Nine months earlier and more than 700 miles away in Fort Sumner, New Mexico Territory, 21-year-old outlaw William "Billy the Kid" Bonney died in the dark on the floor of Peter Maxwell's home from a single shot to the chest. Both men were killed by friends who had the law on their side, one even had a badge. Both assassins dreamed of gold.. While Billy the Kid and Jesse James were alive in the same time period, there is no recorded evidence to prove that they ever met or had any connection with each other. Billy was barely out of his teens when he became an outlaw, while Jesse was more than a decade older than him and committed his first robbery in 1866 when Billy would have been.

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Jesse Woodson James (September 5, 1847 - April 3, 1882) was an American outlaw, bank and train robber, guerrilla and leader of the James-Younger Gang.Raised in the "Little Dixie" area of Western Missouri, James and his family maintained strong Southern sympathies.He and his brother Frank James joined pro-Confederate guerrillas known as "bushwhackers" operating in Missouri and Kansas during.. Myth: At one time Billy the Kid rode with Jesse James.. There is indeed a story that the Kid met Jesse James who was going under the alias of Thomas Howard at a restaurant in Las Vegas, New Mexico. Supposedly they ate together and chatted, and during that meeting Jesse invited the Kid to join his gang in which the Kid flatly refused..