Taylor and the Tailor

Chapter 1

“After school remember to go to the tailor shop to get your suit fitted. I left it hanging by the front door, so you won’t forget.” Mom said, ruffling my hair and kissing my head before leaving for work. I went upstairs, stripped off my shirt, and lay on the bench press I set up in my room. The vinyl cover was cold as my back came to rest on it. Carefully I adjusted my grip on the bar and unracked the heavy barbell, bringing it down to the center of my chest. I could feel my pecs contract and expand as I moved the bar up and then slowly lowered it back down.

Once I had finished one set, I moved to the floor for some wide and narrow pushups and then back to the chest press. I had dedicated the past year to really pushing myself hard to define some lean hard muscle. I liked the way my body felt but also liked the attention I got from some of the girls as I walked through the hallway. I developed strong arms and shoulders very quickly however, an unfortunate side effect of this was that my suit needed some alterations so that I could wear it to the dance.

After a couple more hard sets, I finished my workout and hit the shower, then headed to school. “Are you going to the dance?” Bethany, a girl in my poly sci class asked. “Maybe we can hang out?” she said with a grin. I felt my dick start to harden in my jeans as she smiled. I was still pretty much a virgin except for some making out and some grinding through our clothes. The thought of going all the way was constantly on my mind.

My best friends Ty and Omar constantly talked about how the fucked this girl or that one and harassed me because I hadn’t gone all the way yet. It wasn’t that I didn’t want to. In fact, it was all I ever thought about. I jerked off constantly thinking about sinking my dick into one of the hot girls in my class, but for some reason it just hadn’t happened yet.

After school, I headed to the tailor shop to get my suit altered. “Welcome you must be Taylor,” the man behind the counter said. “I am Ahmed, your mother told me you would be coming.” Ahmed was a bit shorter than me, at about 6 feet; I was almost 6’2. He had dark hair and eyes and a dark neatly trimmed beard. Ahmed wore a pale blue dress shirt that perfectly seemed to wrap around his broad shoulders and strong arms. A dark tie hung neatly down his body and his slacks fit snuggly across his lower body.

Ahmed flashed a grin at me, then directed me behind a curtain to get changed. I pulled off my tennis shoes and jeans and opened the bag to pull out the dark blue suit. I pulled on the pants and then the jacket. Before I could tell him I was ready Ahmed pulled back the curtain and stepped into the room. “Step up onto the platform Taylor” Ahmed instructed. In front of me was a 3-way mirror and a carpeted box. I stepped up onto the box.

“No this isn’t right. Please remove the jacket” Ahmed instructed. I slipped it off and handed it to him. “Remove your t-shirt” Ahmed instructed. I looked at him in surprise. “I need you to be wearing a dress shirt so that I can properly measure the jacket,” Ahmed said seeing the expression on my face. Ahmed reached for a white dress shirt and handed it to me, and I slipped it on, then he helped me put the jacket back on. “Much better,” Ahmed said climbing up on the platform and turning me toward the mirror as he stood behind me. Ahmed began to tug and pull the shoulders and the arms of the jacket making notations with a little white thing that looked like soap.

Ahmed turned me to him, and I was so close that I could smell him. His scent was masculine with a hint of some cologne that was pleasant to breathe in. Ahmed pulled the shirt and straightened the jacket so that it lay perfectly on my body. “Your chest muscles are strong, and your waist is narrow. I will need to make alterations so that the jacket lays properly on your body.” Ahmed continued marking and moving as he went.

“Ok you can remove the jacket,” Ahmed said placing it on a hanger and moving back to the platform. “How do you dress?” Ahmed asked. I had no clue what he was talking about. “Huh?” I said, “not sure what he meant. “Do you dress left or right?” Ahmed asked. “Left or right what?” I asked still confused. Ahmed smiled. When you tuck yourself into your pants do you push it down to the right or the left? Ahmed explained.

I felt myself blush as I realized he meant my dick. “I don’t really…” I started not knowing what to say. “Ok, every man has a natural way of tucking. Let’s see how you did it” He said and before I could say anything he reached for the outline of my cock through the dark blue slacks. “Left,” He said, feeling for my dick.

Ahmed moved to the bottom of the slacks to mark the length then he turned me around and marked the sides. “We want the pants to fit snuggly but not too tight,” he said pulling the material and pinning and marking it in place. “Look into the mirror and see if that looks okay for you,” Ahmed said. I looked into the 3-way mirror, and I could see all the way around me. The pants contoured to my butt making it look really good. “I guess so,” I said feeling a bit embarrassed.

Ahmed spun me back to face him then began to work on the inner seam of the pants running his hand up my inner thigh and pulling the material to where he wanted it. As he did, his thumb came to rest on my cock, and I sucked in my breath as I felt my dick starting to get hard. I pushed my mind to focus on anything else, but my dick continued to move down my pant leg like a slow-moving snake.

I felt the blood rush to my face with embarrassment as my dick continued growing down my leg. All I could think was for Ahmed to finish what he was doing. “Ah yes definitely you dress left,” Ahmed said looking up at me with a grin. Ahmed moved his hand along the outline of my dick. “We will need to be sure to leave you room for when this happens,” Ahmed said, not removing his hand.

I tried to hold my breath and hope he would quickly finish, but then he reached for the top of my pants and began to open them. I assumed it was another measurement, but then he just lowered my slacks allowing them to fall to the floor. My boner was pointing down the left side of my briefs and the head had slipped through the bottom. Ahmed reached up and pulled the shorts down freeing my cock.

Before I could say anything or react in any way Ahmed leaned forward and with one swallow took the length of my cock into his mouth. I watched in shock and horror as my dick was engulfed by his mouth and thick dark beard. Everything happened so quickly that I didn’t know what to do. Without any hesitation or approval, Ahmed began to move his mouth forward and back on my hard cock sucking it deeper into his warm mouth.

The feeling was intense beyond anything I had ever imagined. His mouth seemed to touch every inch of my cock, wrapping it in a warm, wet tube. My mind went blank as he continued sucking. I wanted to pull it out, but I couldn’t. Not because he held me physically in place but because the feeling was so intensely incredible that I wasn’t sure if I could pull away or even if I wanted to.

My body surged with intense energy that ran through every part of me as my mind continued to try to process what was happening. Then I began to pant uncontrollably, as I felt something incredible surging from my balls. I sucked in a deep breath and before I could let it out, my dick seemed to swell in Ahmed’s mouth and an orgasm erupted from my cock with what felt like an incredible force.

Ahmed did not stop what he was doing, he continued to suck drawing the cum from my dick like someone guzzling a beer. Everything that shot from me, Ahmed swallowed without losing a single drop. My knees began to buckle from the intense orgasm and Ahmed quickly placed his hands on my legs holding me up. Once I regained my balance, he gave my dick a few more sucks then let it slide from his mouth.

Ahmed stood up without mentioning what had happened. “When you are done with your slacks, please hand them to me so I can alter them for you,” Ahmed said, gathering the jacket from the hook and leaving the dressing room. I looked down at my dick, it was still semi-hard and red. A small drop of cum hung from the tip. I reached down and pulled up my underwear to quickly cover my hardness then frantically looked for my pants.

A pit formed in my stomach as I headed out from behind the curtain not wanting to face Ahmed for what had just happened. Finally, I pushed back the curtain and handed him the slacks not able to make eye contact, and began heading towards the door. “I will have this ready by Friday afternoon,” Ahmed said as I left the store.