A grey crew-neck sweater and light blue ripped skinny jeans are a good combo worth incorporating into your day-to-day off-duty rotation. When not sure as to the footwear, add a pair of white high top sneakers to the mix. Seeing as autumn is taking over, this look is a savvy choice for the transitional season. Those wondering how to wear cool casual dressing in your early 20s, this combination should answer your question.