*For M, who I hope considers this a job application.*
CW: D/s, toys, oral, anal, spanking.
I arrive in the office before you, a new habit of mine in the week since I signed the job offer with you. It gives me a chance to check my email, insert the plug and the bullet, and change from my sensible commuting flats into my heels. The day after I signed my name on the agreement between us, you sent me a couple images of what you had in mind for my work wardrobe and advanced my salary so I could pay for the pencil skirts and smart dresses I would be wearing for you from now on.
I slip into the executive washroom to insert my plug and bullet. I'm still not used to the discomfort of the insertion but wearing them has gotten easier at least. By the end of the day when I'm sore and relaxing at home with nothing inside my body, it feels like a holiday. But there's something deeply soothing about having them inside me at work. Like they're an extension of you that's always with me. I feel more confident. More self-assured.
Now crammed full of steel and silicone, I try not to waddle to the staff room to make coffee for you. I return to my desk while it brews and my phone buzzes with a message from Oliver.
We still on for drinks tomorrow night?
I bite my lip. You've been testing out your new power over me and I've been staying late. I moved my third date with Oliver twice already; clearly I can't move it a third time. You haven't asked for my time tomorrow night but I see on your calendar that you have a business trip to Alexandria planned for early next week, one day of which apparently involves a golf tournament. Who knows if you'll want me on that and you haven't asked me to come but the expectation was that you would have my priority.
There was something else nagging me though. I liked Oliver quite well and I'd been looking forward to taking him to bed but now was it really fair? I couldn't explain not being allowed to cum, nor could I let him force the issue. You might have no way of knowing I'd orgasmed but that kind of disobedience was a slippery slope. I don't make promises I don't intend to try to keep.
"Good morning, Shae."
You pass my desk to your office. I smile. "Morning, Liam."
"Bring me a coffee please, and then we have our daily catch up meeting."
"Of course," I say, returning to the break room to pour your cup. The first day we met you told me to pour us both coffee but mine had just gone cold so there was no point. I bring yours into your office in bare feet. I learned on the second day of being your PA that my heels don't work for our daily catchup meetings. I hand you your cup and turn my phone to silent. Without having to be told I turn around and shimmy my tight black pencil skirt over my wide hips to reveal a little black g-string. You haven't forbidden me from wearing panties but you often take them away from me and only return them at the end of the day.
"I like those, Shae," you say, admiring me from behind. "Now spread those beautiful, fat cheeks for me and show me your plug."
I feel myself get wetter when you talk about my body like that. A soft toy for you to play with. At first these daily inspections made me feel like you didn't trust me but now I understand that they're about reminding me of my place each morning. Leaving everything else behind and priming me to serve you.
"Good girl, Shae," you say as I spread my asscheeks wide to reveal your initials on my plug. "You look ready for me spread wide like that. Are you ready for me Shae?"
"Yes Sir," I mumble. "I'm ready."
"Then what do you say?" Your tone is patient. I am after all still getting used to being treated this way.
"Please Liam, may I suck your cock while we meet?" I say blushing, but my body pulses wetly as I wait for permission.
"Yes, Pet," you say, using one of your nicknames for me. You're trying out a few. "Down on your knees and under my desk."
I let go of my cheeks and hear you sigh with arousal as they jiggle. Skirt up around my waist, I crawl on my hands and knees to your big executive wood desk. You placed a pillow under there for me, so that I can stay as long as required. On Friday you kept me down there for an hour, edging yourself in my mouth. Using me like a fleshlight and holding me down until I'd swallowed every drop. Usually it was less time but you playfully threatened to keep me under your desk for your three hour teleconference after the business trip to Alexandria.
You wait until I settle into position. My naked ass cheeks pressed against the wood backing of the desk. My head carefully bowed so i don't bump it on the wood above me. Me on my hands and knees and your knees on either side of my head so I'm totally concealed if anyone walks in. You unzip your slacks and pull out your beautiful cock, already rigid and oozing with precum.
