My Employee

I manage a branch of a large bank in Florida. My name is Omar. I'm 30 years old and yes, I am very young for my position. I'm just very good at spotting flaws in documents and numbers, and tend to be very meticulous. Things that pushed my career into overdrive and landed me here.

But I am writing this mainly to walk you through something that happened a few months back at work, but doesn't really relate to it.

I manage a decently sized team. About 20 employees, although I mainly interact with eight of them. The one that I interact with the most is the Manager's assistant, Richard.

This started on a Friday, late January.

I started my day normally. I arrive early and leave late, but that day I called Richard to let him know I might arrive in the afternoon, as I had a meeting with the District Manager. But The DM called and rescheduled when I was already arriving at the building. So I just turned my car around and went back to the office. When I arrived, I noticed Richard had probably arrived early, as it was only Scott, the guard, and the lights had already been turned on, which I normally did, just because I liked doing it.

I walked to my office and heard rapid movement from Richard's office followed by something metal hitting something. His office is adjacent to mine, with a large window and the blinds folded down. I tried to open it, but it was locked. Now, I know most people will immediately think he was masturbating, and I'd agree. I thought the same. But our work schedule rarely gives us time to do that at home. At least mine doesn't.  As I said, I arrive early in the morning and leave late at night. My life is my work, and my weekends are for socialising. So I wasn't going to fault Richard for squeezing one out before work. Not like I haven't done it myself when work gets stressful.

I knocked on the door, and almost instantly, Richard opened.

Richard is a tall and pale-skinned ginger guy with short hair and thick, black glasses, with a thick beard that he kept very well trimmed and chubby. 46 years old. He always dressed sharply, and despite him being 16 years older than me, he was always very polite and treated me as his boss. Today, however, he was a bit messy. His pale skin was clearly flushed, and red crawled down his neck. I could see his shirt half tucked and a small wet stain on his pants.

- Morning, Richard. You good?

- Yes sir. All good.

- You seem... Agitated...

- Oh? It's my allergies. I get flushed. --  Allergies? Decent cover.

- Ok. Mind if we go through today's docket?

- Sure!

He was clearly nervous. His breathing fast, and he is slightly jumpy. Definitely masturbating.

We went through the docket for roughly 30 minutes before someone else arrived. Anna, the Relationships Manager, walked into the office and asked Richard to help her with the coffee Machine. It's an old appliance, and I've never gotten to buying a new one. It's temperamental.

Richard got up and left the office while I reviewed a few notes for meetings ahead, but I immediately thought to check his browsing history. Now, don't get me wrong. He is very handsome and definitely my type. But I'm a 30-year-old, on the lean side, with little time for social life that was limited to the weekends, which are mostly spent at home with my cat and dogs. I feel I've earned the right to be a little freaky. I swapped to his PC and realized it was off. Obviously. He turned it off. But as I was getting up, my foot hit something made out of metal. It hit the wood as my shoe glanced against it. I reached down, and even before I picked it up, I knew what it was. A silver plug. I decided to grab it anyway because, as I said, I've earned my right. I looked at it for a couple of seconds before I noticed under his keyboard a piece of paper. I dragged it out, and there it was. A picture I posted, shirtless, of a trip I made to Hawaii ten years ago. Hawaiian shirt opened and shorts that maybe revealed a faint print, but I had never seen it like that. I was definitely hot. And I mean temperature-wise.

I decided to put the picture back where I found it, but as I kept staring at the plug, I kept on imagining him sitting on that chair, legs on the desk, trying to put it in by himself... God, I wish I could help. Then I saw his shadow walking across the closed blinds towards the door. I slipped the plug into my pocket and sat back on the chair I was in, placing a folder on my lap to hide the clear erection I was building.

He sat back down, and we continued going through the docket for the day for another 4o minutes, before more and more people began arriving, and then it was time for me to get going. I gathered all my documents and headed for my office.  Once inside, I took my jacket off, and as I did, I realized a weight in my pocket. Why did I do that? He will notice. Hits not like it could've rolled away into the hallway.

But then my imagination began playing a scene of him walking into my office, sheepishly. He'd ask if I had something of his, then I'd pull the plug and ask him to bend over so I could leave it where it belonged. He would. And then I had to shake my head back into reality.

I washed it and played with its weight on my hands, thinking about how many times he had been wearing it while at work. And then put the distraction away in a drawer.

The day passed.

People started to leave, and every time I open the drawer, I'd see that image of him. His legs were on the desk. His hand reaches down. His dick leaking...

**Knock Knock**

I grab a stapler and close the drawer.

- Hey, Richard. You leaving?

- Soon. Yeah. -- He's sizing me up.... He knows.

- Alright. I'll close everything. I might have to arrive late tomorrow; we'll see if the DM postpones again.

- Alright...

-... --He's expecting me to say something... -- Do I have something of yours? -- Fuck... Don't say THAT...

- His face flushed again.

- Ah... I don't think so...

My heart was pounding. I was seriously debating whether I should say something. But then he turned around and walked out after saying good night.

...

- Are you sure I don't? -- Fuck...

He slowly returned. Poking his head, facing the ground.

- I... I am so sorry... I...

- How does it work? -- Am I normally this bold?

Richard's eyes were wide open, and he looked at me.

I opened the drawer and slowly put the plug on the desk.

- Also noticed a picture under your keyboard... Good one...

- I...

A couple of seconds passed. He started fidgeting with his hands.

- What were you doing with this thing and my picture when I interrupted? -- Is he liking this? Should I stop? -- And please don't say "I....."

His eyes refused to meet mine.

- Listen... I'm your boss, and this could be very... Unprofessional... But...

He finally looked up at me.

- If you want to take it and leave, we could forget this ever happened. If instead you wanted to show me how it works, maybe I'd like that.

His jaw began to open, like the words were there, but his mouth refused to do the talking. His words refused to communicate, but his pants were showing me the answer.

- Take a seat. Show me.

He kept hesitating. His eyes were darting from the plug to me and then away.

- You're supposed to say "Yes, sir."

- Y... Yes... Yes, sir...

He approached the desk, avoiding eye contact. Grabbed the plug with his hand, and for a second, he looked like he didn't even know how it worked.

- Want me to tell you what to do next?

He nodded.

- Take off your shoes. Unbuckle your belt. And take off your pants.

Richard's face flushed a deeper shade of red, he nodded, and took off his shoes. Then unbuckled his belt and unzipped his pants. He kept looking at me every now and then, but never made eye contact.

I leaned back, and he dropped his pants, trying to cover his bulge with both hands.

I tapped the desk for him to put his pants there, and he bent over, picked them up, and placed them on the desk before standing straight and staring at the desk.

He had a beautiful set of dark green briefs. Tight but not undersized. A small wet stain on his underwear that he seemed to be aware of and was trying to hide.

I extended my hand out.

- Give me those....

He took a deep breath and took his underwear off. He held his entire bulge in one hand and handed me his briefs with the other. I put them on my side of the desk, and then stood up and walked around the desk while I began unbuttoning my shirt all the way down. Then I stood between Richard and the desk, looking up at him. He was much taller than me, but also seemed smaller. He kept on looking at my side, trying to avoid me.

Now sit down, put your feet on the desk, at either side of me, and show me.

I grabbed the hand that was covering his manhood and put it to one side. It wasn't big. Not at all. Uncut. Clean shave.

He leaned back and put his feet on the desk. One on either side. His hand, still with the plug at all times, moved towards his entrance. He was shaking, and the plug fell from his hand. I put my hand on his belly as he tried to get up to pick it up. Then picked it up for him, brushed it off, and slowly put it in my mouth. I wanted to make sure it could slide without bothering him.

- Richard... Look at me in the eyes when I do this.

He sheepishly looked towards me, making eye contact. I leaned forward, almost hovering over him. The moment the plug was placed at the entrance, he gave a small jolt. I nodded. Then pushed softly. He bit his lower lip. And I could hear quiet whimpers as I kept on pushing.

- Tell me you want me to stop, and I will stop...

He shook his head negatively.

- Good boy...

I pushed in a bit further. Then Richard's face lit up. His mouth opened. And I used a finger to push it slightly deeper.

- So that's how it works?

He nodded

- And you like it? It feels good?

He nodded again.

- Want me to show you what makes me feel good?

He nodded one more time.

I kneeled between his legs and got really close. I could see the metal flare on the plug already inside him. His shaft was standing upright, almost gushing clear slime. I could smell him. The faint scent of a day's work, cologne, and lavender?

My mouth opened, and my tongue caressed his inner thigh. He shook lightly while his eyes wandered somewhere else, almost ashamed of his reaction.

- Look at me.

His hands covered his mouth almost protectively, like a puppy, embarrassed. But his eyes met mine. I moved to the other thigh and did the same. Then closer. Then even closer. Then I felt his tight testicles being tingled, tempted, and tightening. Another small gush of clear slime.

My mouth wrapped around his left testicle and softly vacuumed my mouth, forcing it inward. He whimpered. His breathing accelerated. Then I let him go, before moving, and stared at the leaking pipe. Maybe it was because he's chubby. Maybe it was because he was in that position. Regardless, his member looked so small. So adorable. So hard. The foreskin slightly covers the head and a small trail from the tip, all the way down the shaft, his belly, and down his side onto the chair. I leaned forward and wrapped my mouth around the head, pushing the hood back with my mouth. He whimpered some more.

His whimpers were fuel to me. The taste of his precum was an aphrodisiac. But I had to let go.

I stood straight. Towering above him, despite him being taller than me. Looking back, I saw his feet still on the table. Socks still on. His toes curled. I reached back and grabbed his left foot, removed the sock, and placed his foot on my left shoulder, then did the same to his right foot. Then moved his feet to my chest, bare against me, while I leaned forward. My groin against his taint, slowly thrusting with only a couple of layers of fabric in between him and me.

- Boss...? -- Richards whispered in a whimper.

- No... not yet... Not today... But clear your schedule for tomorrow....

I had to put his feet down. But I did it delicately.  I stood over him as I buttoned my shirt back on, then leaned forward.

- Do me a favour. Close the place for me... --I looked down at his leaking member and then back up at his eyes. --And don't play with it...

Walked back to my desk, put on my jacket, and took his briefs with me along with my satchel. And left.

-

I arrived home at 9:30pm. Had to drive slowly as I kept replaying what happened. Distracting myself.

The house was small. Three bedrooms, two bathrooms. One floor. I had to be up by 5AM the next morning, so I heated dinner and went to bed. But obviously, I kept tossing and turning. Trying to control my urges. I kept checking the time on my phone, or at least I convinced myself that's what I was doing, when in reality I knew I was just waiting for a notification from Richard. It didn't come.

Fuck it.

I dialled his number. My finger hovering over the "call" button. Then tapped back and started typing.

- Trouble sleeping, Richard?

- Yes, sir.

- Is it still in?

- Yes, sir.

- Have you played with yourself?

-... No, sir...

- Good...

- I... I wanted you in the office.

- Yeah?

- Yes, sir.  I was hoping you'd pull the plug and put your fingers inside me...

My hand started to rub over the covers, and I could feel my erection, which had already been at full potential for a while. I sleep naked, so accessibility wasn't an issue. But I was craving him more than an orgasm.

- Put your fingers in your mouth. Imagine it's mine.

- Yes, sir.

- Now use one finger... Not in just yet... Just play around it... Leave the plug inside for now.

- Yes sir. --Sir... he keeps calling me that... Why do I like it so much?

- You think you can slip one finger in while the plug is inside?

A minute passed...

Then, a picture arrived.

He was naked on his bed. I could only see his back in all fours. His big, round ass, hairy, and a plug inside him along with half his middle finger.

- Bold... Is that my picture I see on your pillow?

- [Flushed emoji] Yes, sir.

- What do you like about it?

- Your chest. I can barely see your nipple. It's attractive.

- I got up from the bed and reached for my satchel. Took his briefs and put them on before turning on the camera and taking a picture of my torso. I'm not too hairy, but I do have a good shape. I work out for an hour every morning, so I'm no gym rat. His briefs and my print were also very visible. I'm not huge, but I think almost 7 inches is decent.

- [flushed emoji]

- Don't worry. I'll be gentle.

- I like your nipples, sir.

- What would you like to do with them?

- Lick?

- Yes.

- Suck?

- Yes.

- Bite...?

- Good goy.

- I like it when you call me that.

- Any particular reason why?

He took a minute or so to reply.

- Makes me feel submissive [Flushed emoji]

- And you like being submissive?

- Yes, sir.

- You like taking orders?

- Yes, sir.

- So if I told you to make a video in the same position as the picture, but with both hands in front of you, and push the plug out, you would do it?

- If it was an order? Yes, sir.

- It is an order.

Two minutes passed, and then a video arrived. His hands were both on the bed, leaning forward, his ass and feet visible. The plug was pushed once, then twice, and then it slid off.

