PATRICK GARRETT The legendary sheriff who gunned down Billy the Kid signed this typed letter regarding a transfer of money Typed Letter Signed: "P. F. Garrett, Sheriff". 8½x6¼. Dated August 16, 1900. One page. In Full: "For value received, I hereby transfer…to Mr. S. Spitz of Santa Fe New Mexico, my account against the Territory of New Mexico for Fifty Dollars…for Requisition issued by the Governor of the Territory of New Mexico." Accompanied by a mailing envelope addressed to Garrett. Patrick Garrett (1850-1908) lived a fairly long life despite his proclivity for gunfights and maintaining the law. After being elected to Sheriff in Lincoln County, New Mexico in November of 1880, Garrett engaged in a nine-month chase to hunt down Billy the Kid, even crossing county lines. He shot and killed the criminal on July 15, 1881. Garrett published a book about Billy the Kid and his unlawful lifestyle, making him out to be a ruffian. Other sources mythicized Billy the Kid, and this latter point-of-view generally won the day despite Garrett's best efforts.

EMMETT DALTON The former outlaw writes to a history professor regarding an old friend and photos of his brothers. Typed Letter Signed: "Emmett Dalton", 1p, 8½x11. Hollywood, California, 1934 April 1.On his personal stationery, which is imprinted "Author of/'When The Daltons Rode'" at upper left. To Virgil Y. Russell, History Dept, Casper, Wyoming. In full: "It has been seldom that I have been so, in years, that I could not answer my letters but natural conditions seem to have gotten the best of me. I have Been [handwritten by Dalton] on the 'Bum' for four or five years, cant (sic) die nor get well, but in the last few months I seem to be getting better. I remember old 'Tex Cooper' well. I always considered him one of my best friends. Under separate cover I am mailing you one of my small photos, taken about four years ago. It would not be possible to get one of my brothers at this time, as you suggest, you know, men were not much for having their picture taken, in those days, little did they think about getting into trouble. With sincere apologies for my delay in not ansewering (sic) sooner. P.S. The photograph you mention was publisher (sic) in the American Magazine about four years ago.

EMMETT DALTON The only surviving Dalton Gang member signs this letter regarding his new book and wanting to hang a photo relating to the James Boys in his den, dated 1931 Typed letter signed: "Emmett Dalton", 1p, 8x10. No place, June 19, 1931 . To Marx Reimers, St. Paul, Minnesota. In full: "Thank you very kindly for your letter of June nineteenth, with enclosures. I am sending you an autographed photograph of myself, taken about ten years ago. The story 'West of 96' is published by Doubleday, Doran and Company, Garden City, New York, and is on sale at most all the large book stores and many department stores also. It is published under the title of 'When the Daltons Rode' and is about 80,000 words, illustrated, and much more complete than 'West of 96' which is about half that length. I would be pleased to receive a photo of the arch from which you say the James Boys started, for my private 'Den'. With Kindest regards." Emmett Dalton (1871-1937) and his three brothers led a murderous gang of train robbers, who used a network of informers and hideouts to evade a widespread manhunt.

FRANK JAMES From Gallatin, Missouri, while awaiting trial for murder and armed robbery, James handwrote this remarkable and very affectionate 20-page letter to his wife, even quoting Shakespeare. This rich content letter includes references to some of James' friends and former partners Ebenezer Magoffin, and Bill and Frank Gregg. Curiously, James signs with the alias he used as an outlaw, "Ben". Autograph Letter signed: "Your true husband/Ben", 20 pages, 5x8. Castle St James [Gallatin, Missouri], July, circa 1883. A loving letter from Frank James to his wife, on his affection for her and recent happenings. In full: "My dear wife: Do you know your letter of last Sunday was the most interesting communication I have had from you since you left me. I think you are awakening to the fact that I love you much more than a "little bit" as you express it. Let me whisper to you right now that I feel a hundred times better since you have written as you have. How kind and good you can be when you want to. I have felt very much like spanking you several times of late, when you would say for instance "I sometimes believe you do love me a little bit".

