Try pairing a dark brown waistcoat with blue jeans for a really classic outfit. If you wish to immediately tone down this outfit with a pair of shoes, why not complement this ensemble with a pair of casual boots? Can you see how super easy it is to look on-trend and stay warm when colder weather comes, all thanks to combinations like this? So if you're scouting for fashion inspiration for dressing after sixty, this outfit is definitely worth saving for later.