6-month vs 2-year visit visa

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Chances of acceptance for either of those are based on his circumstances and you are thinking too far ahead: get the first visa acceptance, comply with the terms, and only then think about which visa to apply for next. You should also consider a spouse visa (I'm surprised you haven't mentioned this) and the 'Surinder Singh route' which would entail you living with him outside the UK for a while before you could both enter the UK under European treaty rights.

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