#pa!charles

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Back with some more thoughts for our beloved PA!charles. As your relationship continues, Charles runs into a little problem at work. He keeps getting hard in the office and struggles to hide it. He wants to do the best possible job for you and feels so guilty that he might be letting himself get distracted from his work. But he can’t help it, he’s a very horny boy and it’s easy to start daydreaming about how you had him bent over the kitchen counter the night before, or how you promised he could ride your thigh some time in your office, etc etc. Before he knows it he’s painfully hard and wasted a good 30 minutes chewing away at his pen rather than completing his paperwork. The poor boy feels so so bad, this keeps happening and he feels like he’s letting his work slip. Maybe he starts to avoid you a bit at work so he can try and get himself back on track?? You notice he doesn’t check up on you as much, isn’t sporting his sweet little smile as he brings you his coffee.

Like you said in a previous prompt, one time he ends up accidentally double booking your appointments and it all comes crashing down. You have a sobbing Charles in your arms, insisting he’s a bad boy who does a bad job at work. It takes until the evening when you’re home from work and sorted the confusion with the double booking that he starts to blame himself for being too needy and horny. You reassure him that he’s allowed to feel like that, he’s your good boy!! He made a small mistake, it happens. He gets to be needy!! But you don’t want him feeling insecure about his work.

That night you come up with a solution, bringing the idea to Charles that maybe he could wear a cock cage in the office. At first it seems a little scary, but he warms to the thought of giving over that sort of control to you. You ease him into it, watching some videos online and helping him pick out a couple to order. You try it in the evenings after work, building up to the weekend when he feels ready to wear it all day. It makes him feel so secure and subby, loves knowing that you have complete control of his pleasure, that he can’t get hard unless you allow it. He can’t believe he never thought of this before. Soon enough, you putting on the cage in the morning becomes his favourite part of the day. After he’s washed and eaten breakfast he gets to fetch the cage and sit on your lap, blushing as you remark that his cock belongs to you. Now when he’s at work and his thoughts start to drift, the cool metal denying his hardness grounds him and brings him back to the present, secure in the knowledge that you have him under control. (I could literally write essays about PA!charles this is my new obsession)

Right firstly, please write essays about PA!charles. Every person on this blog would eat that up every single time. And then secondly, oh my god I love this?? These are thoughts are fucking incredible. Anon I hope you know I would die for you and so would half of this blog. Anyway, let’s get to this incredible ask.

Of course he’s gonna get horny and distracted all day!! He used to get distracted with thoughts about you even before the two of you got together. But now? Now that his fantasies aren’t just dreams? There’s no way for him to not be distracted!

He thought he would have gotten better and more focused now that you’re actually fucking him, but that couldn’t be further from the truth. He’s always horny now, always thinking about how well you treat him, how much he loves you, how badly he wants to be your good boy.

It’s a matter of time until he makes a mistake, which is why he tries to distance himself from you. But honestly, distancing himself is the worst thing to do?

He thrives on your love and attention. Nothing him grounds him like when you just give him a little smile, or offer him a quick hug. He lives for those moments.

So depriving himself of them only make him more scatter brained? He wants so badly to sit down with you when he brings you coffee, to hear more about your day and plans and to enjoy your company. But instead he just gives you your coffee and leaves, not wanting to tempt himself.

Which only makes the situation worse.

He just keeps on spiralling, berating himself for being horny at work and then making mistakes which makes him more upset and it just keeps on getting worse.

I also think he becomes even clingier outside of work? He burrows himself in your arms the moment you get home, refusing to let go because he’s spent the whole day going between painfully hard and wanting to cry and now he’s just so tired and uncertain of himself and needs cuddles.

It all culminates to him accidentally double booking you. The funny thing is, it’s not even that big of a deal? He double books you for a meeting with a colleague and a meeting with someone visiting from out of town. Your colleague has no problem moving the meeting to over lunch the next day and the person coming from out of town ever even finds out about the mix up.

But poor Charles beats himself up for it so bad that you end up having to take a half day and take him home. The poor thing was literally getting tears on his keyboard.

He doesn’t stop apologising the whole day home, a constant stream of babble and tears as begs for forgiveness and promises to be better. It just breaks your heart because he doesn’t need to be better!! He’s already the best assistant and sub that you could ever ask for.

