This combination of a biker jacket and a long sleeve t-shirt is very easy to put together and so comfortable to sport all day long as well! You could stick to a more classic route on the shoe front by finishing with a pair of black leather loafers. As you can see here, it's very easy to look amazing and stay comfy when colder weather arrives, thanks to this look. This pairing should erase any doubts you had about wearing casual clothes as a gent over 50.