I get Annual Multi Entry Business Visas in London - on my 4th now.
In the London Embassy Web sites now you first tell them your citizenship, Visa Type, and Numbers of Entries. You then go on to give them details of you and your Visit. You then download the form which the Computer has completed from the information you gave - which you sign and take along with your other documents.
Apart from the next visit the form asks for the Visas duration so it knows you would want a Multi Entry. Your Inviting Organisation would have said if they are 'hosting' you for one trip, or many.
The final proof that they have the correct Visa in mind is the amount of cash they ask for - check it then. Once they me asked for the fee for a single entry. I pointed out I was applying for a Multi entry and they amended the cash required!
On my last one in March, as with earlier ones, I put down several cities across Rus to justify any documents check ups when wandering about. Never been a problem in 15+ visits.
On entering via Est by motor bike last year the girl just asked why I was not flying as usual! Not wanting to say 'for fun' as it was a Business Visa, I just smiled, shrugged my shoulders and she got on with stamping the Passport, Migration Card and wished me good journey. I like to think she was being friendly and interested in me, rather that protecting her Country from visitors with dubious motives!
Other entry/exit points were no problem - on the spur of the moment I went into Kaliningrad from Coronian Spit (Lithuania) and out the next day into Poland. Kaliningrad was never on any application form. Again - no problem. In fact the Kaliningrad borders worked very well and relatively fast.
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