You don’t realise how bad it is until charles says that it happened because he was too needy, because he couldn’t stop thinking about you.

You hate that he thinks he shouldn’t be needy. He can always be needy!! He’s your sweet sub, and part of his job is to be needy and horny all the time.

The cockcage is absolutely the perfect solution. And yeah he’s scared of it at first, cause it looks all scary and metal but you sooth him and take it very slow. At first you don’t even lock it, just fit it over his cock and leave it there for a minute and then take it off.

Charles loves. From the moment you put it on, he loved it.

He loves everything about it, the comforting weight, the fact that you put him in, the gentle way you handle his cock, how safe he feels. He loves every single thing about it.

You expect it to be a temporary thing, but no Charles adores it so much. He loves that he physically can’t get hard at work anymore, that you take that away from him and will give it back once he’s home and safe.

It also makes him feel so nice and owned? He no longer gets all pouty and jealous when you have long meetings or when people try to enquire with him whether you’re single. No one else gets their cock gently cleaned and tucked into a cage by you, no one else has their pleasure entirely controlled by you, no one else is your good boy.

He’s just amazed at how well he can focus on work now? It’s like that horny side of himself just disappears once you’ve got him in the cage. He still feels subby and needy, he always will, but it’s manageable. Especially because you’re always close to him and he can come gets a kiss and a quick cuddle whenever he wants.

(It should be noted, however, that the cock cage doesn’t stop his desire to eat you out at work. Nothing will ever stop that desire. He’s insatiable about it.)

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In love with PA!Charles omg. What about the two of you going away on work trips together? He used to be so sulky having to go off to his own room alone before you two got together, but now he gets to spend the night with you!! And because you had to take a flight, you probably don’t have your usual ‘gear’ with you like ropes or your strap, so you have to improvise a bit on the evenings, but you two have so much fun together.

Maybe after a day of meetings it’s you who gets very possessive of him. You’ve introduced him to lots of new people and watched as they try to flirt with him a bit or ask him out for lunch. As soon as you get him back to your hotel room you let the possessive side of you take over, knowing how much Charles loves it. You’re standing behind him, reaching round to palm at his crotch through his expensive new suit you’ve bought him. Of course you praise him for what a good job he did all day, but you also tell him how much you wish you could have had him kneeling by your feet during those meetings, letting everyone know who he belonged to. The two of you love dirty talk, and often discuss imaginary scenarios like this to rile him up. The poor boy would be struggling to keep standing, so you tell him to strip out of his suit and fold it up, then stand at the edge of the bed.

Because you don’t have your usual things with you, you tie his hands behind his back with his belt and create a makeshift gag out of his tie. Sitting on the edge of the bed, you’d lay him across your lap, Charles getting immediately excited as he knows he’s about to get a spanking. He loves getting spanked because the pain grounds him after a hectic day (nothing too intense, just enough to get his little ass red), letting him slip into subspace as he gives over control to you. Especially after something like a work trip with the travelling and meeting new people, he just wants to feel whatever you give him, loving that he can’t move too much or properly talk with the gag. And he feels so so subby whenever you keep your work clothes on and he’s naked, he finds your work suits so hot (even if he does end up dirtying your smart trousers with his precum).

Between spanks you continue teasing him, telling him maybe you’ll have to get a collar and leash for future meetings so people know not to approach him. All he can do is moan ‘yes yes yes please’ into his gag, mind absolutely gone at that mental image. He’d be wriggling all over your lap, grinding down into you and letting out sweet little muffled ‘thank you’s’ between spanks. (Not sure how to end this and feel like it’s all ready very long again haha!! My mind is racing with PA Charles)

Oh my god yes!!!!! I’m so happy we all seem to be liking PA!charles but it’s my new obsession too. PA!charles asks will honestly get answered almost instantly because I just love them so so much oh my god.

So firstly, can we just imagine how sad Charles would be about your work trips before you got together? Because before that, you didn’t bring him with.

Of course he would plan the whole thing perfectly for you, booking your flights and hotels and dinners and everything to make sure it’s all perfect. But he has to organise those things at home or when you’re not in the office because tears well up in his eyes the entire time, because he can’t stop thinking about how he won’t see you for those few days.

