For something more on the relaxed end, wear this combination of a black turtleneck and jeans. Introduce black leather casual boots to the mix to spice things up. You can bet this look is the answer to all of your transeasonal dressing woes. So if you need style ideas on how to dress as you pass the big 6-0, this combination is ideal.
If you don't like being too serious with your combos, consider teaming a black turtleneck with jeans. Complement this outfit with black leather derby shoes to change things up a bit. Can you see how extremely easy it is to look sharp and stay cozy when cooler weather comes, all thanks to ensembles like this? As you see here, as a man in his 60s, you still have a vast array of styling options.