Why not consider wearing a black v-neck sweater and blue jeans? These items are totally comfortable and will look awesome when combined together. If you need to effortlessly perk up your look with a pair of shoes, add a pair of black leather casual boots to this outfit. This combo is a nice choice if you're crafting a knockout outfit that will take you from summer to fall. This getup illustrates that even after 50 your dressing options are still far from limited.