A violet quilted gilet and light blue jeans? This is easily a wearable ensemble that anyone can rock on a day-to-day basis. Tan suede chelsea boots are guaranteed to bring a dose of sophistication to this outfit. As you can see here, it's super easy to look dapper and stay snug when cooler weather hits, all thanks to ensembles like this one. This combo illustrates how to look good as you step into your 50s.