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Derek, the Suited Trainer

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I walked out of my house and dragged myself into my car. Monday. What an awful day. I drove out of Powderhorn Drive onto Whitegate Lane. First on the agenda this morning was chest day at the gym. I had been working out since I was 18, building myself quite the body now at age 27. I would classify myself as muscular, maybe even a gym bunny, as I tend to work out six times a week. I loved being in the gym, but motivating myself to actually go had never gotten easier, especially on Monday mornings.

At the end of Whitegate Lane, I waited at the stop sign before I turned right onto Michigan Avenue. After the gym it was going to be time for the afternoon shift in my Dad’s tailor shop. When I was growing up he spent every day in that place, but nowadays he often left me alone in there so he could go do other things. And sure, he had gotten older and had made a name for himself, but still. I felt like he left me alone with Mom quite often when I was younger, and he isn’t exactly catching up on spending time with me. It’s possible that I also resent the fact that I am working in my Dad’s shop at the age of 27. I had dropped out of college and hadn’t really gotten together a life plan just yet.

At the end of Michigan Avenue, I turned left onto Venture Park Drive, before making a quick right at the traffic lights onto Stadium Drive. It was a chilly, yet sunny 35 degrees (2 Celsius) in early April. Winter was finally coming to an end. And spring always got me in the mood to meet some new guys. Since moving back to Kalamazoo I had hooked up with a few of the guys I met at the Anytime Fitness that I had been working out in. It happened to be close to my house but it helped that the guys who worked out there were really hot. The only one I hadn’t yet been able to seduce yet was the hottest one of all, this trainer named Derek. He worked there, so I saw him often, but he hardly ever gave me any attention.

I turned right and then left onto the Anytime Fitness parking lot. I got my gym bag from the back seat and got out. I felt the cold air on my skin as I just wore a black T-shirt and dark grey sweatpants with a black backwards cap. I quickly went inside, where I was greeted by Bryan who was manning the front desk. “Hey Josiah, good morning!” “Good morning, Bryan!” I was quite a well-known person here, which wasn’t strange. Bryan was pretty sexy as well, but straight. Maybe even married.

I changed in the lockerroom but there were very few people there. It was around 10AM on a Monday morning. It made sense that most people would be at work. Once I got my workout going I noticed it was mainly women working out. Maybe I needed to change my schedule.

I was doing chest flys on the machine when I recognized the T-shirt out of the corner of my eye. The Anytime Fitness T-shirt. Blue with white lettering. I didn’t want to immediately look up, but as the person passed I had to check. In big, white capitals it said ‘TRAINER’ on the back of the shirt. The black hair, wide frame and short stature confirmed it had to be Derek. The black short shorts that showed off muscular legs and a big round bubble ass made it a certainty.

Throughout my workout I couldn’t help but keep a close eye on him. Like every other time I have seen Derek at the gym, he would walk around, allowing his big muscle butt to slowly eat up his shorts. This happened to get me incredibly turned on. He would address other gym go-ers about their form, or help them out when necessary. I have overheard him flirt with his clients, men and women alike. I knew he was gay, the Kalamazoo scene was small enough for me to find that out. He was even known to be quite slutty. But he would never talk to me, or flirt with me. Was he not attracted to me? My friend Helen even suggested it could be because he is racist, and doesn’t like that I’m bi-racial. I refused to believe that’s what it was.

When my workout was over, I looked over to Derek one more time. He was bending over to pick up a dumbbell and put it back. I wanted to fuck his ass so bad. I went into the lockerroom and looked at myself in the mirror. I was happy with the way I looked. My caramel skin, my head shaven bald, my muscles bulging. I was far from the skinny kid I used to be growing up. I took off my shirt and sat on the bench in the deserted lockerroom. I checked my messages on my phone. Thoughtlessly I checked Facebook. Under ‘People you may know’ I suddenly saw Derek Cunningham. Facebook just knows everything, which is more than a little worrying. In his profile picture, Derek’s beautiful black hair contrasted with his alabaster skin and big blue eyes. His perfect smile was framed by some scruffy facial hair. I had a huge mancrush on this guy. It clearly wasn’t mutual, so I decided to try and let it go. I did not send a friend request.

I showered, changed and got my stuff. I walked out of the gym and suddenly it was Derek manning the front desk. “Hey Josiah, have a good day!” I stopped dead in my tracks. He knew my name. “Th… Thanks”, I mumbled as I realized I was being weird and continued walking. Not the best start on letting it go.

I got in the car to go to the center of Kalamazoo, where my Dad’s tailor shop was. It was a 15 minute drive. I could only think about Derek. As I turned out of the parking lot, back onto Stadium Drive, I made a left, back to where I came from. It was a bit of a boring drive, so I could easily tune out and think about Derek. His butt, his shorts, his smile, his body. How he’s shorter than me so I would be able to give him the best hugs and cuddles. And how he would ignore me. Why could it be? I had an entire list of reasons when I snapped out of it and was already at Allen Boulevard. The old buildings on my right, a Walgreen’s on my left. I made a right onto Western Michigan Avenue. The sun was shining. I sighed. I should get Derek out of my head.

I looked around and saw the tall buildings that belonged to the city center. The Kalamazoo Building, the Radisson Hotel, and the Fifth Third Bank. After passing them, I ended up in the more traditional shopping street, where my Dad’s little shop was located. I parked on the right side of the road.

First, I walked into Fuze Kitchen & Bar a few doors back. The waiter, David, recognized me as I went here for lunch quite often. It was quite crowded today, so no small talk like usual, I ordered the Chicken Pasta to go. It didn’t take long before I walked back out to Dad’s shop. I opened the door and Dad was just helping some older gentleman. I nodded to both of them and took my lunch into the break room. I quietly ate by myself and then changed into the shirt and slacks that I had kept in my locker over the weekend. When I came back out, Dad was just finishing up with the older man at the counter.

When the shop was empty, my Dad turned to me and said, “Is it 1 already? You are right on time! Your mother and I are going to pick out a new sofa today.” “That’s nice”, I said. “It hasn’t been too crowded, son, I think you should be fine. If you’re bored, could you do inventory on the tuxedos?” “Sure!” Dad always arrived and left in his more formal clothes, so he just needed to get his coat from the break room. “Have a good shift! Oh, could you please send me a text if you get a request for alteration?” “Will do! Bye!”

And so it started. Usually it was in the mornings when people would come by to have alterations made, in the afternoon people usually picked up what was finished or bought something new. I tended to get the more quiet shifts, but that’s also how I liked it. Regular costumers sort of expected my Dad and would be disappointed if they got me. And I liked it silent. My Dad would do the actual alterations, worst case scenario would be if I had to get some old dude’s measurements. Because that’s how I would describe clientele. Old. And mainly male.

It was 3:30 and all finished clothing had been picked up. No new costumers. I had had all this time to finish up the inventory. Now it was just a matter of sitting out the final hours. Until I suddenly heard the door open. I put my fake smile on and turned around.

It was Derek.

It didn’t register until halfway through my sentence. “Good afternoon, how can I h-h-hello?” “Josiah! I didn’t know you worked here.” “Derek”, I said his name matter-of-factly. He was wearing a black zip-up hoodie and baggy, grey sweatpants. I could tell he was wearing a blue T-shirt underneath the hoodie and he had gym bag over his shoulder. He clearly came straight from the gym. He smiled as he looked directly at me, which I don’t recall him doing before. Ever. I thought I was about to get lost in his bright blue eyes until he looked down and got out grey slacks from the bag. He put them on the counter. “So, I was hoping you could help me with this. I’m a groomsman for my buddy’s wedding, and I was hoping to wear these. But I’m pretty sure with how much I worked out my legs, it’s not going to fit me anymore.” “A-absolutely.” “I have this big ass now, you know, don’t want to be ripping my pants at a wedding!” I looked at him. He winked at me. Was he flirting?

