A lot of men tend to dress in the same clothes that they feel most comfortable in, whether they are fashionable, unsuited to their body shape, or suited to their age. If you are 50+ before choosing what style to go for its important to firstly look in the mirror and decide which parts of your body you want to make appear slimmer or bigger, depending on whether you have lost or gained weight over the years.
You should choose modern clothes but at the same time you should avoid some of the latest trends. For example stone washed, ripped jeans wouldn’t be suitable for someone in their 50’s. However a dark pair of bootleg jeans is likely to be comfortable and is likely to flatter your figure.
However it is still important to experiment with fashion slightly. For example in the changing rooms you could experiment by trying different shirts with different patterns and styles and choose the ones that best suit you and your lifestyle.