This ensemble clearly illustrates it is totally worth investing in such menswear items as a grey wool blazer and blue jeans. A pair of white leather oxford shoes instantly revs up the classy factor of any ensemble. Piecing together a knockout getup can be a bit of a juggling act on its own. Add cold temperatures into the equation, and the whole thing becomes even more difficult. No worries, this here is your wintry outfit inspiration. This pairing demonstrates that dressing well in your 50s is not that hard.