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My Boss had a Secret

by Damptrunks


I started working part-time for an IT firm in the city, to help support my University life. It was good experience as I was going to be a computing graduate anyway. I liked having cash so I could live above the basic student level.

I had a bit of a dirty secret. I was really into older men. As I was only 20, there were plenty of those around. I liked to go to a particular swimming pool in a less desirable part of town. Although the entry cost was cheap and was my initial reason, I found out they had a men only night on a Thursday. It turns out that men only really meant gay men having sex on Thursday nights. I liked to walk about the changing room and pool area in just a speedo showing off my body to the men around. Although it became the same people most of the time, I usually had at least one man wanting sex with me.

At work I found the boss quite attractive. He must be about 40 and always cycled into work, so I assumed he was pretty fit. I did see him in his cycling gear once and was quite pleased. I assumed he was married and apart from an occasional thought I never really considered much.

During chats with mostly the women in the office they thought my boss, Joe, might be gay as he wasn't married and never seemed to have a girlfriend at any work event. They would joke that maybe I was his type and I should try it on and find out. Although I laughed, this made me think about him in a different way. I had the odd fantasy that he'd speak to me and some nights I would masturbate thinking about him.

One day, I had to speak to Joe about a server issue. He came to me to ask if I would be available to help the team on Thursday. I knew what I planned on a Thursday and told my boss that I had other plans every Thursday. When he asked about them, I went scarlet. Although people knew I was gay, I wasn't going to tell everyone that I like to have anonymous sex with men at a swimming pool. I just went with that I swim every Thursday night but could miss one if he really needed me. Joe was sure that he would. He got up to walk away but turned back and asked more questions, like where did I go swimming and how much was it and why Thursdays? I gave some answers that were a little vague but if he did a small amount of Google research he could work out what sort of boy I was.

A few months later, it was Thursday, I was horny and off to the pool. I hadn't been for a while due to work and exams and was glad to able to release! I entered the changing room area. As always on Thursday, the lights are turned low and it's a lot darker. As only about 20 men go, only one set of cubicles is available. I go to a cubicle and start to change. The area available is at the far end and none of these cubicles have the curtains anymore. This area is never used normally.

I strip down until I am only wearing my tight white briefs. I fold my clothes and leave the cubicle to put them into the locker. As I stand there, I remove my briefs, place them into my bag and take out my red speedo. I lock the locker and return to the cubicle to put on my speedo. I make sure I arrange everything so my cock is pointing to the side, so it has room to grow. I sit in the small seat in the cubicle and stroke my covered cock a few times. I start getting aroused and my cock gets larger. It's time to go for a walk about and see if I can find a man.

I pass all of the other changing cubicles normally in use and head towards the toilet and shower area. I pass through the toilets and there is a man there. He looks about 50, short, big arms, salt and pepper hair, bit of a belly, wearing a black Adidas speedo. He has his cock in his hand and is pissing into the urinal, making excessive pleasure noises. He looks right me as he does so. I stand next to him and pull down my red speedo to reveal my fairly hard cock. He looks at my cock and then me.

"You're looking hard, can you piss with that?" He asks. "I can piss with a full erection." I reply. "I'd like to see you do that, but in your red trunks."

I smile at him. This isn't the first time I've had that asked of me. I put my now fully erect cock back under my speedo and stroke it some more. He stops pissing and puts his cock into his trunks too. He starts stroking my body and my trunks.

"Come on boy, soak your trunks for me."

The pressure built up and I let loose a stream of piss into my trunks. The red material turned a darker color and the feeling was so good. The man had a huge smile and continued to stroke me, especially my hard, covered, wet cock. When I was done, he thanked me and pulled out his hard cock and started masturbating.

"You can go now!"

I left him and walked into the shower area. I immediately washed my body. Although the feeling of releasing piss into my trunks was nice, the after effects weren't so great.

Feeling refreshed from the shower, I am completely dripping and my hard cock is very obvious under my dark red trunks. I leave the shower area and walk out to the pool. There are a few men swimming, some are chatting pool side. I do a short walk towards the shallow end and pass a man sitting on his own. I recognize him and hope he wants me. I stand next to him and he looks up.

"Your cock is pretty hard." He points out. "I'm really horny." I tell him. "Do you want to go to the toilet?" He asks.

I start to walk towards the small male toilet nearby. I walk through the entrance. Inside is a small sink and a toilet cubicle. I pause before the cubicle door and turn round. The man enters behind me. He is around 45, tall, dark hair, beefy with a hairy chest. His yellow swim trunks are a give away as he always wears those. I have had sex with him several times and always look for the yellow color.

He pulls out a small cachet of lube from his waistband and rubs it up and down his hardening cock.

"You gonna take my cock and cum, boy." I knew that's exactly what I wanted. "Yes I want it in me."

I bend over and support myself against the tiled wall, with my legs slightly apart. He stands behind me. He pulls my trunks down just enough. He places his cock against my opening and slowly pushes into me. God I love the feeling of a cock sliding in the first time. He pushes more and more and eventually he slides in.

"Good little slut." He breathes into my ear.