“Welp, let’s get you measured!”, I suddenly piped up. I took Derek to this area in the back of the shop where we did measurements. “Pease put your feet about shoulder-width apart”, I said. He obeyed my instructions. I put my tape around his thigh. “You know what, these pants are kinda baggy”, he said, already undoing the drawstring. “That’s… not…”, I started, but it was already happening. The sweatpants dropped to the floor, leaving Derek in a blue jockstrap by C-IN2. My mouth was literally watering. I felt myself get hard. I didn’t want to look, but I saw his mountainous ass from the corner of my eye, it was hard to miss. I also saw the pouch of the jockstrap protruded; he clearly had a hard-on too. I again put the tape around his thigh, but this time, my hands were visibly shaking.

“Hey, are you OK?”, he suddenly said. I looked up. He smiled. I stood up. “I… I…” After wanting him for all this time, I couldn’t even speak when I finally had the chance. He looked at me intensely. And before I knew it, he was going in for the kiss.

His soft lips touched mine and his tongue came at me. It was warm, sloppy, and wet. It was fantastic. He smelled like a mixture of sweat, deodorant and just musky manliness. Small moans started coming from his mouth as I realized I had instinctively put my hands on his back and was slowly letting them go down to his ass. His big, round butt was only covered by two straps. My hands on the smooth skin of his behind turned me on even more. I squeezed with both hands, before I let one finger search for his hole. Derek now moaned out loud into my mouth. He put one leg up beside me to give me better access.

Then I couldn’t take it any longer. I turned around and in one arm movement cleared a table with folded shirts. Derek understood where I was going and moved up on it and sat on his hands and knees. I kneeled behind him and the most beautiful view appeared in front of me. Two bulbous, lily white cheeks with a tight but willing pink hole in the middle. I could tell I was leaking precum. I couldn’t wait to get my cock out and fuck him.

First, though, I really desperately wanted to eat him out. I licked my lips and went to town on him. His hole was delicious, I could have stayed down there for hours. His moans got louder and louder as he pushed his ass back onto my face as far as he could.

Suddenly I got paranoid about people walking into the shop and seeing us. I looked up and then around and saw no-one. We weren’t visible from the outside. I looked back at Derek, who was still on his hands and knees on the table, looking back at me over his shoulder. “That was amazing”, he said, out of breath. “Please fuck me”, he continued, “there’s a condom in my bag.” Derek’s gym bag was right behind me and I quickly saw a whole strand of condoms. So he was slutty. I ripped one off and opened it. I dropped my slacks and my boxerbriefs and put it on. Derek was still looking at me over his shoulder and I could hear him gasp. “Holy shit dude, you’re going to fuck me with that?” “You bet your ass I am!” “What is that, like 10 inches?” “Something like that.” “Christ. Well, start out slow, please.” I chuckled.

I slowly entered his tight hole and Derek already started moaning. His breathing became heavy and fast. “Oh my God… oh wow…” “Does it feel OK?” “It feels like fucking heaven, dude.” I laughed and started fucking him faster. I could tell he was loving it by his moans, which got louder by the minute. I was close to running out of steam when he suddenly said, “Please don’t stop… don’t stop!”. That gave me some renewed energy and I fucked him even harder than before. I saw Derek’s left hand go to his cock. His moans now became high-pitched yelps, until he screamed, “I’m cumming!”. I was now also quite close as I continued thrusting and came in the condom while still in his ass. I let my body fall forward, covering his. I kissed his cheek. “That was so hot”, he said, while I was still inside of him.

I got up and pulled out. I got the condom off and threw it out in the break room. When I got back, Derek looked at me, smiling. He was still wearing his hoodie and the jockstrap. The pouch of the jockstrap was pulled to the side, his hard 6 inch cock was pointing straight at me and leaking, still. “I have to be honest”, he said. “I knew you worked here.” “You did?” “Yeah. I’ve seen you around the gym, just never had the courage to talk to you.” “Shut up”, was all I could say. He laughed. He shrugged and said, “You’re the hottest guy there.” “But how did you find out I work here?” “Well… Facebook suggested you as a friend this past weekend. Josiah Stephens, I know that face, I thought! So I checked out your profile. Sorry if that sounds a little stalker-ish.” I just smiled, I looked at him and smiled. He smiled back. You get a pass this time, Facebook.

Then I heard the front door of the shop open.

Two weeks later, I got to go to Derek’s friend’s wedding with him. He wore his newly altered pants that fit his butt just perfectly.


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