He’s even more distraught when you tell him about a work trip you need to take after you get together, because he immediately assumes he won’t be going to this one either?

And how…. How is he supposed to function?? You can’t make him go back to his own apartment every night!! You can’t!!! He needs his cuddles?!? You can’t… you can’t leave for a few days? No?? No no you can’t do that??

You see his reaction to the news and you just smile and tell him to come over to you. You sit him across your lap, letting him wrap an arm around your shoulder for stability and then leaning close and whispering in his ear that of course he’ll be coming with you!! You wouldn’t leave your good boy behind.

And oh god now he’s so excited!! Maybe the work trip is supposed to end on a Friday so you tell him to book the flights coming back on Sunday night only so that you two can get a weekend away out of it as well. And Charles is just overjoyed. He’s going with!!!!!

He doesn’t even consider booking his own hotel room of course, because no no no. He’s sleeping with you every night!!

The first night is just cuddles and sweet kisses, Charles smiling against your lips and thanking you over and over again for allowing him to come with. You just smile and hold him close, telling him you hadn’t even considering coming without your good boy.

The next day is when all the meetings and lunches and conferences start. Charles stays at your side the entire time, taking notes and suggesting dates for potential meetings and just being the best assistant ever. A few others have assistants there as well and they all sit in the corner of the room in meetings, staying out of eight.

But not Charles. No no. He sits right next to you, chair a little further back so he’s not in the other people’s direct line of sight, but he’s right there. He’s not gonna sit in the corner of the room, absolutely not!! That is way too far from you for absolutely no reason.

You’re more than happy with this of course, but the one downside means that everyone you’re meeting with can see him.

You always introduce him, because you’re not one of those bosses who just leaves their assistant in the corner and doesn’t even introduce them. You and Charles a team, so you make sure they know that.

The issue with this is that everyone seems to love Charles a little too much for your liking. He gets hit on so many times, gets asked how long he’s staying for, if he has his hotel room, if he has dinner plans, etc.

Your good boy just smiles and laughs and doesn’t actually give any answers. You know he’d never cheat on you, you’re 100% certain about that. But you still don’t like to see so many people hitting on him and trying to touch him in ways they shouldn’t.

To be honest, I don’t think Charles likes it either? Cause he’s yours!!! They can pat him on the shoulder and let their touch linger, can’t stand around at the end meetings to try and find out if he has plans afterwards. He does have plans!! He always has plans!!

Of course he only has eyes for you, and both times someone tried to ask him on a date he immediately ran to you, sitting back down next to you and trying to restrain himself from crawling into your lap. Because he’s yours!! The rest of them can fuck right off.

So you just have to prove that to him once you’re back at the hotel. Maybe you were originally going to go for dinner together but you decide to reschedule that because you need to show Charles he’s yours right now.

Charles, of course, is more than happy with the changes of plans because it means alone with you!!!

He’s also more than happy to end up naked with his hands tied behind his back, laying across your lap so you can spank him. It’s one of his favourite positions ever, because he’s just completely vulnerable? He loves feeling like he can’t move at all, like he’s completely powerless and you can do whatever you want with him.

You never spank him too much of course, because he’s still your soft sweet boy. But he just loves to feel the slight burn on his ass. He loves to look in the mirror after a scene and see his ass all cute and red, loves to not be able to sit down for the rest of the night, to have to curl up on top of you instead.

Maybe he cums like that? Gets his cum all over your expensive suit pants and drools all over his tie, crying out and shaking in your arms because it’s just so intense. You hold him through it, petting him and praising him and telling him what a good boy he is.

The moment he’s covered, he’s whining and trying to get out of his ties, restless because he wants to return the favour! So you untie him and let him slip down between your legs, resting between your thighs and looking up at your permission to give you head. He wants it so bad!!!

He’s only satisfied once you’ve cum twice. Then he’ll shuffle back a bit, resting his head against your thigh and opening his mouth wide in a silent request to please suckle on your fingers for a little while.

