I'm starting a new thread to show some of my covers that have humorous cachets and am beginning with one drawn by Walter Lupton, aka East Coast Lefty. Lupton drew cachets that depicting Navy life of enlisted men. It is one of my favorites and shows an "old salt" with three re-enlistments giving a "boot", (a newly arrived seaman fresh out of boot camp), an exaggerated story of the "salt's" prowess. It is also, to date, the earliest of Lupton's covers that I have. USS Lassen (AE-3), where the cover was posted, was a munitions ship that served throughout WW II. Lassen was commissioned in 1941, decommissioned in 1947, and struck from the Navy's rolls in 1961. If others have cartoon cacheted covers, any subject, I hope they will post them. I would enjoy seeing them.
A second cover with cachet by Walton Lupton (East Coast Lefty) and Shorty Burkholder. This appears to be a joint artistic effort, but I don't know who drew what. I know nothing about Burkholder. The "E" refers to a ship's performance during fleet exercises. Ships that performed well got to fly an "E" pennant that stood for Efficiency.
A third cover with an East Coast Lefty cachet. The addressee, Leslie Meyer, was a dedicated collector of patriotic covers and one can find many addressed to him for sale on eBay. In this instance, I would guess that he mailed this cover to himself. It is postmarked Hampton, Iowa, which is only ten miles straight east of Latmer, and the sealed cover has never been opened.
Continuing with cartoon cachets by Walter Lupton (East Coast Lefty) is this one still from the WW II period depicting the Shore Patrol chasing a couple of sailors on liberty. The cachet on this cover looks more professional in its printing. It has raised printing, but I don't know what the printing process was.
The cover below is the last one I have by East Coast Lefty, aka, Walter Lupton. I have see others with different cachets available on eBay, but I have not found one or more that are in my price range. This one looks older than its 1950 cancel. The printing of the cachet is much like that of the previous one posted in 1945. Whenever drawn, it is a nice example of Lupton's work.
Here is a more contemporary cartoon cachet (1991) commenting on a first-class postage rate hike from .25 to .29, approximately 16%. It is also a FDC for the non-denominated 'F' stamp which was valued at the new .29 rate.
I was rummaging in a shoe box for another item and turned up this cartoon cover by "East Coast Lefty." I don't remember when or where I bought this cover, but it fits his navy themed items. It is now in the queue for write- up and placement in my cartoon cover collection with his other covers.