If you are in the northeast US you are sick of snow right now, but still slogging your way to work somehow. I got a new pair of mid-height insulated boots, but unless I added gaiters over the top my pants cuffs kept popping out, getting wet and letting in cold air.
I found the solution in my bicycling gear: pants cuff straps!
Mine are like the above: flexible straps fastened by Velcro. Wrapping the cuff before inserting your foot into the boot keeps it nicely tucked in while walking: