing heart rate. If he does a good job, Tom might become a regular customer, and Harry is always on the lookout for those. With how rich Tom allegedly is, he should be able to afford to pay Harry every other day. This is a chance he doesn’t get often.

Harry smiles, trying to look as cute as he can, even knowing that his wild hair and worn-out, too-large clothes aren’t doing him any favors. “What kind of blowjob are we talking about?”

Notes:

I've been working on this for a while now. Please read the tags first.

(See the end of the work for other works inspired by this one.)

Work Text:

Harry rubs his eyes, sighing soundlessly. He’s so tired that he honestly contemplates leaving early and calling it a day. The last few days were pretty lucrative, and while he can never get enough clients, it might be better to save his strength for tomorrow. Most people like to come on Fridays, anyway, though Harry has yet to figure out why. Maybe some people just like to let off some steam before the weekend. Or maybe most of them get their allowance on Fridays. Who knows? It doesn’t matter all in all, really. As long as his clients don’t stop coming altogether, Harry can live with it.

Are you sure you meant coming and not cumming?

Harry rolls his eyes at his own thoughts. He should really get some rest. Doing a half-assed job won’t do him any good, anyway. Harry sighs a second time and runs his hands through his hair when suddenly someone knocks on the door.

Harry blinks and freezes before he hastily murmurs, just loud enough that it should be heard through the door, “Come in.”

The door opens, and — Harry’s eyes widen — Tom Riddle steps through. For a moment, Harry doesn’t know what to say. Tom had never paid him for his services before. And why should he? He’s too attractive to need someone like Harry to satisfy his needs. Most girls at their school would go out of their way just to spend a single night with him. It’s hard for Harry to grasp the fact that he’s really standing right in front of him right now, raising his eyebrows expectantly. Wait. expectantly? Harry feels his cheeks heating up and hastily lowers his gaze.

“What can I do for you?”

“I’d like to hire you for a blowjob.”

Hire. That sounds so innocent. Almost as if what Harry does is something normal and not at all frowned upon.

Harry nods slowly, ignoring his increasing heart rate. If he does a good job, Tom might become a regular customer, and Harry is always on the lookout for those. With how rich Tom allegedly is, he should be able to afford to pay Harry every other day. This is a chance he doesn’t get often.

Harry smiles, trying to look as cute as he can, even knowing that his wild hair and worn-out, too-large clothes aren’t doing him any favors. “What kind of blowjob are we talking about?”

Tom cocks his head. “What do you mean, what kind of blowjob?”

Harry draws up his shoulders, feeling a little uncomfortable under Tom’s intense gaze. “Depending on what you’re looking for, I’m offering different prices. You’ll get a ten percent discount, of course, since you never paid me before. Would you like to hear my regular prices?”

Tom seems to think about that for a moment, though Harry isn’t sure what there is to think about. Maybe he’s questioning if he should have approached Harry in the first place. If Tom shows any more signs of changing his mind, Harry might have to offer him a higher discount, but he hopes it won’t come to that.

“Sure, go ahead,” Tom says eventually.

“Okay. So, the base price is ten pounds. Not using a condom costs an additional fiveteen pounds, and deep-throating an extra ten pounds. Being allowed to control my rhythm by putting your hands in my hair costs five pounds. Oh, and if you want to tie my hands behind my back, you’ll have to spend another five pounds.”

“Hm,” Tom murmurs, lowering his eyelashes. “I was expecting higher prices, to be honest. The way everyone talks about you, it sounds like you’re a true expert at what you’re doing.”

“Oh,” Harry mutters, feeling his face heating up. It’s good to hear that he’s doing a good job, of course, but being told, in essence, that he’s a good cocksucker is always a weird feeling.

“So, do you already know what you’re looking for?” Harry asks hesitantly. Some of his clients like to spend a lot of time thinking about their options.

“Yes. I’ll pay for every extra, except the tying-your-arms-behind-your-back one, so that’s 36 pounds in total. Now, take off your shirt and lay it on the floor, then kneel down on it. You’re going to need it to cushion your knees. My cock is larger than average, so I’ll give you a tip if you manage to swallow all of it.”

Harry stares at Riddle, not knowing what to say. None of his clients settled that quickly on what they wanted the first time they approached him. Heck, more than half of them didn’t even pay him the first time they came in here. They just wanted to know what Harry has to offer.

