Green’s Dictionary of Slang

a homosexual boy who is used for sex by the tramp he accompanies.

1926		N. Klein ‘Hobo Lingo’ in AS I:12 652: Possessh—a hobo’s youthful companion.
1930		‘Dean Stiff’ Milk and Honey Route 211: Possesh – Road kid. The hobo’s boy companion.
1941		G. Legman ‘Lang. of Homosexuality’ Appendix VII in Henry Sex Variants.
1965		Guild Dict. Homosexual Terms 36: possesh (n.): A young boy or road-hobo, who is pedicated, protected, and perhaps used in begging. Said to be a contraction of ‘possession.’ (Rare.).
1972		(con. 1930s–40s) B. Rodgers Queens’ Vernacular 108: Hobo slang (kwn ‘30s & ‘40s) [...] The adolescent who usually doubled as cook/lover to a homosexual hobo was called a [...] possesh.