For a casually dapper getup, try pairing a grey wool blazer with light blue jeans — these two pieces work beautifully together. Dial down this getup by rounding off with a pair of black and white suede low top sneakers. So so as you can see, it's a stylish, not to mention season-appropriate, combination to keep in your transitional rotation. So if you're searching for fashion tips on how to dress during your teen years, this outfit is a perfect example.