Spread collar shirt in white or pink and a paisley tie. I'm digging the thought of the middle and last acorn cloths though.
I'm thinking of blue gingham and polka dot tie...!!!!!
...or a butcher stripe with black tie.
Shoes simple: Black caps or Chelsea boots....
Damn you Formby, I'm gonna have to get to the tailors right now and see what's in the swatches. You've given me that horrible butterflies feeling of excitement. The missus is going to do her nut when the suit bag walks though the door.
The combos you describe remind me of Harvie & Hudson's product range ca. 1999.
And: Chalkstripe + gingham shirt + paisley or polka tie...Yes, I know I SHOULD like it, and on Askhomo they probably adore this because Rötzel bla bla bla.
To me that combo is the sartorial equivalent of Autotune vocals.
And - no, you dont see Chalkstripe combo in London often, unless you mean "In St James" and "Worn by men +50". Everywhere else and in the age bracket below, flatfront is all the rage.
I once met a 50something executive (FNB moment!) who pulled off: a DB chalk with dark brown double monks. And a pink shirt. And a rose gold Cartier Pasha.
It really suited HIM, but not me. I tried a DB on at N&L and (censored).