Green’s Dictionary of Slang

tailor n.

[abbr. tailor-made n. (2)]

(US prison/Aus.) a factory-made cigarette, whether prison-issue or commercially produced.

[Aus]North. Times (Carnarvon, WA) 24 Sept. 2/6: Tailors: Machine Made Cigarettes.
[Aus]W. Dick Bunch of Ratbags 74: But you only smoke tailor’s anyhow.
[US]Bentley & Corbett Prison Sl. 66: Tailor and TM’s A manufactured cigarette, whether it is a name brand or generic.
[US]J. Lerner You Got Nothing Coming 129: ‘Wanna tailor, O.G.?’ [...] I accept a Marlboro from his crumpled pack.

SE in slang uses

In compounds

tailor’s helper (n.)

(US tramp) a vicious dog.

[US]‘Dean Stiff’ Milk and Honey Route 200: Bone polisher – A vicious dog. Also called a tailor’s helper.