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More PA Charles content here we goooo!! Going to be another big one hehe. Loved the idea that only you can take off Charles’ cage. Normally you take it off as soon as the two of you get home from work. However, sometimes its fun to play with him a bit, leaving it on him a while and not bringing it up when you’re home. Especially when you know he’s had a tough week and needs an intense scene to start off the weekend. He wants to ask for it off, but he knows you’re the one who makes the decisions, and if you decide it’s not the right time then he’ll wait!! But he will be very needy in the meantime. You go about some tasks round the house like laundry, responding to emails etc and he just follows you around with 🥺 eyes, cutely huffing and whining away. You ignore it for a while, just asking him about his day or what he wants for dinner, but he’s so frustrated he can only reply in short little sentences. He thought you’d finally take it off when you both get changed into comfy clothes, but still no mention of it, little one is losing his mind!!

When you eventually sit down to cuddle on the sofa, the whining just gets worse, he wants to be a good boy and wait but he’s already waited all day!! He just burrows into your neck and clings to your shirt as he cuddles you. You play innocent, asking what’s bothering him. He’s past the point of words now, so frustrated at his inability to get hard. He just grinds into your side and whines louder. ‘Oh, you want me to touch you baby?’ you ask him, and he nods and whines even more into your side. You ask him to fetch the lube from a nearby cabinet (you have lube all over the house) and he practically runs there and back, so excited. He sits down by your side and lets you slowly take off his sweats and boxers in one motion to reveal his caged cock. ‘Poor baby, with your cock all locked up’ you coo at him as you trace your finger delicately up and down the cage. ‘But it looks so pretty like this, don’t you think?’ you ask, other hand stroking his hair as he sniffles and whines under you. He can’t help but nod, as much as he wants it off, he agrees. Your hand trails down to his balls, still stroking with only the tip of your finger.

After teasing him with these light touches for a while, you get him to lay down on his back on the sofa and bend his legs until he can hold onto the back of his knees. You sit in between them, running one hand up and down one of his thighs while the other goes to cradle his face. ‘I think I want to play with your ass first sweetheart. Can you hold on a bit longer for me?’ You ask for his colour at this point too as you know you’re pushing him, but it’s a Friday and he likes spending most of the weekend in subspace, so this will be a good way to start him off. He starts to cry now, but still says ‘green’, he loves being denied and knows you won’t take it too far. You massage his balls as you tease at his rim, making sure to call him your good boy and tell him how well he’s taking all of this. You move down to kiss at his thigh as you slip another finger in, praising him; ‘All mine to play with, for my enjoyment, you just lay there and look pretty for me baby’. You finger fuck him for a bit, but you see that he’s barely able to keep hold of his legs, his fingers digging into the soft flesh as he does his best not to thrash about. You take this as your cue to give him a bit of mercy, making sure to add one more finger before you eventually pull out.

He still hasn’t directly asked for the cage off, sometimes he’s in the mindset to beg but tonight he leaves it all up to you. When you eventually fetch the key (maybe it’s attached to a necklace??) a new wave of tears hits him. You know it’s going to be intense when he cums, so you have him sit in your lap, manhandling him until his back is to your chest and your legs are hooked over his to keep them down. You take the cage off as slowly as possible, letting your other hand slowly stroke up to the tip of his cock once and then pull off. The two of you watch as he grows to hardness without being touched. ‘What a patient boy you’ve been, huh?’ you whisper as you wrap one arm around his waist. He’s already leaking from the tip and you can’t help but gather some of it up with your finger and bring it to his lips. ‘You kept this in all day for me, what a good boy. Let it all out for me now baby’. He sucks away at your fingers, getting them nice and wet. You take them out and get him to spit into your palm before finally wrapping your hand around his cock. He bucks his hips immediately, almost taking both of you off the couch as he thrusts forward. ‘Easy little one, I’ve got you’ you coo into his side, tightening your grip on his waist. It only takes a couple of strokes until Charles is coming, he literally screams out as you encourage him to let it all go. He covers your hand and his own chest with his cum, you’ve never seen him orgasm with this much intensity before. He even blacks out for a couple of seconds, completely slumped against you. He’s completely floating, panting away and using all his effort to try and mumble little thank yous. You bundle him up in your arms, knowing you pushed him but it’s worth it to see him hit subspace like this. Later when you talk about it he definitely asks for more denial, but only for your intense weekend scenes. (Sorry this was basically an essay...)