- Richard.

- Yes, sir?

- Do you have my address?

- No, sir.

- 400 Oliver T. St. How long would it take you?

- 20 minutes, sir. Omw

- Oh, and also...

- Yes, sir?

- Leave your clothes at home, put the plug back in, and FaceTime me once you're in the car.

- Yes, sir.

- Good boy.

Three minutes passed. And I received a FaceTime from him.

The screen lit up. He was in his car. Buckled up. Naked. His face flushed. He looked at me for a couple of seconds and waved.

- You couldn't look cuter if you tried. -- I positioned my camera so he could see me lying in bed, and he could only see my chest and face.

- Thank you, sir. --He began driving.

- I guess this is a good time to talk about boundaries, expectations, and such?

- I'd love to.

- Ok. Good. Do you want me to wear a condom?

- I would prefer not, sir.

- Why? --Richard smiled, ashamed. Like he got caught with his hand in the cookie jar.

- I have been wanting this for a while...

- Sir. --I corrected him

- Huh?

- "I've been wanting this for a while, sir."

- I have been wanting this for a while, sir. --He corrected

- Good boy. Is there anything you'd been wanting me to do?

- A lot... Sir...

- First thing that comes to mind? Besides the obvious. --Richard smiled and looked at the camera.

- I've... I've always wanted you to uhm... Play with my feet, while you're... Ah...

- Inside you?

- Yes, sir.

- You have a thing with having your feet played with?

- Yes sir. --Each question made him blush more and more.

- Tickled?

- Yes, sir.

- Licked?

- Yes, sir.

- Use them to jerk myself off?

- Sir... if you continue, I'm going to...

- Fair enough. Feet. Noted. What else?

- You saw my... penis, right?

- I may have admired it, yes.

- Could I ask what you thought?

- Regarding?

- Size...

- You like your size?

- Yes, sir.

- What do you like about your size?

- Its... Small

- So you'd want me to mention it?

- Yes sir.

- Compare it?

- Yes, sir.

- Mock it?

- Y-Yes, sir...

- Am I getting you close?

- Yes, sir. Both I and my location are close.

- The door is unlocked. Make your way to the only room with light in it.

- Yes sir.

Roughly 5 minutes passed before I heard the door open, then close. I went to my closet and got lubricant, although I was already leaking profusely, I thought, just in case. By the time I placed it on my nightstand, Richard was already at the doorstep. I looked at him head to toe,  stopping on his broad chest and big belly. He was way furrier than it seemed on the call, but that was just a bonus. He was rock solid and leaking. Just like me. He stared at his own briefs that were on me. Clearly oversized, but that just seemed to excite him. I made a motion with my head for him to follow me and led him to the bath. I detached the showerhead and made him sit on the edge of the bath with his feet inside, ran some warm water, and washed his feet thoroughly. Soaping them up, passing my fingers through the toes, scratching his sole, and making him flinch. I also made sure the water splash would get his briefs wet, so it would stick to me and make him see things from a new perspective. He was clearly very into having his feet played with. His small shaft would twitch and leak every time I passed my nails across his sole, and he'd whimper when my fingers caressed the crevices between his toes. Once his feet were squeaky clean, I led him to the bedroom again and asked him to sit on the bed. I climbed on his lap and got a few inches away from his mouth.

- Do you like having your hair pulled?

He nodded. I grabbed the back of his hair and lightly pulled, making his head go back.

- Are you going to be a good boy for me?

- Yes, sir.

- You're going to stay with me tomorrow all day, right?

- Yes, sir

- And what do you want to be for me while you're here?

- A good boy, sir.

- What else?

- I... I want to be your toy, sir.

- What kind of toy?

- Your fuck toy. I want to be your property to use, sir.

- Are you going to be obedient?

- Yes sir.

Using his hair as leverage, I moved his head closer to my face and kissed him. His mouth was warm. He was nervous. And he was warm. I gyrated on top of him, making sure he could feel my boner against his belly, and bit his lip every now and then. I played with his tongue and grabbed his hands and led them to my nipples. His rod twitched. So did mine.

I stepped off just to ask him to bed over for me, which he obediently did. He exposed his ass to me, with the metal flare being the centre of it all. I leaned forward and started softly biting his cheeks, then kissing and licking around the metal flare, then my tongue slipped under it, pushing and pulling. I managed to bury my face deep enough to bite around the flare and push it out.