Respected X-Markers

[MacMillan of Rathdown]

Should I buy the shoes first to ensure that at the fitting the trouser cuffs lie properly on the shoe ?

Yes.

A couple of details which I’m thinking about ? Horizontal or sloping pockets ? Pocket flaps or no ? Jetted pocket slits instead or as well as pocket flaps ?

I would opt for jetted pocket slits (trimmed with the same satin as the lapels) with flaps. Either horizontal or slanted pockets are apporpriate.

Box-style jacket or waisted ? Front darts or not ? Vents – none ? centre ? sides ? What length of vents if used ? What sort of panelling to back and sides ?

I'd go with a waisted jacket with a double vent in the back.

Trousers – pleated front or plain front ?

Go with the plain front, it gives a slimmer appearance. Pleats are more appropriate with tails.

The more I think about it, the deeper it gets !

Don't over-think this. If "style" is the overriding factor, take him in and let him choose something "off the peg" (Pierre Cardin as opposed to Hugo Boss). If you are determined to go the "bespoke route" then instruct your tailor to make your son's dinner clothes as conservative as possible. My experience in India was that it was helpful to hand my tailor a picture of the sort of suit I wanted, just to make sure we were on the same waive length. You might want to do the same.