NEVER APOLOGISE FOR SENDING ME AN ESSAY OH MY GOD I LOVE THIS. This is perfect in every way and I’m gonna try my best to add more thoughts to this but it’s already incredible.

I love the idea that Fridays are for intense scenes. He always works so hard during the week and needs to stay focused so you never push him too hard during the week. He can sometimes take until the next day before he’s okay again after an intense scene and you can’t risk that when there’s work in the morning.

Consequently, you tend to take his cage off the moment he gets home during the week. He can have a nice handjob or you can ride him if he wants, but nothing more hectic than that.

Until Friday when he knows it’s time for some real fun. He’s always so excited by the time Friday afternoon rolls around, practically bouncing as he walks with you out of the office and into the car to be driven to your apartment.

He waits by the door after you enter, expecting to hear you tell him to go to the bedroom and take off his clothes for his cage to be removed and then it’ll be fine to see what scene you have in store for him. But instead, you don’t say anything.

He’s absolutely losing his mind.

He just follows you around while you do some basic things like put the laundry in the machine, ordering groceries, etc.

You still haven’t changed out of your work clothes and so neither has Charles. Logically he knows he could go get changed into some comfy clothes and come back to you, but he can’t. He’s your little one and it’s Friday! He can’t make decisions or do anything on his own, he turned his little mind off the moment he left work with you.

So he follows you. And of course you notice his annoyance and know exactly what’s wrong. But you don’t say anything, because you want to tease him a little. You want him to be so worked up when you finally give him what he wants.

Then you head to the bedroom to change into comfy clothes and he thinks that he’ll finally get relief. Except you just… hand him some comfy clothes and don’t even acknowledge the cock cage. He’s nearly in tears.

What’s going on?? Why isn’t he getting his usual attention!!!

He knows he could call red and you’d stop instantly, you’d help him immediately and give him comfort and love. But he doesn’t want that. He wants to see what happens, wants to be pushed. He trusts you, and he knows it’ll all work out in the end and that you’d never do this if you weren’t positive he would love the outcome.

But still, he’s pouty!! Usually by now he’s already had his cock played with!! He’s been so good for you!! He was the perfect assistant all week and wore his cage the whole time and did everything you asked and now it’s Friday night and he should be fucked out by now!! This isn’t fair.

Little one is gonna lodge a complaint with HR over this.

He really starts breaking when he’s cuddled on the couch with you. Usually when he gets cuddles like this, his cage is already off and he can take your hand and put it down his boxers, a silent request for you to hold his cock.

Now not only is he all worked up, but he can’t even have his cock held!!! HR will hear about this.

So he just kinda cuddles against your side, whining and trying to grind against you. He wants to make it 10000% clear that he’s not happy with the current situation and wants attention. Now!!

He nearly cries in relief when you tell him to go fetch the lube. Finally!!! He’s finally gonna get taken care of!!

You have him lay back against the sofa and you kneel on the ground in front of him, taking his pants and boxers off to reveal his caged cock. It’s so pretty!! All cute and tucked away in his cage.

You run your hands over it, praising him and telling him how much you love seeing this. He smiles then, pleased that he’s making you happy. Even though he’s so desperate, he’s also so happy to make you happy. He’s been a good boy!!!

“I think we should keep your cock in a cage for a bit longer, yeah?” You ask him, even though you both know it’s not a question, “just keep it safe for a while.”

He nods, saying green when you ask and then whimpering when you start playing with his ass. He’s so cute, shaking around your finger, his cock swelling in the cage and trying to get hard.

You have your fun with him, listening to his whines and whimpers as you slowly take him apart. He shakes every time you angle your fingers up, gripping his thighs so hard that his knuckles are white.

He doesn’t beg though, doesn’t say anything aside from mumbling green when you ask him for his colour. Some days he’s vocal, and likes to beg and plead. But when he just wants to be pushed like this, he tends to prefer you just taking control and being your toy. He gets no say in what you do, can only lay there and take it.

You take mercy on him when he starts to struggle to keeps his legs up, because you know that means he’s getting a bit too desperate. You have the whole weekend with him, there’s no need to push him to the edge now already.

He whines when you take your fingers out, shuffling forwards to try and get them back. Normally he’d get a pinch for that, but you know he’s desperate and not thinking straight so you’ll let it slide.

