Green’s Dictionary of Slang

1. a male sexual athlete; a promiscuous woman.

1912		W.C. Handy ‘Mr Crump Blues’ 🎵 Mister Crump won’t ’low no easy riders here, / Mister Crump won’t ’low no easy riders here. / I don’t care what he don’t ’low, / I’m going barrelhouse anyhow.
1913		Sophie Tucker [song title] I Wonder Where My Easy Rider’s Gone?
1937		Washboard Sam [song title] Easy Ridin’ Mama.
1952		(con. 1948) G. Mandel Flee the Angry Strangers 121: She closed her eye and lost herself in a song [...] ‘I’m an easy-rider woman’.
1968		P. Oliver Screening the Blues 214: ‘Easy rider’ for either a male or female lover has been in common use for as long a period and gained wider recognition when W.C. Handy’s Yellow Dog Blues, with the line ‘Dear Sue, your easy rider struck this burg today,’ was published in 1914.
1971		Current Sl. V:4 10: Easy rider, n. Girl who gives ‘everything’ on a first date.
1985		‘Thommo’ Dict. Aus. Swearing & Sex Sayings 40: EASY RIDER — Also one who is very cool, com- petant, naturally gifted and skilled in the techniques of having sexual intercourse or in performing erotic sexual fantasies.

2. a pimp, a kept man.

1926		Van Vechten Nigger Heaven 13: Put ashes in sweet papa’s bed so as he can’ slip out, moaned Licey in Creeper’s ear. Ah knows a lady what’ll be singing, Wonder whah mah easy rider’s gone!
1951		J. Lardner White Hopes 17: The [boxing] manager may be a racketeer or a parasite, but [he is] proud, as no other kind of agent or ‘easy rider’ is, of the thought that he makes his way by what [manager] Jimmy Johnston called ‘the sweat of my imagination’ .
1969		in Current Sl. IV:3-4 (1970) 17: Easy rider, n. A man who lives off what his wife makes as a prostitute.
1971		E.E. Landy Underground Dict. (1972).
1981		McKee & Chisenhall Beale Black & Blue 6: [E]asy riders in their boxback suits, stetson hats, and silk shirts, with diamond stickpins and gold chains, glittering symbols of Beale’s glamorous wickedness.
1989		J. Morton Lowspeak.