Denim on Denim is a trend that has been around for decades remember Justin Timberlake and Britney Spears Denim on Denim look?
When pairing Denim on Denim you want to make sure there's a balance in what you're wearing. A lightweight shirt or jacket looks great with a dark denim jeans. In the first look I tested it out doing the opposite and it didn't work so much for me maybe if I had slimmer pants or different shoes. It’s about knowing your body, and complimenting your shape. Wearing lighter shades of denim brings attention to the body areas they cover, while darker washes created a slimming effect.
Combining the different shades works the best. When it’s all in one shade, head to toe denim I tend to look like a cowboy ha!
I usually stick with a lightweight chambray shirt paired with dark slim-fit jeans.