The Boss

by Shy Stuart

4 Jul 2019 2840 readers Score 8.8 (41 votes) PDF Mobi ePub Txt


The next day I arrive bright and early at work. I'm not surprised to see the gates open and John (my boss) sweeping the car park and picking up litter. You have to admire a boss that mucks in like everyone else. I can understand why all his staff had a lot of respect for him.

John greets me with a big smile but points to the CCTV cameras to remind me we are being watched. He tells me that Pauline is back today so things might be a bit frosty. I'm not to worry, as he has a solution. I ask what the solution is but he tells me to wait for the meeting after break.

I go up to the office and I watch John from the window. He looks quite sexy in his shirt and tie with his sleeves rolled up.

The rest of the staff arrive including Pauline. I say hello to her but she doesn't reply. John calls her in for a meeting which lasts about 40 mins. When she comes back she's beaming from ear to ear. Later she goes off for her break leaving me alone. Within a minute John comes into the office.

"How are things with Pauline?" he asks.

"Icy cold", I reply.

John stands behind me and begins massaging my shoulders.

His touch is firm but it feels so good.

I can feel my whole body begin to relax.

"Oh gosh that feels good, don't stop John".

I close my eyes and instinctively start pinching my nipples.

John reaches inside my jacket brushes my hands aside and starts working on my nipples. It feels amazing having another man work on my nipples. John pinches them so hard I nearly cum. I place my hand on his and ask him to stop.

"You ok Stuart?", he asks.

"I'm going to cum if you keep going", I reply.

John smiles reaches down and plants a kiss on my cheek.

"I best stop then", he replies.

The feel of his soft lips and rough stubble nearly tip me over the edge. I don't think he realises just how inexperienced I am with men.

We hear footsteps so straight away John starts talking about the meeting. Pauline comes back into the office and he asks her to gather everyone up into the canteen for the meeting.

The meeting starts and John calls Pauline up to stand next to him. I'm shocked but pleased when John tells everyone that Pauline has received a promotion. She will be moving up to head office as from tomorrow. 

He makes an announcement regarding the gender imbalance within the department and goes on to say...

"Stuart will be taking over Pauline's roll as my personal assistant and next week a young woman will be joining the workshop team as a trainee engineer".

There are gasps from some of the older engineers but I can see the younger men quite like the idea of having a woman join their ranks.

The meeting carries on for another 15 minutes then we return back to work. Pauline is full of herself but is still reluctant to talk with me. John heads off with Pauline up to head office.

The next day John and I have the whole of the upstairs offices to ourselves. I hardly have time to settle in when John comes up behind me and grabs my ass from behind. I swing around and he takes me up into his arms cupping my bum in one hand.

We grind our bodies together while tonging each others mouths. John forces his hand down the back of my trousers and into my briefs. I can feel his finger slide down the crack of my ass and he fingers me. It's difficult to put into words how it makes me feel. I feel vulnerable but I also want to pull my trousers down bend over the desk and present my arse to John for fucking.

This is a dominant side of John I've never seen before and I like it. Things get really busy but we continue flirting with each other all morning. Nothing heavy just the occasional touch or fondle a couple of steeled kisses, that sort of thing. Both of us are walking around with our cocks poking out of our trousers. I can feel a damp patch forming in my briefs.

Things quieten down by about 4am, some of the girls have already gone home.

I'm beginning to feel a bit frisky like a young puppy so I wander into John's office and shut the door. He is wearing a pair of glasses that make him look even sexier than he did before.

"Wow, love the glasses John. You remind me of my old college lecturer".

John looks over the top of his glasses and smiles.

"Is that a good thing then Stuart?"

I think for a second, smile and say.

"Yes, it's a good thing. I always wanted to crawl under the lecturers desk and suck his cock".

John raises his eyebrows. I can tell he's trying to imagine that scenario.

"You're a horny fucker Stuart, show me"

I get down on my hands and knees and start to crawl towards John's desk.

"Fuck Stuart, what are you doing? I was only joking!"

I crawl under John's desk squeezing underneath the modesty board until my head pops up between his legs.

John looks down at me nervously.

"If anyone comes in now we're fucked".

I lean forward and kiss his hardening bulge through his trousers. I undo him and reach into his hot briefs and pull out his fat cock. I open my mouth and move in closer. I flick my tongue across the purple head of his cock. A string of precum hangs between my tongue and John's cock and I gobble it up. Copious amounts of precum are dribbling from John's cock and I close my lips around his glans and take him into my warm mouth.

My head is spinning, it's only the second time of having a cock in my mouth. I want to savour every moment. Again I marvelled at the different textures, the softness of John's foreskin compared with the hard glassy quality of his glans.

I explore John's cock with my tongue swirling it around the inside of his foreskin, teasing his frenulum. John places his hand on the back of my head and urges me to take him deeper. I bob up and down on his cock slowly taking him deeper into my mouth. I gag a couple of times but I'm determined to do a good job and take him balls deep,

John pulls his cock from my mouth. I open my eyes and watch as his foreskin slides backwards and forwards over his glans. He rubs his cock over my face before plunging it deep down my throat again.

I look up at him with my soft brown puppy eyes as I work on his cock.

"I want your cum, please cum in my mouth".

John takes his cock from my mouth and begins wanking.

I suck on each of his balls in turn then I run my tongue up his shaft licking his frenulum as he wanks onto my tongue.

Then he whispers, "I'm going to cum".

I brace myself against his legs gazing at his hole mesmerised waiting for him to cum in my mouth.

Suddenly his cock explodes, the first rope of cum shoots way over my face and into my hair, the second did the same and the third before I manged to take him back into my mouth. The taste was intense far stronger than I had anticipated.

I play with the cum in my mouth, blowing bubbles with it, letting it drip onto my chin before sucking it back in. I want John to see how much I love his cum.

I look up at him so he can see it all in my mouth before swallowing it down.

I squeeze every last drop of cum from his cock licking and lapping at his purple head until there is no more left. I'm so horny I want more cum, if there was another man with us I would have gladly sucked him off too. John scooped me up from under the desk and we share a spunky kiss.

I get up and straighten myself out. There is cum in my hair on my jacket and there are big wet patches on my white shirt. John opens a drawer and pulls out some wet wipes and begins dabbing my jacket with them. I suppose in the heat of the moment we hadn't really considered our circumstances. I was rather proud of the cum stains on my jacket and didn't really want them cleaned off, but I didn't want to be found out either.

John squirted some of his expensive aftershave on my shirt and handed me a toothbrush in a sealed plastic bag and told me to go and clean my teeth in his private washroom.

"Do I have to John, I'm loving the taste of your cum".

John sighs, "You don't want any of the girls to notice your cock breath do you?".

To be honest at that moment I was more than happy to tell everyone that I was John's bitch. I couldn't wait until Friday when I could spend the night with him.