He immediately starts thrusting in and out of my asshole. I can't control the noise I make. I moan with every thrust. He grabs my waist with both hands and bangs me deep and hard. I moan even more. Every man in the pool can hear him use me and I love it. A couple of men come into the toilet to watch. I look at them as they masturbate. Another guy enters behind them and also watches.

The first two watchers shoot their loads, one is all over the tiled floor and the other moves close enough to get it all over me. They leave. The third man moves closer in. In my haze of lust from being fucked, I realize I am looking at my boss, Joe. As this tall man pounds me, I stare into Joe's eyes. I look up and down to see his lean body with nice muscle tone and a good covering of dark hair. His body looks amazing in the navy speedo he's wearing. I can see his cock is solid under the material. I can't control myself. I find the situation so hot. I start to orgasm into my red speedo. My clenching brings the tall man to orgasm as well. He fills my ass with his cum, moaning loudly and thrusting deep. He pulls out and leaves the toilet with a "see you again."

Joe walks around and watches as the tall man's cum drips out my asshole. He pulls my trunks back up.

"See you at work tomorrow. Be early." Joe leaves.

I stand in the same position for a couple of minutes longer and then head back to shower and then change. I leave the building and head back to my room on campus, confused.

As Joe suggested, I arrive at work very early. No one else is there. The security staff have to let me in. I sit at my desk and wonder what is going on. After 15 minutes, Joe enters. What is he going to say? I am nervous and excited. He passes my desk wearing his cycling gear. The Lycra shorts and tight top. How I wish it was him fucking me last night.

"My office, now."

He is never like this when he speaks. I am really worried. Is he going to fire me?

I enter his office and close the door.

"Do you want to talk about last night?" I nervously ask. "You will never discuss last night, to anyone. That had better be clear. I want to talk about right now." "OK. Whatever you want." I am desperate for him to not hate me. "Take off all of your clothes. I want to fuck you on my desk."

I stand there, silent and stunned.

"Take your fucking clothes off boy. I know you're a fucking slut and want to fuck you."

I am still standing but realize what he wants. I start to strip.

"Faster, we don't have all day."

I strip as quickly as possible and stand completely naked in front of him. He eyes me up and down.

"Come over here. Bend over me desk."

I lean down and lie on my elbows with my legs apart. I hear him pull down his Lycra shorts and I guess he opened a packet of lube. The cold liquid is pushed into my hole with his fingers and the rest is rubbed up and down his cock. I can feel him pressing into me. I wanted this for ages but this isn't how I expected it. He pushes more and more and I give in, allowing him to slide into me. He fills me up. He must be massive. He starts sliding in and out of me. I am loving it and my cock is hard. I can feel pre cum dripping out of me. I want this so bad.

"Good boy. Take my fucking cock." He tells me.

He continues to pound me but harder, deeper and faster.

"I wanted to fuck you here months ago. I knew you'd be a good slut."

He keeps fucking away and I am loving it.

"Beg for my cock boy." "I want your hard cock inside me."

His fucking became shallow and very fast.

"Take my seed boy. Take it."

I could feel his cock swell inside me and the pulsing of him emptying into me. He moaned so loudly. He pulled me up so I stood. He grabbed my cock and masturbated me hard and fast.

"Come on my desk, you little whore." He whispered into my ear. "You are my whore to use and play with. Never go back to that place. The only cock you need is mine."

His whisper in my ear, the feel of his lyrca clad torso pressing against me and his vigorous jacking at my cock. I unloaded across his desk, moaning so loudly.

"Good boy. You'll be my little slut from now on. You'll take only my cock and only my cum." He whispered as he continued to run his hand up and down my super sensitive cock. "Now go to the washroom and clean yourself. I'll speak to you later."

I did just that. I grabbed my clothes and ran, naked across the office and into the washroom. I cleaned up the best I could and dressed myself. I still couldn't believe what happened. My hot boss just fucked me.

As I was about to leave, Joe came into the washroom. He grabbed me and pulled me to him and kissed me deep and hard, grabbing my ass.

"Get on with work. I have to change."

I sat at my desk and only wondered about what would happen next.

I was called to Joe's office at the end of the day. Everyone else is leaving and I am hoping he does want to fuck again. I am still a little tender from this morning. I enter his room.

"Stand there boy." He gestures to the other side of his desk from myself. "Here is my address. Come round for dinner at 7pm. After dinner, I'll want to fuck you again. I'm thinking of drilling you in every room of my house and the garden."

I agree with a nod and turn to leave.

"Oh!" He starts, "just so you know. I've changed my mind. We'll go back to that pool next Thursday, together. I want to fuck you there as well. I want to fuck you in the changing room and the toilets and the pool. May as well show those other men that you only need my cock now."

I, again, stood listening to him. I assumed he was done again. "Yes boss."

"I like that. Call me boss tonight when I'm fucking you. Now off you go and get ready. Bring that red speedo tonight."

I left and headed straight home. I was so excited. My boss was hot, older and loved to fuck me. I couldn't wait to see what tonight would be like, never mind next week.

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