I take most of your shaft into my mouth at once, licking up and down your length and moaning at the feeling of all three of my holes being owned and controlled by you. The second day as your PA I was feeling frazzled dealing with some important missing invoices and you ordered me under your desk and put your cock in my mouth and fucked my mouth so gently it was like making love. You told me that any time I was stressed or overwhelmed to imagine myself crammed full and sucking you and told me any time you were alone in your office I was welcome to crawl beneath your desk and remember that I belong to you and you require obedience, not perfection. To let my thoughts drift away and just focus on serving you.
"I'm adding items to your list today, nothing too onerous," you tell me, stroking my hair as I suck. I can hear your breath pitch and change with the movements of my mouth but you sound surprisingly steady for all the attention I'm paying you.
"Drycleaners, get those files from Kirychuck's office--the ones from the Delaney Brothers account. Proofread a few letters to go out and my weekly update to the board as well as the employees. There's a meeting this afternoon with a client I want very badly. Dimitri Wolkowski. We put the slidedeck together for it, do you remember?"
How could I forget? Two days ago you were getting my input and we were doing a dry run. You locked your office door and had me slowly strip for you while we went through it, unil I was down to just my bikini cut panties. I nod around your cock, making a muffled affirmative.
"Mmm. Good girl," you say and tighten your grip in appreciation.
"Now I know it's short notice but I'm going to need you to come with me to Alexandria. It's three days, Sunday to Tuesday so we'll have to fly in on Saturday. Weird, I know. Sunday is the golf tournament between me and a number of clients and competitors. You don't need to go to that but I'll find some uses for you. The next two days are the conference and tradeshow. We can take turns watching the booth but I'm also going to ask you to record some talks for me. We can get dinner after that and then we'll see. Do you have any questions?"
I nod and you pull me up off your cock where I take a deep breath.
"What's my priority on these trips? Why is it important I come along?"
You push me back down and I gag before you let me up just slightly, so that the spongy head of your cock is near the back of my throat. "Good question," you say, and I hear the grin in your voice as you do. "Keep me company. Help me when I ask. If you anticipate a problem, solve it. Make your body available to me whenever I want. Let me blow off steam with you. Can you do that, Shae?"
I nod and murmur yes into your cock. You stroke me face and I moan again.
"Good girl. I know you can. You can even take a break from your plug while we fly but once we're in the hotel, it needs to go back inside you, understand?"
I nod again, moaning at the thought.
"I'm also stuck in that teleconference once we get back and I'm going to need your mouth for that. You can take breaks between my erections. I was thinking my belt would make a nice leash for you, don't you think? I take it off and keep it around your neck until it's time for you to come out? "
I moan again into your cock, plunging myself deeper and choking myself on you. I'm already living my fantasy, yet other unlikely ones occur to me. You fitting your desk with bars for when I've been naughty and I have to beg to be allowed to suck you. You sticking your cock between the bars to feed me your cum until you were satisfied I'd learned to behave.
I hear your breath hitch and feel the muscles in your thighs tense. "Ohhh. Good girl Shae. That's it."
You're close. In one week you've conditioned me to crave your cum like water or coffee in the morning. I can't start my day until I've had it. My breath is running out but I hold off on pulling back to feel you cum into my throat.
I hear a crash and contain my squeak. I try to pull away but your hand is firmly in my hair. Allowing me to draw breath, but gagging me with your cock.
"Liam, do you have a minute?"
It was Aiden's slight Cantoese accent.
You clear your throat. "I'm expecting an important call any minute, can it wait?"
"No problem," says Aiden. "I'll leave when they call. I just want to get your opinion on that report Sulie and I finished yesterday."
"I haven't actually had a chance to look at it yet, I got in a few minutes ago." You tell Aiden. I can hear the tension in your voice but Aiden doesn't seem to mind.
"Well that actually works better for me because I wanted to give you some notes on Sulie's parts because I think there are some weaker areas you might want to address."
You tighten your legs around me, pincering your grip until my nose is squashed against you and my mouth is completely full. I can't really breathe like this and I force myself up to take a soft breath before letting you push me back down. I lick the underside of your shaft and I hear you gasp.
"Okay, Liam?"
"Uh yeah, I just umm...pulled my groin jogging the other day."