You will need to carry out a careful conversation and only when it is hinted at, may you ask someone what they do or openly try to guess.The same can be said about asking someone if they're single/ married.
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As a Canadian dating in Scotland, I initially found it quite difficult as there isn't the same culture/ tradition of dating as there is in North America.
Back in Toronto, it wasn't considered strange/ too forward for a guy to approach you and either: (a) just start talking to you SOBER and/or (b) offer to buy you a drink.
The same cannot be said about Scottish men, I'm afraid.
Which brings me to my first point: This takes some getting used to.
For example, it's not really polite to directly ask someone what they do for a living.
Sure, that is the second thing we ask each other in North America, right after "What's your name? So instead, you need to find these sort of details out in a roundabout way.
I get a surprising amount of emails from women - mainly American and Canadian - about dating Scottish men: e.g. North American dude; what does it mean when a Scottish guy asks them out for a drink with all his friends and so on and so forth.
Most of the time I respond because they're just looking for advice/ perspective and as everyone knows, I have publicly lamented about dating in this country so I am more than happy to pass on what I have learned, if anything.