Black Waistcoat with Chelsea Boots Fall Outfits In Their 30s: This combo of a black waistcoat and blue jeans is hard proof that a safe look doesn't have to be boring. A pair of chelsea boots can integrate seamlessly within a ton of combinations. When temps are dropping and fall is in the air, you'll love this getup as your go-to for weird fall weather. As you reach your 30s, you probably want to start dressing like a grown man. If that's the case, ensembles like this are a safe option.

This combo of a black waistcoat and blue jeans is hard proof that a safe look doesn't have to be boring. A pair of chelsea boots can integrate seamlessly within a ton of combinations. When temps are dropping and fall is in the air, you'll love this getup as your go-to for weird fall weather. As you reach your 30s, you probably want to start dressing like a grown man. If that's the case, ensembles like this are a safe option.