Wayne Boring (1905-1987) began working w/Siegel and Shuster in 1937 on D.C. Comics' stories like “Dr. Occult” and “Slam Bradley." He would become the main penciller on “Superman” through the 1950s w/Stan Kaye as inker. Boring also did bkgs. for Hal Foster’s “Prince Valiant” 1968-1972 and drew the “Davy Jones” comic strip 1961-1971. All items sent to Charlie Roberts. Letters range in size from 7.25x10.5” to 8.5x11”. 14 are handwritten in ink, two are typed. A few are on real estate company stationery, most are on sheets of typing paper. Includes nine hand-addressed envelopes and one types. Dates range from Oct. 12, 1979 to Jan. 16, 1986. Most are signed “Wayne”, though several envelopes bears his handwritten “Wayne Boring” name.

Dates/contents include -

Oct. 12, 1979 handwritten letter signed on realty company letterhead. Mentions nice Florida weather, “Pleasure Meeting All You Talented People And Talking About The Good Old Days. How Those Cats Can Draw! What Abject Terror They Face Every Day, A Blank White Sheet Of Paper And A Shaking Hand!” Signed in ink “Sincerely, Wayne. PS. Let us map some more - W.” Comes w/matching hand-addressed envelope.

Jan. 29, 1980 two-page single-sided handwritten letter on separate lined sheets. Notes Boring is busy w/real estate, enjoys Van Buren and Percy Crosby art and mentions“I Do Not Have Any Sunday Supers, My Contact With Sol Harrison Is Practically Non-Existent, I Do Not Have Jerry Or Joe’s Address" and also mentions "I Have Four Leyendecker Oil Sketches.” Signed in ink, “Ever Thine Wayne.” Comes w/matching hand-addressed envelope.

March 27, 1980 two-page single-sided handwritten letter on separate sheets w/real estate letterheads. “Coll Was The Idol Of My Fumbling Years And My Complete Frustration, My Youthful Heartbreak Came In 1926. I Read Of Coll’s Death,” letter going on to mention Boring's  preparing for Miami Con on April 7 "I Have Prepared A Thin And Sketchy Exhibit, Drawing And Painting Take Constant And Intense Thinking And Work, I Wrote To Jerry Siegel With Your Request With Something From Joe Shuster. Did You Hear From Joe?” Comes w/matching hand-addressed envelope.

May 5, 1980 two-page single-sided handwritten letter on two separate sheets. Letter notes Boring is busy w/real estate, Miami Con update “One Had A Center Sunday Strip (Superman) Of Mine For $300, Another Had A Sunday Color Proof (Super) for $250. I Had An Outside Table With Jim Shooter, Chief Ed. For Marvel. He Started As A Writer With Me When He Was 14. He Asked Me To Do Something For Marvel. No sale. I sold about $500, Six Old Dailies In Poor Condition. A Kid Asked Me To Sign 10 Actions, In Mint Condition Of Date ’56. I Was Astounded At The Quality Of Stan Kaye’s Finishes. Stan Was Working For Dean Cornwell At That Time, For Nothing, On Cornwell’s Murals.” He mentions kids at the Connecticut train station delivering work to NYC for artist’s “They Liked To DeliverThe Superman Stuff Because They Could Watch The Guys Draw In The D.C. Bullpen.” and ends w/“I Must Cut Off Now. Mr. Blanding Just Asked Me To Show Him A Dream House!”

Feb. 9, 1981 handwritten letter mentions “Slave Driver Gallery Agent” (Ken Miller), learned of the passing of early D.C. editor Whitney Ellsworth - “This Reduces The Original ‘Super’ Gang To About Three, Jerry, Joe And I And Pig Rich Jack Liebowitz!”

April 21, 1981 double-sided handwritten letter notes Noring doing consignment work for Ken Miller, reading in part “Most Of My Effort Has Been Ala Empire Strikes Back, Big Machines Overwhelming Humans, Space Stations – Some Superman." Letter goes w/Boring asking “Did I Ink The ‘39 Dailies & Sundays? Just The Dailies Complete - Joe Drew Sundays & Paul Cassidy Inked, I Started Sundays When We Moved To N.Y. In ’40 & ’41. That Was A Screwed Up Time - Pencillers Were Non-Existent So Joe And I Did Pencils As I Remember, And Even Stenos And Office Boys Inked. Bob Kane Was Lucky - He Had A School Boy Named Jerry Robinson Inking And Later Drawing For Him. Jerry’s Parents Threatened To Sue D.C. Because Jerry Wouldn’t Go To School Because He Was So Busy On Batman.” Letter goes on to mentions fellow artist “Milt Caniff Is A Giant Among Men And Artists - I Owe That Cat More Than I Can Ever Pay.” Signed in ink, “Ever Thine Wayne." PS Mentions “Whit Ellsworth My Good Friend” passing away “Behold How Swiftly The Cards Run.” Signed in ink “Ever Thine Wayne.” Comes w/matching hand-addressed envelope.

July 22, 1981 double-sided handwritten letter makes humorous mention of receiving a check for a commission, “Do As I Say Or I’ll Twist Your Skinny Neck,” noting “I Went To N.Y. Tech To Design And Lay Out Tubby The Tuba,” mentions Rockwell and Leyendecker “I Knew Rube G. And Milt Caniff Very Well From The Old Cartoon Society. Ah, Memories.” Signed “Thine Wayne” in ink. Comes w/matching hand-addressed envelope.

