Coach Me
Fiction by Greg Stevens
This is a work of fiction. All names and places are fictitious.
Coach Me -- Chapter 1
If you think this story is about a sexual relationship with an athletic coach, then you should probably stop reading. However, if you want to know how I was coached in sex with men, keep reading.
At the time this all happened several years ago I was a couple years out of college, married and living in the suburban dream. I had a good job as a financial analyst and life was good. Though looking back maybe not as good as it could have been.
Fresh out of college I went to work for Withersby, Cornell and Stuart (WCS), a big worldwide corporation. My degree was in financial management and I got a solid position with the company. A couple years in and lots of hard work, and I was promoted to assistant project lead. As I progressed through the company and my salary increased I found that I needed to up my wardrobe to match my status. After discussing with my wife, I decided to go into the city and get some proper suits to fit the new role.
I drove into the city on Saturday morning. My wife normally would have joined however she had to go out of town to visit her mother, so I decided to go it alone. I did some work around the house, got a shower and arrived at the store around 7pm. The store was a traditional men's clothing store. Lots of racks with suits, sport coats, slacks, shelves with shirts, bins with ties etc.
"Can I help you sir?" I looked up and saw a tall man about 6'2, dark hair and a trimmed beard approaching me. He wore a dark suit with a white shirt and a blue patterned tie. His suit was well tailored and seemed to fit him perfectly showing off broad shoulders and a narrow waist.
"Yes, I am looking for some new suits." I replied. "I need to improve my wardrobe" I added. "Great, you came to the right place. My name is Raymond" he said extending a hand. I reached out to shake his hand. It was a large rough hand. "Nice to meet you Raymond, I am Rodney, but everyone calls me Rod"
"Let's get started. Do you know what size you wear in a suit?" Raymond asked leading me to a desk. "Um no not really." I was a bit embarrassed to say that I had not purchased a suit in some time and did not have a clue on what size I needed. "No problem, we can get some measurements" Raymond offered. "Step up here and I will get my tape measure.
Raymond brought over what looked like a yellow piece of ribbon with numbers on it and went about taking several measurements; across the back, around the waist, around the neck, down the arm, around my chest and inside my leg. "You have a pretty athletic build Rod. Do you work out?" Raymond asked casually as he went about measuring and writing down numbers. "Yeah I try to stay in shape" I replied.
"Good" Raymond replied and started to walk toward the racks. We will look at our athletic build suits. They are a bit broader in the shoulder and tappered in the waist. Raymond pulled down several suits and put them on a peg for me to look at. The first one that caught my eye was a soft grey color. Raymond led me to the dressing room to try it on. "When you are dressed come on out and we will see if we need to make adjustments.
I slipped on the suit and exited the dressing room. Raymond led me to a side room with a 3-way mirror and a carpeted box. "Step on up" Raymond motioned to the box. Raymond walked around me and looked at the jacket first. "The jacket fits you pretty well. I do not think we need to adjust it at all. Take it off and we will see about the slacks" I did as Raymond said and handed him the jacket. "I am not sure I liked the way the waist came up on the pants. It seemed to come up really high." I said to Raymond. He walked around and looked at them. He put his hand in the front to adjust them. "Yeah I see what you mean." He left the room and came back with the exact same trousers. "Try these on" he said and just stood there.
Awkwardly I removed the pants in front of him and slipped on the new pair. The fit was much better. They sat on my hips exactly where they should be. Raymond again got to work on the length. This time he put the measuring tape on my inner leg, with the end right at my left testicle, and running down to the ground. His left hand rested under my cock while the right hand trailed down my leg. I looked down and watched Raymond measuring me but the feeling of his and on my crotch started to make my cock twitch. I was getting an erection and it was moving fast.
I moved away, and Raymond must have realized what happened. "Its ok Rod, it happens all the time when I am measuring inseams" he said looking up with a grin. I tried to relax but my cock had other ideas. I started to step down, but Raymond stopped me. "Looks like you are pretty big" Raymond noted and moved his hand to my growing cock. I backed up and Raymond stopped me from falling off the box. "It's ok Rod" he said. "A lot of men get aroused when I measure them. My hand on their cock and the new suit must have a good effect on them." I gulped down the idea and started to sweat a bit. Raymond again reached up and started to rub my cock through the outline in the trousers. I could feel the rough hand even through the soft grey material.
