Hi and welcome to the forum.
Bespoke clothing is traditionally cut from a pattern drafted from scratch for the customer, and should not be confused with made to measure
The distinction between the two is that bespoke is created without use of a pre-existing pattern, whereas made to measure alters a standard-sized pattern to fit the customer.
With a kilt there is usually are a number of styles eg, knife pleated, box pleated, pleated to the sett, pleated to the stripe, pleated to the no stripe, rolled military pleats. You can have two buckles or three buckles, belt loops or no belt loops, fringe (single, double, triple, none.) I would suppose a kilt can be classed as a bespoke item.
I think one of the most important considerations is that to have bespoke tailoring you must have fittings with the tailor in person. I cannot see how you can mail order bespoke clothing
As for jackets, see my first paragraph, a pattern has to made from scratch, not an adaption from an existing one. This of course means fittings.
All of this means money, but a truly bespoke item will always fit and should look presentable ( as long as you remain the same as the bespoke measurements)
All this is of course assuming you have a reputable, quality tailor making your items.
All the best in your endeavours
Shoot straight you bastards. Don't make a mess of it. Harry (Breaker) Harbord Morant - Bushveldt Carbineers
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