From expertly lacing Timbs to what pants you should wear, here's the best styling advice on how to style Timberland boots all year around. Complex Original/Liam Eisenberg The sheer timelessness of Timberland boots (“Timbs” for short) can’t be overstated. The work boot has emerged not only as a staple on construction sites and workshops, but is commonly seen on city streets, runways, and collection lookbooks. A rugged pair of wheat Timbs was one of the ‘90s most iconic fashion trends.