I closed my eyes as he started manipulating me. I wanted to leave, but it felt so good. I could not believe what was happening, but I could not stop it. Or maybe I did not want it to stop. Raymond reached up and pulled the zipper down then reached in and fished out my cock. Soon I could feel his hand on my cock. It was rough, but oddly it felt good. It was as if the rough spots were hitting my cock in just the right way.
He slid his hand up and down the shaft to almost perfect rhythm as if he had done it a hundred times. I kept my eyes shut not really wanting to see what he was doing, but at the same time enjoying the feeling. My breathing started to intensify as my orgasm got closer. I started to move my hips back and forth using Raymond's hand. As I glided my cock into his hand he squeezed with just the right pressure. I was getting close and knew I would shoot a huge load. "I am going to cum" I said and then I felt Raymond's warm mouth on my cock.
It was too late to stop my load, it was going to fill his mouth. As I shot, my body trembled and my knees started to buckle. Instinctively I placed my hands on his shoulders to steady myself as the last spurt of my orgasm shot from my body.
Raymond held my cock in his mouth and sucked every drop of cum I had. No one had ever taken my load like that. My wife didn't suck my dick that often and when she did, she never swallowed my load.
"I'm sorry" came out of my mouth without thought. I finally looked down at Raymond and saw him licking cum from his lips. He looked up at me like a hungry man who finally got a meal. "Why are you sorry" Raymond asked. I could not answer. I could not really look at him any longer. I got down from the box and went to the dressing room. I changed quickly and came out.
I started for the door. "What about the suits" Raymond asked. I left and got in the car and drove home. All that night the thought of a guy sucking my dick raced through my head. It was so wrong. I never let a dude touch me let alone suck me. What was I thinking? But then I started to remember the feeling and my mind drifted in a different direction. Thoughts of how good it felt, how he knew how to manipulate me and how complete my orgasm felt.
I started to justify going back to the store. I needed new suits and they had some that I liked. But then there were other stores I could go to, but this store had my sizes. Was I justifying going back or did I want to feel Raymond on my dick again. There was something about it that stuck with me and my hard dick was starting to think for me.
I decided to go back the next day. I was really nervous and kept changing my mind until I finally stepped back into the store. Raymond greeted me as if nothing had happened. "Hey Rod, welcome back" he said cheerfully. "I held that suit out for you in case you decided to come back. Want to try it on again so that we can get a final measure?" I looked at Raymond and just nodded yes. I went into the back room again and Raymond handed me the suit. As I was pulling the trousers on, my dick immediately reacted. I stood in the dressing room feeling it but hoping it would go down. No matter what I did, it would not shrink.
A rapping on the door snapped me back to reality "you ok in there?" Raymond called out. I stepped out of the dressing room with my hands trying to cover my cock. Raymond smiled, and a quick chuckle left his lips. "Its ok Rod, its like I said, this happens a lot."
I stepped up onto the platform, so Raymond could finish the measurements. I was waiting to feel his hand on my cock but this time he did not place it there. I was disappointed as a big part of me wanted to feel his rough hand on my cock again. Raymond finished the measurements, got up and started to write them down. I stood waiting, hoping he would jerk me off again, but he didn't. "Ok you can get dressed now" Raymond said behind me. I slowly stepped down and towards the dressing room. I turned thinking I might be bold and ask him to jerk me off, but I stopped.
Raymond looked up at me just standing there, my cock was still rock hard and pressing on the trousers. Raymond smiled as if he knew the secret. "Can I help you with something, Rod? He asked still grinning. "I really enjoyed yesterday" I said trying to be as bold but discreet as possible. "Yeah?" Raymond asked teasing me a bit. "You want me to do that again?" Raymond asked. I felt my pulse race and I started to sweat a bit as I nodded yes.
Raymond walked up to me and put his hand on my cock. He was very close, and I had to look up at him. Where Raymond was about 6'2, I was only about 5'10. Raymond's frame was also larger and more muscular from what I could tell from beneath his suit. Raymond was so close I could feel the warmth coming off his body. I was immobilized as he stood near me. Raymond's hand formed soft circles over the material covering my cock. My breath became labored and strained as he started massaging me. Raymond reached around with his other hand and put it on my ass. "Nice firm ass, Rod" Raymond said softly and close to my ear. This caused my dick to jerk in my pants.
I was sweating now as I felt his hands on me. I trembled from nerves and excitement and I could feel Raymond's breath on my neck. Then he just stopped and moved away. I just stood there waiting for him to start up again, but he didn't. Confusion and disappointment hit me. "Please Raymond" I said softly and sounded desperate.
