Mr. Steinberg, the tailor, had sent word that he was ready to perform my first fittings of my new clothing. I was also ready to sample the oral services he had performed upon Will and my uncle at various times in the past, so it was with an excited and half erect member that I arrived at his establishment.
Disembarking from the carriage I noticed that Will also had a growing appendage visible in his trousers.
"Do you think that this time he will suck my cock, also?" I asked Will.
"I think he will probably want to do that even before he performs your fitting. Probably again afterwards, also."
We tried the knob of his door and I was happy to see that it was unlocked, meaning that he was not busy with another customer. We entered the dim shop and Mr. Steinberg came from the inner room.
"This must be my lucky day, to have two such attractive young men in need of my services." he said.
"I was here a few days ago." I replied. "You sent word that my garments were ready to be fitted. Do you remember me?"
"I have thought of you often in the intervening days, you and your young friend also. I have been looking forward to being of service to you both."
The aroused state of both Will and me was impossible to hide and Mr. Steinberg grasped us each by the trouser front, a cock in each hand.
"I hope that what I am feeling indicates that you both have been thinking of me, too." he said.
"I've assured the young gentleman that you are an expert at every endeavor you undertake. He's been most anxious to adjudge your abilities himself." Will said.
"And so he shall. Hopefully, you will both avail yourselves of my skills. But, first things first. Would you like to disrobe while I make sure the door is secure?" he said to me.
I began to unbutton my vest and then my shirt while he made sure that we would be undisturbed.
Glancing at Will, I saw him standing idle and signed to him that he also was to disrobe. By the time Mr. Steinberg returned, we were both standing nude with erect cocks in his work space.
"My heavens, you are both even more appetizing than I had remembered. Some days my profession is much more enjoyable than others." he said, appraising the two rampant cocks in front of him. "But I insist that we do some work before we play. Excuse me while I retrieve your items from the back room."
While he was gone, Will reclined upon the large cutting table and posed provocatively, one leg raised so that his heavy cock and balls were most advantageously displayed and one could see the tiny pucker of his fundament. I climbed upon the riser and admired him while we waited, my cock fully hard and standing proud.
Returning from the back room, Mr. Steinberg paused when passing Will and weighed his heavy balls in his hand.
"These feel very full." he said. "I promise you they will feel much lighter when you depart."
He then walked over to where I stood and grasped my jutting cock.
"I do believe that this has grown since the last time I saw it." he said, stroking it up and down.
"It is simply more excited because it is hoping that it knows what to expect this time." I replied.
Mr. Steinberg chuckled as he bent down and placed a light kiss upon my exposed cock head.
He leant forward and I rested my hand upon his shoulder while he helped me to don the linen trouser pattern that he had made. I was intrigued to notice that his shoulder was firmly muscled.
"We make the pattern this way so that I can make your clothing to your exact size and only require minor adjustments to each finished garment." he explained. "Now, do you prefer to dress to the right or the left?" he asked.
I looked at Will lying indolently on the bolts of cloth and he perceived my mystification.
"He's asking which side you prefer to wear your cock and balls on." Will stated.
"Oh, on the right." I said.
"Interesting!" the tailor said. "Most gentlemen prefer the left. However, this lovely penis will look wonderful in any position." He was busily adjusting my cock and balls as he spoke.
"I think I will need to leave a bit more room than usual for these beauties." he said.
He pinned and marked the trousers in several places, then again helped me as I removed them. All of the attention to my private parts had a definite effect and my cock stood even more erect than before.
"I do love my job some days." the tailor said, pumping his fist on the shaft of my cock so that my foreskin slipped back and forth over my cock head. "Standing there on my riser with the lights upon you, you look like a fantasy of a music hall star."
"More like a tableau in a bawdy house with his cock so big and hard." Will said.
"And what experience do you have of bawdy houses?" Mr. Stenberg inquired.
He glanced over to where Will reclined with a massive erection towering over his abdomen.
"And I notice he is not the only one who displays superior manly charms." he stated.
"I was hoping that you would." Will replied.
Next, Mr. Steinberg fitted a shirt pattern to me. My cock jutted the tail of the shirt forward, causing Mr. Steinberg to frequently handle it to move it out of the way. He pinned a few spots while marking others, then had me don a vest pattern over the shirt. He smoothed the fabric over my chest, causing my sensitive nipples to tingle. Then, he smoothed the fabric down my back, one hand coming to rest upon the prominent shelf of my buttocks.
"It is important that the vest fall precisely in the back." he explained. He stepped behind me and with one hand adjusted the hem of the vest while his other hand drifted up under the fabric of my shirt. Soon, I felt his fingers creping between my ass cheeks and stroking my puckered opening.
"How does that feel? The vest, I mean." he said.
"Everything feels wonderful, thus far." I replied. "I can only hope that the finished product will feel so gratifying in the wearing."
"I always strive to guarantee a satisfied customer leaves my shop." Mr. Steinberg said, his insistent finger caressing my bung hole and sending waves of pleasure up my cock shaft. "I am always available to perform any service and help with any adjustment you may find necessary. Will, I am sure, is already aware that my welcome mat is always in place for him. Your uncle and Master Will have brightened my day many times."
"I always look forward to a visit to your fine establishment." Will said, grasping the base of his cock so that it stood upright in front of him.
"Just one other matter before I attend to that." Mr. Steinberg said. He walked into the back room and returned with some other garments over his arm.
"I wasn't sure what you prefer in the way of undergarments so I made a few selections." he said.
He helped me to remove the shirt and vest pattern and I once again stood nude, my stone hard cock standing at attention. Clear drops of moisture bubbled from the opening in my cock head and Mr. Steinberg leant forward and swabbed up every drop with his hot tongue, even inserting the tip into my piss slit.
"What a delicious appetizer." he said.
He displayed the first pair of under pants. They were made of fine white knitted cotton, very slimly made.
"Are they perhaps too small?" I asked.
"Not at all, that is the purpose of the knit." he replied.
He bent in front of me, my cock rubbing against his soft beard, and I placed my hand upon his back as he helped me to step into the garment. Once again, I marveled at the hard musculature of his body.
Once he had the garment around my ankles, he drew it upward over my legs until I was fully wearing it.
The tight knit clung to my hips and buttocks, the seam cleaving the globes of my ass. In front, my cock and balls were supported and lifted forward.
"Now that is a marvel of tailoring." Will said. "I didn't think it was possible to make him look any more erotic but you certainly have managed. He will definitely require several pairs of that mode."
"Will is in charge." I said, looking down at the swollen mass filling the crotch of the garment.
"They are almost a gilding to the lily." Mr. Steinberg replied, adjusting my cock and balls to best advantage. "But we have another style to make a comparison."
He drew the knit down, freeing my cock to bounce in front of me and my balls to dangle while he presented another option. These were of a very fine silk and fuller cut. He helped me to don them as he had before.
So light weight that they were almost unnoticeable; the silk rubbed and caressed my ass and cock as it floated over them. The looseness of the cut allowed my cock and balls to dangle unsupported and the sheer silk disguised no part of them.
"Oh, my word, he'll need several pairs of those, also." Will stated.