Tom cocks his head. “Did I not calculate the price correctly?”

Hastily, Harry shakes his head. He shouldn’t let his client wait just because he’s surprised.

“No, not at all. Sorry, I just... got distracted by the larger-than-average cock you mentioned. I managed to deep-throat everyone who paid me up to this point, so don’t worry about that. I’ll make it work. And please know that you don’t need to hold back. I want to make this as good for you as possible.”

Harry gives Tom a shy smile — at least Harry hopes it looks shy instead of nervous — and pulls his shirt over his head. Harry bites his lip as he lays the shirt on the floor and kneels down on it. His stomach flutters uncomfortably as he looks up at Tom who looks even taller from this position. I need to do this right. I have to. Having him as a regular customer could earn me a lot of money.

“Confident, aren’t you?” Tom murmurs, reaching for his belt. “We’ll see how good you’ll do.”

When Tom pulls down his pants and underwear, Harry’s eyes widen against his will. That’s definitely the largest cock he’s ever seen.

“Told you,” Tom says, sounding smug, his hand wrapping itself around his already half-hard cock. “I’m not expecting any wonders. Just relax your throat as best as you can and let me see how much you can take.”

“Alright.” Harry licks his suddenly dry lips. “Let’s do this.” Do your worst, and I’ll pretend to enjoy it.

Tom reaches out and caresses Harry’s cheek before sliding his hand into Harry’s hair. Then he takes half a step forward, getting his cock within Harry’s reach. Harry leans forward, licking over the tip, swirling his tongue around it. Tom tastes slightly salty but clean. It’s a relief to know that he won’t have to tune out the taste of sweat and worse. After a second or two, he takes the first few inches inside, making sure to keep his teeth far away from the sensitive skin. Some of his clients like to feel a hint of teeth every now and then, but since Tom didn’t mention anything like that, he assumes Tom belongs to the majority who don’t enjoy it.

“That’s it,” Tom murmurs. “Use your tongue like a good boy.”

Harry obeys, using every trick he picked up since he started this line of work. It takes no time at all until Tom’s cock fills out and turns from half-hard into fully hard. As soon as Harry has the impression that Tom’s cock can’t possibly get any larger, Harry swallows him down until it brushes against the back of his throat. Then he consciously allows his whole body to go slack and takes the tip of Tom’s cock into his throat. It feels impossibly large, and Harry gags, wondering if he bit off more than he can chew.

“Slowly,” Tom murmurs, pushing his fingers into Harry’s hair. “You’re doing great. Move at your own pace. Allow yourself to get used to the stretch.”

Harry would have nodded if that weren’t the single stupidest thing he could do right now. So instead, he shows his appreciation for Tom’s patience by licking along the length of Tom’s cock while keeping the tip in his throat.

“Damn. You were made for this, weren’t you? You look perfect with your lips wrapped around my cock.”

Harry feels his face heating up, which has nothing to do with Tom’s words and everything with the fact that his air supply is cut short because of the cock in his throat. Harry pulls back just far enough to take a few deep breaths before he swallows Tom’s cock back down, taking in an inch more than before.

“That’s it. Look up at me with those green eyes of yours. Let me see that you know you’re exactly where you belong.”

Harry does as told, though he doubts he’s giving off a good image. He practiced fellating a dildo in front of a mirror a couple of times since it’s not enough for a blowjob to feel good. The way Harry looks during it, his facial expressions, and all of that, are fairly important as well. But no matter what he tried, he never got the impression that anyone could get turned on by the sight of him. His face gets too blotchy for that and his eyes too teary.

But who knows, maybe Tom gets turned on by messy-looking people since he groans and forces Harry to take in another inch by pressing a hand against the back of Harry’s head.

“So you weren’t exaggerating after all,” Tom says, panting, and when Harry glances up at him, he sees that Tom’s eyes are glazed over. “Do you still think you can take all of me?”

Harry squints down at Tom’s cock. There are maybe two or three inches left, and while his stomach clenches uncomfortably at the thought of pushing something that far down his throat, he knows he can manage it. The hardest part about deep-throating — for Harry, at least — is getting the tip in, anyway.

Harry pulls back and coughs when the cock leaves his throat.

While he licks along the underside of Tom’s cock, Harry murmurs, “I told you I could do it. Why should I have changed my mind?”

Tom smirks, nodding slowly. “Yes, why indeed?”

Harry kisses the tip of Tom’s cock a few times, blinking repeatedly, hoping to get rid of the wetness in his eyes that way, only to question if that’s a good idea halfway through. Some of his clients like it if he spills some tears.

“All right, then. Prove to me that you’re not all words and no bite, after all.”

Harry hums, leaning down to suck on his balls.

“Challenge accepted. Prepare to have your world shattered.”

Tom raises an eyebrow as Harry takes his cock back into his mouth. “Cocky. I like it.”

Harry ignores the words, too focused on what lies ahead of him. This time, Harry moves both slower and faster than before. Slower, because he moves his head very deliberately and carefully, and faster, because he takes no break until his lips are pressed against Tom’s bollocks.

His stomach does something weird when he realizes that he really did it. He took in that enormous thing without gagging excessively or showing any other kind of weakness.

Tom lets out a string of words that would’ve made him blush furiously only a year ago, while Harry tries to get used to the feeling of having something that large down his throat.

And now comes the hard part. I need to stimulate him enough to make him come.

Tom wanted to fuck my throat, right? Well, since he’s apparently too overwhelmed by what I accomplished — as if I didn’t tell him I could do it — I’ll have to fuck myself on his cock.

Harry pulls back until only the tip of Tom’s cock remains in his mouth before he pushes his head back down until he can feel Tom’s bollocks bumping against his chin. Getting Tom’s cock down his throat was easier this time, which was to be expected. Part of why deep-throating is so hard for many people is the fact that they put up mental barriers in their minds of what they can and cannot do — that and their gag reflex, of course.

The third time Tom’s bollocks brush against his chin, Tom’s grip on his hair tightens, and Harry feels himself relaxing. Letting someone else control his movements can be a relief in some ways since he can easier get lost in the moment that way. All he’ll have to do, then, is to make sure he doesn’t gag. The fact that most of his clients like to take control and are willing to pay extra for it is a nice bonus, of course.

Harry keeps his head perfectly still, feeling the drag of Tom’s cock against the inside of his throat with every thrust. Distantly, he’s aware that Tom murmurs soft praises every now and then and that Tom’s breath is speeding up, which hopefully means that he is getting closer to coming undone. Harry’s jaw is starting to ache from keeping his mouth wide open for so long, and he’s feeling a little light-headed due to the lack of air. Compared to that, the mess of tears and spit on his face feels like a mild inconvenience.

Harry hears a loud groan, and Tom speeds up his thrusts suddenly. Then he stills his hips, and Harry feels hot cum running down his throat directly into his stomach. Harry allows Tom to keep him pressed against his bollocks for a few seconds, swallowing a few times to milk his cock, before he has to pull back because he’s feeling dangerously light-headed. After taking a few deep breaths, Harry starts licking Tom’s cock clean, making sure to keep his touch light and fleeting. Some of his clients feel sensitive right after they come, and he doesn’t want to ruin Tom’s orgasm.

“Holy shit,” Tom murmurs, pulling his hands out of Harry’s hair. “That was fucking amazing.”

Harry smiles, wiping away some of the spit on his cheek. “You’re welcome, I’m glad it was to your satisfaction.”

“To my satisfaction, my ass.”

Harry raises his eyebrows slightly, surprised by the vulgarity. Tom always looks so put together, so his sudden change in attitude is surprising, to say the least.

“That was the best blowjob I ever got, and that’s saying something. Here, let me help you with that.”

Harry blinks when Tom pulls out a handkerchief and starts wiping away the tears and spit from Harry’s face. Harry keeps still, wondering if Tom is just being nice or if he looks so awful that Tom can’t stand looking at him like this.

After cleaning his face, Tom pulls out his wallet.

“You can stand up now,” Tom murmurs as he pulls out note after note.

Harry almost chokes when he sees how much cash Tom carries around. Isn’t he worried about someone stealing it? Isn’t Tom supposed to be smart?

“Why are you still kneeling?” Tom asks, frowning, when he puts his wallet away.

“Sorry,” Harry murmurs, getting up hastily. When the blood suddenly rushes back into his legs, he sways, blinking rapidly to get rid of the black dots.