PAT GARRETT Letter to his wife about their old ranch in Roswell, New Mexico; with envelope incorporating a second signature. ALS: "P.F. Garrett", 3p, 6x8½. Roswell, N.M., 1893 July 16. To his wife. In full: "This is Sunday evening. I got here Thursday and find this country dryer than I ever saw it. Everything looks bad. The cattle are dieing (sic) and everything has a desolate appearance. I went out to our old place this morning. It looks about as it did when we left except the cotton-woods have grown considerable, the grape vine (sic) are loaded with grapes and look well but the Peach trees look bad several have died. I find the Horses in bad shape. Garvey has sold and stole them so that there are not a great many left. I will begin to gather them tomorrow and am going to sell for some price. I intend to close out all we have here. So I will never have to come to this country again. I cant tell yet when I will get home. Write me at once and let me know how you all are getting along. If you had come with me this trip you would never want to see this country again. Mr. Coburn died yesterday and was buried this morning.

COLE YOUNGER Writing from prison in Stillwater, Minnesota, the outlaw thanks a state senator for a speech advocating his release. Autograph Letter signed twice: "Cole Younger", 2 pages, 7½x12¼. Stillwater, Minnesota, 1899 March 26. Signed on both pages. To "Hon. M. G. Daly, Senate Chambers, St Paul, Minnesota". In full (spelling errors in original): "Mrs. McNeil, Mrs. Greene and Hon. G. H. Schurmer was here to day. Wish I could repeat all they said in regard to the speech you made in the Senate in favor of the Wilson Bill. I had read what little the papers give and felt very grateful. But if posable I would feel still more after hearing them speak so highly. They were wishing I could have herd you. I told them I would feel very happy as it was if you could only here them praising you. They said everone said it was one of the best speeches made in the Senate during the session. Let me assure you there will never be any act of ours in or out of prison that will caus you to regret having extended a helping hand to us in this our hour of distress and our heart felt gratitude

CHARLES J. GUITEAU Awaiting trial for the assassination of the President in 1881, Guiteau signed this autograph letter demanding that an account of his life given to a prosecutor who had posed as a reporter and that the account be published in full in the NY Herald Autograph Letter signed: "CG", 2 pages (front and verso), 5x8. [Washington, D.C.], "Oct. 17" [1881]. To "Mr. Smith". In full: "I expected you today. I want to work on my book. Send a man tomorrow sure. I saw Saturday's republican. It contains a fine report generally. I don't think much of democratic papers. Send me Stalwart, N.Y. & Washington. If Caskill was not mean, he would allow my attorneys to copy from Bailey's dictation my autobiography & thus save me the trouble of dictating it. If he has a particle of honor he ought to do this considering how his Bailey got it. There is nothing I wish to withdraw. Bailey obtained the information on his, & Corkhill's statement that he was a reporter of the NY Herald, & promised to publish it in full in the Herald, & he said it would make 40 columns, that Mr.

GEORGE “BUGS” MORAN The Chicago mobster who waged a city-wide war with fellow mafioso Al Capone signed this petition. Extremely rare! Typed Document Signed: "George Moran", 1p, 8x3¾. No place, but probably Chicago, 1938 November 28. Co-signed: "Lillian E. Cohen" as Notary Public. In Full: "GEORGE MORAN being first duly sworn, states that he has read the above and foregoing petition, signed by him, and that the same is true except for those matters stated by him to be upon information and belief, and that as to those matters this affiant states that he believes them to be true." George "Bugs" Moran (1893-1957) had committed more than 20 known burglaries and was imprisoned three times before he was 21. He became the head of Dion O'Banion's North Side gang in Chicago in 1926. For three years, Moran's gang and Al Capone's gang were bloody adversaries. Their rivalry climaxed on February 14, 1929 in a Chicago garage when seven members of Moran's gang were machine gunned to death on orders from Capone in what became known as the St. Valentine's Day Massacre.

JOHN H. SELMAN The criminal signs documents in jail; he later becomes a lawman and kills John Wesley Hardin. Manuscript DS: "J.H. Selman", 1p, 7¾x5¼. Shackelford County, Texas, 1880 September 10. In full: "Personally appeared before me John Selman who on oath says that the allegations in the foregoing petition he believes to be true." Also signed: "W.C. Pace/CDCSC". In full: "Sworn to and Subscribed before me this 10 day of Sept AD 1880." On verso is related unsigned manuscript. In part: "The petition of John Selman would show that petitioner is illegally restrained of his liberty by H.C. Jacobs sheriff of Shackelford County Texas…." Selman lived on both sides of the law. His career included cattle rustling, robbery and murder -- and arresting cattle rustlers, robbers and murderers. Three months before this document was signed, he was arrested in Fort Davis, Texas just two days after his second marriage. His brother and fellow outlaw Tom Cat Selman had been lynched when they were taken into custody, but John was transferred back to Shackleford County for trial.