Justin Theroux with his late 1950's 1960's (I'd say possibly even 1970's) Sears Engineer Boots with Biltrite green plug soles and Biltrite Imperial heels. Keep in mind that Sears Engineer Boots are the Volkswagen Beetle of footwear - they maintained the same look for decades. There are certain things that indicate their age - If that's a shank rivet in the first photo they're from the earlier era.
Notice the super long instep straps, brass buckles and aftermarket vertical shaft zippers. Justin takes my vote for the BEST Vintage Engineer Boots worn by a celebrity.