“Easy there.” Tom grabs his shoulder to steady him.

“Thanks,” Harry murmurs when the world stops spinning around you.

“Don’t mention it.” Tom hands him the money. “I should have known the blowjob wasn’t as easy on you as you made it out to be.”

Harry stares down at the notes in his hand. He doesn’t need to count it to know it’s much more than they agreed on.

“Uh, I think you lost count at some point.”

It pains him to say these words, but they need to be said. If Tom realizes that he paid way too much and that Harry kept that to himself, he might feel offended enough not to hire Harry again.

“No, I didn’t. Consider it a tip for your hard work.”

Harry blinks. A tip? Because he enjoyed it so much? That’s new.

“Thank you. So do you, uh, think you might pay me again sometime?”

“Under one condition. I want you to stop selling yourself to other people. I want to be the only one you have any kind of sexual contact with.”

And just like that, Harry’s hope turns into thin air. “I’m sorry, but I can’t do that.”

“Why? Is it a money problem?”

Harry hesitates for a moment before he shrugs. “Yes.”

“Hm. How much money do you make per week?”

“Ah, that’s hard to say. It varies a lot. But it’s not enough, either way.”

Tom hums, rubbing his chin. “What do you need the money for? Drugs?”

Harry lets out a startled laugh.

“No, I can’t afford to waste any money on silly things like that. No, I, uh, I want to move out. And since I can’t get a normal job for various reasons, this,” Harry makes a vague hand gesture, “is my only source of income. So, since I don’t have an alternative...”

“Well, I am offering you an alternative. You could move in with me as long as you promise not to let anyone else touch you. My flat is more than big enough for the two of us.”

Harry’s eyes widen, and he reaches for the wall for support. “You’d pay me by letting me sleep in your flat?”

“No. I’d pay you by letting you live in my flat. That’s a big difference. And I’d still pay you for every sexual favor I’d ask of you, just not as much as you’re asking for right now. How do thirty percent of your current prices sound like?”

Thirty percent? On top of giving Harry a place to live, far away from the Dursleys? Is that a joke?
Harry searches Tom’s face for a hint that Tom’s offer is insincere, but he can’t find any.

“I’ll have to think about it,” Harry forces himself to say. He doesn’t want to make a decision he’ll come to regret. While living with Tom would undoubtedly be better than living with the Dursleys, it’s still not the same as having a place he can call his own. But beggars can’t be choosers, right?

“Do that. Just promise me you won’t let anyone pay you for your services before you’ve told me your answer, no matter how you decide.” Harry nods obediently, and Tom smiles. “Good. Now, how much do you want for a goodbye kiss?”

Harry stares at him blankly. A kiss? None of his clients had ever asked him for one of those before. What would be the appropriate price for that?

“Uh, the first one is for free.”

“Great,” Tom murmurs, stepping closer.

I should have put my shirt back on,
is Harry’s last thought before Tom’s lips brush against his.

Harry expected the kiss to be rough, a demonstration of who’s in power, basically, just like fucking someone’s mouth is. Instead, the touch of Tom’s lips against his is featherlight, and so are his hands that push themselves into Harry’s hair.

At first, the softness of it all feels weird and therefore uncomfortable, but it doesn’t take long for Harry to get used to it, to crave it, even. Tom’s lips remain soft, even when he deepens the kiss eventually. Harry allows himself to get lost in the moment, trusting that Tom will let him know if he’s not reacting the way Tom wants him to. When Tom gently pulls at his lip with his teeth, Harry opens his mouth on instinct, allowing Tom’s tongue to slip inside.

Distantly, he’s aware that his legs are shaking. Luckily, Tom seems to notice since he wraps his arms around Harry’s upper body and pulls him against his chest. To show his appreciation, Harry gently rubs Tom’s back and opens his mouth a little wider.

Eventually, after who knows how long, Tom pulls back, and they both gasp for breath.

“That was-” Harry clears his throat. “You would have paid me to kiss me?”

“Oh, definitely. Your mouth is perfect, no matter what you do with it.”

“Er, thanks,” Harry murmurs, rubbing the back of his neck.

“You’re cute when you’re blushing. Anyway, I’ll see you tomorrow, Harry. Think about my offer, will you?”

Harry nods obediently and watches Tom’s back as he leaves the room.

He already knows what his answer will be.

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