You remove the cage slowly, making sure to not hurt him and putting the cage on the table to be cleaned later. You stroke him to full hardness softly, gathering some precum from the tip and letting him suck on it. He closes his eyes as he suckles on your finger, relaxing back into the couch.

You move to sit next to him, letting him cuddle into your side and having him lift his one leg and putting it over your lap for easy access. He feels boneless besides you, not an ounce of tension in his body.

But he gets desperate again when you start to stroke his cock to full hardness. He whines and bucks his hips, almost violent.

You move the hand you had around his shoulder to around his waist, gripping him tight to steady him and telling him he can cum.

“Make a mess,” you tell him, “you’ve been so good darling, now it’s time to let go. Yeah? Make a big mess for me.”

It only takes a few more strokes and then he’s done, cumming all over your hand and crying. He cums so hard, all over your hand and his tummy, nearly blacking out with how intense it was.

He slumps against you when it’s over, and you grab his other leg to move it over your lap as well. He ends up sitting across your lap, hiding in your chest and trying to recover.

He’s floating in subspace for the rest of the day, getting lots of cuddles and kisses and praise.

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I’m obsessed with PA!charles. And I feel like he’d actually be so possessive once you get together?

He has the cutest little pout every time someone is meeting with you, watching from his desk outside your office, angry that someone else is spending time with his boss. And lord help them if someone tries to get him to reveal when you’re free for a date.

And he HATES short notice meetings. People who just show up, begging to please be seen. Because no!! No they can’t just take your time!! He is the only one who is allowed to have impromptu ‘meetings’ with you. No one else!!!

(Sometimes he’ll tell people you’re not free for a lunch meeting when you actually don’t have anything planned then, he just wanted to have lunch with you)

PLS I LOVE THIS!!!!

He’s your sweet sub and your amazing assistant and he is such a possessive little thing in both areas. Because yeah, how dare someone try to meet with you without calling him at least a week in advance? And how dare someone call your private number to set an appointment not call the office and speak to him???

Don’t they know any interaction with you must go through him? Don’t they know that he’s the only one with unlimited access to you?

And the lunch dates!!!! He must have at least two lunch dates a week with you otherwise you’ll have a needy, whiny sub on the weekend who curls up at your feet and whines about being ignored all week (yes he’s dramatic, yes you love it).

I love the idea that he’s always watching from his desk when you have a meeting in your office. Sometimes you’ll see him glaring daggers at the back of the head of the person talking to you, and it always makes you chuckle because he’s truly the most possessive sub you’ve ever heard of.

Naturally the moment the person leaves, he’s coming inside your office, wanting to know what the meeting was about, what was decided, if the person was annoying it or not, etc.

Though he can tell just by your facial expressions during the meeting whether you’re happy with how it’s going or not, but he wants to listen anyway.

And oh god people trying to get a date with you? Oh my god I never thought about that but they really would. You’re a very powerful person, of course people want to be with you.

You always laugh off their advances and change the subject, but sometimes they’ll go to Charles after that, trying to find out if you have a partner, some even asking what night you’re free so that they can ask you out.

Charles has to just smile sweetly and say that no, no you aren’t free at all next week. Or the next week. Or the next.

And he’s not technically lying. None of your evenings are free, because your evenings are spent with him!!! There’s no space for anything else or anyone else because he wants his cuddles and forehead kisses and his guts rearranged.

And yes he’s knows he’s a but if a hypocrite with how he insists no one can have impromptu meetings but also will just wonder into your office all the time. He knows this. Does he care? No. No not at all because it’s been a whole hour without speaking to you and this must be fixed instantly.

Of course you always welcome him whenever he pops his cute little head into your office, letting him come sit by you and ask about what you’re doing, update you on your schedule, and just generally have a little chat.

Also yeah you definitely do some NSFW things at work. There’s a very good reason why your desk is big and not see through at the bottom. Charles spends most of his lunch breaks there, whining until you sign and open your legs for him to give you head.

He’s truly such a needy little sub, trying his absolute best to help you and make your life easier and guarding your time with his life.

Even though he spends so much time with you, he can never get enough.

He moves in with you so quickly, because he just doesn’t want to go back to his own apartment. Why spend the night alone when he can spend it with you? Why have breakfast alone when he can have breakfast with you??