Green’s Dictionary of Slang

outie n.1

[SE outdoors]

1. (S.Afr.) a vagrant, a tramp.

[SA]J. Matthews The Park and Other Stories (1983) 44: I doan mind to go to jug if I robba outie or stick him witta lem but I doan go to jug for rape.
[SA]Casey ‘Kid’ Motsisi ‘An Unfinished Beat’ Casey and Co. 69: I stood at the door of my ‘double house’ house out in Phiri or Paris as the younger set, die outies, will call it.
[SA]Sun. Times (Johannesburg) 16 Aug. 13: I immediately contacted the city police who agreed to deliver the ‘outies’ they picked up here ... The success rate for bringing tramps back to the straight and narrow was not great... ‘But if I can rehabilitate just one out of 50 “outies” I will be happy,’ he said [DSAE].
Weekly Mail (S.Afr.) 22 June (Weekend Mail) 1: They insist they are not hobos; rather they prefer to be called outies [DSAE].

2. a gangster.

[SA]Sophiatown in M. Orkin At the Junction (1995) 148: Ag man [...] Jy’s die B.A. – intellectual. Ek is net ’n outie.
[SA]IOL News (Western Cape) 17 Sept. 🌐 The one-time envy Sophiatown’s ‘clever auties’ [sic] (streetwise men).

In phrases

on the outies

(S.Afr.) living as a vagrant.

[SA]A. Lovejoy ‘The Smell of Tears’ at www.acidalex.com 🌐 1: Here on the outies he’s forced to be a marrobaner – a thief.