25 years wearing a suit and tie to the office before business-casual and the regular experience of having a suit tailored led to some great fantasies. But it was almost all fantasy - over the years, I found that the tailors I encountered kept it professional.
There was one I saw often. He worked for a store nearby and would call when they got something in I might like, which I appreciated since I wore a hard to find size - 41R American.
Young clean cut super-polite young man about my age, fit, glasses, fine features.
I was trying on something I was picking up and he was checking the fit. He had a younger colleague there watching and I sensed he was being especially fastidious for his benefit.
He was rapidly running his hands over everything, investigating every unwanted wrinkle, as usual. Lifting the shoulders so they fell perfectly in place, etc.
I always loved the attention even though I knew his concentration was all on the suit.
He got to the trousers and straightened out the pleats, which we wore at the time. My cock was soft but my bulge was very visible. He straightened the pleats again twice, and my bulge stubbornly remained.
He then, with the palm of his hand, PUSHED my crotch and held it in position for a split second to see if he could flatten the front the way he wanted.
When he removed his hand it sprang back out, of course.
He shrugged and checked the cuffs and then he was done.
Nothing was said about it.