"The Unfortunate Rake", also known as "The Unfortunate Lad", is a traditional folk ballad (Roud 2; Laws Q26), which through the folk process has evolved into a large number of variants. The earliest known variant, from an 18th-century broadside, is a lament for a young man dying of syphilis. The many variants feature various young soldiers, sailors, maids and cowboys, being "cut down in their prime" and contemplating their deaths.
One warm morning the narrator meets a comrade outside a hospital. Despite the weather the comrade is wrapped up in flannel. When asked why, he replies that he has been wronged by a beautiful woman, usually inferred to be a prostitute or camp follower. She failed to warn him to take the precautions needed to prevent syphilis and he is dying, complaining that he has been "cut down in his prime". He then asks the narrator to arrange for him a military funeral, for his coffin to be carried by six soldiers, accompanied by six young maids singing, and that they should not muffle their drums but "play their fifes merrily". Another version (The Streets of Laredo) says, "Play the fife lowly."
In a variant called "Young Sailor Cut Down in his Prime", another part of the funeral arrangements is described:
But now he is dead and laid in his coffin,
Six jolly sailors walk by his side
And each of them carried a bunch of white roses
That no one might smell him as we pass them by.
The majority of variants use the same melody, including "the sub-family known as "The Cowboy's Lament", of which "Streets of Laredo" is perhaps currently the best known member. However another branch uses the same basic story but set to a different tune to become the standard "St. James Infirmary Blues". In most variants the narrator is a friend or parent who meets the young man or woman who is dying, in other variants the narrator is the one dying.
A 1960 Folkways Records album also titled "The Unfortunate Rake" features 20 different variations of the ballad. Variants not in this album include: