If you gravitate towards relaxed dressing, why not take this combo of a sweatshirt and light blue skinny jeans for a spin? If you want to feel a bit fancier now, introduce a pair of black suede chelsea boots to this getup. So if you're after a look that's stylish but also feels entirely season-appropriate, you found it. As you move into your 30s, you want to start dressing like an adult. If that's the case, outfits like this are ideal as inspiration.