- Pin-roll your jeans and chinos. Formal pants are a no-go zone. - Pin-roll your pants to show off your low- to mid-top shoes. Pin-rolling your pants when wearing chelsea boots or high-tops just makes ...

Compared with tucking your jeans into your boots, cuffing them creates a more versatile look that will work anywhere, from the office to a first date. Related: 4 Looks That Will Never Go Out Of Style ...

Next, you should have boots that rise above your ankle and have room inside for the jeans. The more rugged and beat up the boots, the better. You’ll look like a tool if you try to tuck into a ...

So your baggy or loose fit jeans won’t really work. A narrow bottom jeans can also work Boots should rise above your ankles and should be loose on the opening.