"I can't Rod" he said looking up at me. "I'll need more" What did he mean "more?" "I'm straight and married" I replied as if that were validation. "I am not looking for a relationship I'm married" I declared. "I don't need a boyfriend" Raymond said. "I just want more than giving you a hand job when you get horny or your wife isn't putting out" Raymond said. "Like what" I asked curiously as if I would even consider it.
Raymond did not say anything for a few seconds. "How about you start by giving me a hand job?" The thought slashed through my mind with both disgust and excitement. I imagined taking his dick in my hand and stroking it till he shot his load. I knew I wanted to feel my cock in his hand again and if I had to jerk him off to get it, I was going to try it. "Ok" I said looking down at my feet. Raymond stepped close to me. "Ok take it out of my pants." My hands trembled as I reached up to unzip his slacks. I had never touched another man's pants much less to pull his dick out.
I could not control my hands, they shook like I had never imagined. I finally was able to pull the zipper down and I started to try to find Raymond's cock. As I reached in I felt something slick and soft. Raymond was wearing some silk boxers. The material slid between my fingers. I pulled the boxers away and found the soft flesh of his cock. With a bit of work, I was able to pull his semi-hard cock out through the fly.
I looked down at Raymond's cock. It was thick and long, and I could see the dark hairy pubes. I just stared at it. Raymond put his hand on my shoulder and looked at me. "Good job now jerk it" he said guiding me. My fingers wrapped round his shaft as if I were wrapping them around my own cock.
I felt very disconnected from it as if I were seeing it in a video. I started to run my hand up and down the shaft. Raymond took his hand and placed it over mine. "Do it this way" he instructed, and I let his hand guide me. It seemed like he was teaching me as I slowly massaged his cock. "Now squeeze a bit tighter he said. My fingers tightened on his cock as I continued to stroke. "That's it Rod" he said. I started to feel good about it as if I were getting the hang of some new skill.
As I jerked Raymond, his cock started to expand in my hand. It was growing thicker and longer as I worked it. There was something powerful about this and my dick reacted to the new feeling. Raymond started to pump his cock in my hand, he would tell me when to move faster and when to apply more pressure. I liked hearing him coach me on how to jerk him off.
A few more strokes and Raymond was panting loudly. He placed his free hand on my shoulder and started to arch his back. "I'm so close buddy" Raymond said, and I held tight. My eyes were fixed on the head of his cock. I wanted to see it. I wanted to see how his jizz would shoot from the hooded head. Raymond's cock swelled in my hand and he pulled it back. Just as he did the red mushroom head swelled and his cock expanded. In slow motion a rivulet of cum arched out and hit the grey trousers I was wearing. I could feel the warm goo soak quickly through the material. Raymond continued to spit and spurt, his body heaving from the orgasm, and then it subsided. My hand was still wrapped around his cock.
"Good job Rod" Raymond commended, and I swelled a bit with pride. I had brought a man to orgasm and there was something exciting about that. As promised Raymond fished my cock out and started to jerk me off. I was so excited that it did not take me long and soon Raymond was drinking from the tap just like he did the day before. We both cleaned up and I got changed into my cloths. Raymond was waiting for me outside the dressing room. His suit was fixed perfectly, and he looked as if nothing had ever happened.
"Did you like that?" Raymond asked. I nodded thinking about it. The truth was I did like it, but I liked how he was instructing me. Telling me what to do and how to do it. "You are a good teacher" I said honestly. You know exactly how to coach me.
"I can coach you for real if you are interested" Raymond said. It was a curious offer. What did he mean by coach me? I looked up at him. "I'm not gay" I said again. "OK" Raymond replied "but you liked what you did, and you liked how I told you how to do it" I nodded. "Then let me coach you as far as you are willing to go. When you say stop, I will stop." Raymond made an interesting offer. I thought about "go as far as you want to go". What would that include? "And if I say yes?" I asked. "Then come here on Monday night after work for your first coaching session" I told Raymond I would need to think about it and left the store.
Raymond seemed like a regular guy. Someone I could hang out with and watch a game on tv with or grab a beer with. Was he someone I could learn from? Did I want to learn? All of this was very new and unexpected for me. My mind was filled with twinges of guilt mixed with pure lust.
The realization hit me; I liked the idea of Raymond becoming my coach and I was willing to allow him to introduce me to new things and coach me.
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