President Kennedy’s Air Force One leather bomber jacket with the presidential seal is expected to be the top seller when a collection of his personal and political items amassed over the years by the late David F. Powers, his longtime confidant and special assistant, is auctioned on Feb. 17 by John McInnis at his Amesbury gallery. The estimate is $20,000-$40,000.

Another jacket with the presidential seal, a London Fog polyester and cotton jacket initialed “J.F.K” and “D.F.P.,” has a lesser estimate of $1,000-$2,000, but it speaks of the close relationship between the men, who even shared clothes on occasion.