I purchased a new pair of pants for a party at which I was hoping to make a good impression. There would be many people from my office there including my boss. The pants, however, needed tailoring. The crotch and seat needed to be taken in a little and the legs were about an inch too long.
A friend recommended a tailor to me, and on a Saturday afternoon I went to his place of business. It was a fairly small shop that was located in a residential neighborhood. It looked like the shop might have at one time been the living room of an apartment. In any event, I was the only customer in the store that Saturday.
Working behind the counter was an elderly gentleman who I assumed was the main proprietor and a young man of about twenty who I thought might have been the older gentleman's son. I said hello and placed my pants on the counter.
"How can I help you," the older man inquired. I explained my situation, and the man said that he could easily help, and proudly pointed to a wall that was covered with photographs of famous people for whom he had personally tailored. My friend, it turns out, had recommended a tailor who was quite renowned for his skills. The pictures on the wall included famous entertainers and highly regarded politicians.
It was also fortuitous that he was still open for business when I arrived. I had walked into his store just before he closed for the day at the early time of 2:00. At this point the gentleman motioned to the young man and introduced him as his apprentice. He proudly exclaimed that many talented people had applied for the apprentice position, but this young was the most talented and would assuredly some day be a heralded clothing designer. The young man smiled at me and introduced himself as Jacques.
Jacques stood about 5' 10" and was as trim as a track star. But what was most stunning was his smile and perfect complexion. He must have had his teeth straightened and whitened because such a perfect smile was improbable. His skin was movie star quality, slightly golden without a single blemish or other noticeable imperfection. I was immediately envious knowing that no person, male or female, could avoid admiring his beauty.
The older gentleman pointed to a series of small fitting rooms that lined one side of the room. He instructed to me to please change into my pants, and said, when I was ready, he would have Jacques join me in the fitting room to take the necessary measurements and prepare the pants for alterations.
I entered the fitting room, closed the wooden door behind me, and changed into my new pants. I opened the door and called Jacques. The older gentleman was no longer in sight. Apparently, with the store now closed, he had retreated to the back of the shop and was preparing to go home for the remainder of the weekend. Jacques entered the fitting room and closed the door behind him. He asked me to stand on a small wooden box positioned in front of a mirror. He then kneeled before and just gazed directly at my crotch for at least a minute. He then grabbed the waist band of my pants and hiked my pants up. Unintentionally or otherwise, he wedged the fabric straight into my crotch, producing a pouch in the front of my pants where it surrounded my penis and balls. He held the pants in that position for a minute, seemingly much longer than necessary, but he was supposed to be the precocious and talented apprentice, so I did not protest or really think it out of the ordinary.
He then released his grip on the waist band and ran each of his hands up the inseam of my legs, bringing them to rest at the base of my balls. Again, he held his hands there for seemingly an unusual length of time. The fabric had again bunched up around my cock and framed it against the front of my pants. After a minute of just observing my pants in this position, he ran his hands up the back of my legs until they cupped the base of my ass. He next pulled the fabric away from ass, tightly pinning my cock against the front of my pants.
As he held the fabric away from my ass, he inserted his thumbs between my thighs and rubbed them against the strip of delicate skin than connects between my ass and dick. All of this contact to my crotch, intentionally meant to stimulate me or not, was having an unavoidable effect. I am not immune to erotic stimulation, and my cock began to instinctively respond. I did not know whether to be embarrassed or not, but I certainly could not hide the growing bulge in my pants, especially since he continued to tightly sandwich my penis between the front of my pants and my waist. His thumbs, meanwhile, continued to caress my lower ass.
Unbelievably, he next cupped my ass and gently kneaded my ass cheeks. My cock was now three-quarters hard and steadily growing. He continued massaging my ass and once again pulled my pants into my crotch. My erection was now unmistakable as it strained against my pants, perfectly outlined by the fabric. His released his grip and again let his hands travel up the inseam of my legs. Only this time he did not stop at the base of my cock, but instead ran his hands over my hard shaft, giving it a gentle squeeze as his hands passed over it.
A quiet moan escaped my lips. His hands returned to the front of cock and he began rubbing my now completely erect cock through my pants. I didn't really know what was going on, but I was sure as hell not going to be the one who ended this incredible moment.
He rubbed the palms of his hands over my cock, up and down, side to side. This continued for a minute before he leaned in a little and plunged his hands between my legs and squeezed my ass. After manipulating my ass for a minute, he unzipped my pants and snaked his hands into them. He wrapped my cock in my silk boxers and rubbed my shaft. The sensation of the soft fabric against my rod was glorious. It felt so good in fact, I was actually a little disappointed when his fingers penetrated the fly of my boxers and caressed my naked cock. He next completely wrapped his hand around my rock hard cock and stroked me as much as the confined space would allow. Between his hand and my erect seven inches, there was little room in my boxers for wide movement. Recognizing my frustration, he removed his hands through my zipper and unbuttoned my pants. I seized the waist band on my pants, and with his assistance, lowered them to my knees. He took my cock and eased it through the fly of my silk boxers. My dick extended out in proud display and full glory.
He began massaging my shaft while the silk fabric tickled my sensitive balls. I committed that the next time I jerked off I would definitely involve silk boxers in the activity. The combined ministrations of his hand on my shaft and the fabric against my balls created a simply amazing erotic sensation. When he pushed my dick back into my boxers and massaged my shaft and cock head with the now precum stained silk, I was unable to control my reaction and loudly moaned.
What happened next was a dream brought true. He pulled my cock back through my fly and licked the tip. "Holy shit," I thought. "This could not really be happening." He dragged his tongue over the tip of my cock and then flicked the sensitive ridge. He lifted my cock against my boxers and ran his tongue along the entire sensitive underside. While he trailed his wet tongue up and down the underside, he slowly rubbed the top side of my cock against my underwear. The stunning sensation of the silk against my hard prick was still unbelievably wonderful. I was even disappointed that I had never before taken advantage of the silk pussy that often encased my dick.
He next released my cock, allowing it to flop down and stick out directly from my body. He moved in a little closer and took the head of my cock into his mouth. He sucked just the head, sending shivers of pleasure from the ultra sensitive slit through my engorged shaft and into my body. He focused just on the head for a minute before leaning in still further and taking my entire dick in his mouth. His hand now found my cum filled balls. He shrouded them in my boxers and gently massaged them while he sucked my cock.
He bobbed up and down on my dick, leaving no nerve untouched. I was spewing precum and my balls were contracting into the base of my groin. Sensing my encroaching orgasm, he increased the pace and intensity of his blow job and brought his hand to the base of my cock. In perfect coordination, he would suck my cock down to my balls, burying his nose in my pubes, and then as he released my cock from his mouth he would stroke and twist the entire length of my shaft with his hand. This was clearly a rehearsed skill.
After repeating this process a few times my cock began its unavoidable march toward orgasm. My balls finished their contraction into my groin and my cock electrically tingled from base to tip. The tingling sensation intensified as the pressure in my cock built and my cum began its race to freedom. His mouth and hand maintained their relentlessly mesmerizing dance, and with a volcanic growl, I came in his mouth. He never broke his rhythm, and allowed me to gush into his mouth with several squirts of exquisite pleasure.
When I was finally dry, he stood up and smiled. I thought he would now want me to reciprocate the pleasure, but instead he simply asked me to change into my old pants and leave the new pants on the counter. He said that he knew exactly what alterations to make and that my pants would be ready for pickup next Saturday. With that he exited the fitting room, leaving me stunned and contemplating the purchase of a dozen new pairs of pants.
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