Green’s Dictionary of Slang

ringtail n.1

[ring n. (1b) + tail n. (1)]

1. the anus.

[US]Maledicta III:2 232: Still more words of this fucking vocabulary are [...] ringtail.

2. (also ring tail wife) a tramp’s young homosexual companion.

[US]P. & T. Casey Gay-cat 234: Mostly we has ter cop off the strong-armers an’ stick-ups an’ grifters an’ dips an’ other ringtails wot pester a circus.
[US]Ersine Und. and Prison Sl.
[US]Monteleone Criminal Sl. (rev. edn) 194: ring tail wife A catamite; a boy kept for unnatural purposes by a tramp.
[US]J. Jones From Here to Eternity (1998) 422: I know that on the bum a lot of good guys went queer [...] Some of the old timers would take the young kids and train them to be ringtails.
[US](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 [...] ringtail.
[US]Bentley & Corbett Prison Sl. 59: Girl A feminine, passive homosexual. (Archaic: nola, ring tail).