Aug. 24, 1981 handwritten letter (“On A Piece Of Stan Lee’s Lousy Paper”) mentions enclosed “Rocket’s Red Glare” painting, “I Like Frank Frazetta - He’s An Excellent Workman” and closes w/“Gotta Run Now, Faster Than A Speeding Bullet! Sincerely Wayne.”

Dec. 14, 1981 handwritten letter Mentions enclosed art “Put It Under The Tree,” cover paintings consigned to Collector’s Book Store being priced too low at $300, “I’ll Laugh Like Hell If They Get No Bids At All!” Signed in ink “Thine Wayne.”

March 30, 1981 double-sided handwritten letter refers to “Charlie Freezing In Pa., Basking In The California Sun, Would Like To Have Seen Milt Caniff At San Diego Con."  and mentions his article in “Amazing” and how Jack Schiff called “To Take Issue With Me About The 'Swindler’ Remark, Roy Thomas Had Called Me Before The Article And Asked Me To Work On A ‘Super’ Story With Him. I Just Finished An 8 Pager For Nelson Bridwell” and hopes it does well, “Hold It! Suppose It Dies On The Rack! I Guess I Can Always Go Up To Disney World And Drive A Bus.” Letter goes on to mention his covers going for $350 to $700 at auction “You Would Be Surprised Who The People Are Who Buy This Crap.” Signed in ink, “Ever Thine Wayne - P.S. Lois Sends Her Love.” Comes w/matching hand-addressed envelope.

May 29, 1985 double-sided handwritten letter mentions requested commission of “Jerry, Joe, And I In The Planet Office” for $250 w/“I’m Going To Put My Five Leyendecker’s Up For Grabs” at auction. He closes w/"The Best Of Everything To You Both, Lois & Wayne” then adds ink note on reverse noting “Painting Will Be 20x24” On Canvas Or Plywood Acrylic Paint” signed “Thine Wayne.” Comes w/matching hand-addressed envelope.

July 9, 1985 typewritten letter w/handwritten ink note at bottom. Letter mentions sending art on consignment for Charlie Roberts to sell at San Diego Comic-Con - 12 daily strips ($75), six magazine pages ($75, big flag and eagle painting ($500) and mentions “Julius Schwartz And All Of His Minions Will Be There So Do Not Take Any Crap As My Agent. This Material Has Been Returned To Me From D.C. For Sale As I Wish.” He also mentions working on painting for Roberts, noting “Why You Want Joanne In It Is Beyond Me. Joanne Never Showed Up At The Superman Office." Signed in ink “Wayne” w/added handwritten PS “I Think I’ll Go To Orlando Sept. 29 & 29.” Comes w/photocopy of  San Diego Comic-Con w/list of consignments filled out by Roberts w/total value of  $5,720 and small color photo of Superman w/flag and eagle painting w/ink note from Boring on back “Oil On Plywood 20x24” $350.”

July 24, 1985 handwritten letter text includes “Sure I’ll Do You The ‘Super’ Flag Bit, This Painting Is Different From The 'Cover' Paintings Because It Has Little Or No Outline.” Signed in ink, “Lovingly In Haste Wayne."

Aug. 10, 1985 typewritten letter mentions receiving check for San Diego Comic-Con, being swamped from old ad in “Buyer’s Guide” and notes “Both Of Us Love Joan, She’s A Peachy Gal…What Does She Think Of All This Comic Strip Crap?” Comes w/matching typed envelope.

Undated but c. Summer, 1985 handwritten letter mentions “Here’s Your Flag Painting,” selling out at Fantasy Fair “2 Covers, The Two Sign Painters, And The ‘Return To Krypton’ And 6 Dailies.”

Jan. 16, 1986 two-page single-sided handwritten letter on separate sheets passes on trade offer of old Sunday pages, running an ad on “The Paintings And The Last Of My Dailies.” Boring notes “Superman Is At Long Last In His Death Rattle. I Saw It Coming This Past Year. D.C. Insists That I Use Inkers And They Do Some Weird Things With The Pencils. So Batman And Super Are Given To Private Contractors (John Byrne) For One. Schwartz Told Me That Inkers Were Under Contract And I Had To Use Them Or Else.” Mentions selling all art at two different shows. Signed in ink, “Ever Thine Wayne.” PS mentions Jim Ivey’s wife passing away. Second PS notes “Stan Kaye Had Just Started To Work With me,” referring to the Sunday pages he received. Comes w/matching hand-addressed envelope.

Generic Christmas card w/Santa Claus on front is signed in ink on inside by Boring's wife, who adds “Dec. ’84“ date and "Our Friends The Roberts - Wishing For You The Very Best Holiday Ever!! Lois & Wayne Boring.” Comes w/envelope postmarked "Fort Lauderdale -Feb. 28 1987” and contains four-page “In Remembrance” card, inside noting Wayne Boring's death.

Letters have lt. handling creases here and there as mailed, envelope edges are worn as opened. Overall Fine/VF+. All three are Fine/VF. An instant one-of-a-kind archive w/much personal content from one of the best Superman artists in history who was there at the beginning. Comes with Hake’s COA. Charlie Roberts Collection.