For an ensemble that's super easy but can be styled in a multitude of different ways, go for an olive long sleeve t-shirt and a grey suit. Dial up the wow factor of this ensemble by sporting a pair of white low top sneakers. Seeing as temps are dipping, this outfit seems a great choice for in between seasons. This getup illustrates that figuring out how to dress stylishly as you step into your 30s is quite manageable.