The Chelsea boots are one of my favorite footwear.  They work well with traditional menswear, as well as chinos and jeans.  They have no laces, so slipping on and off is super quick.  I bought my first pair about 5 years ago when it wasn’t so popular.  The menswear group thought they were too casual to wear with suits and proper trousers.  The streetwear group didn’t adopt the trend yet because Kanye wasn’t spotted wearing them.  Fast forward to today, they are loved by the streetwear group.  Many wear them with skinny jeans and oversized shirts.  I’m unsure how long the trend will last, but they will remain to be a favorite of mine due to their versality.