Green’s Dictionary of Slang

1. a wooden leg.

1753		Midwife III 108: Some Account of the famous* Mons. Timbertoe [note] *The celebrated one-leg’d Dancer, who perform’d with universal Applause at Mrs Midnight’s Oratory.
a.1790		C. Dibdin ‘A Drop of the Creature’ in Collection of Songs II 46: There was Kit with a cast in his eye, / And Tom with the timber toe.
1810		‘Dick Dock’ in A Garland of New Songs (60) 5: And then how you hobbling go / On that jury mast your timber toe.
1819		Chester Chron. 23 July 4/1: Commodores with timber-toes are driven from their latitude.
1826		Inverness Courier 20 Dec. 4/1: Before you had those timber toes / Your love I did allow, / But then, you know, you stand upon / Another footing now.
1830		Leics. Chron. 12 June 3/3: They had but one pair of legs between them, and each sported a new timber-toe.
1837		D. Crockett in Meine Crockett Almanacks (1955) 81: I was beaten, for they made choice of a man with ‘a timber toe.’.
1841		‘Ben Battle’ Dublin Comic Songster 55: Before you had those timber toes / Your love I did allow.
1853		C.R. Read What I Heard, Saw, and Did 158: Three old fellows with timber toes.
1860		Kentish Gaz. 16 Oct. 5/3: His timber-toe went so far into the mud that he could not extricate himself.
1866		Newcastle Jrnl 2 July 3/1: The unfortunate cripple [...] preferred a timber-toe [...] to a cork leg.
1877		‘Ben Battle’ in Laughing Songster 151: [as cit. 1841].
1881		Manchester Courier 19 Dec. 5/5: The captain of the ship is a man with a ‘timber-toe’.
1891		Hants. Advertiser 20 May 3/2: The burglar’s timber-toe would tell an unmistakeable tale on a snow covered garden path.
1937–84		Partridge DSUE (1984) 1234: [...] from ca. 1780; ob. by 1930.

2. a person who has a wooden leg.

1774		Foote Cozeners in Works (1799) II 143: We will make the foe / Sink, or submit to Captain Timbertoe.
1785, 1788, 1796		Grose Classical Dict. of the Vulgar Tongue.
1788		Morris et al. ‘Jack Timbertoe’ in Festival of Anacreon (1810) 53: He ploughs the deep with a yoh heh yoh; / And so has poor Jack Timber-toe.
1796		Hants. Chron. 8 Oct. 4/2: At starting it was more than six to four infavour of Timber-toe; but he lost [...] having broke his wooden leg in the middle.
1811		Lex. Balatronicum.
1823		Egan Grose’s Classical Dict. of the Vulgar Tongue.
1837		Leicester Chron. 23 Sept. 1/2: By instituting proceedings in the said Court against our Radical Parson, if he be not so terrified by Mr Timber-toe’s threatening hints.
1848		J.R. Lowell Biglow Papers (1880) 97: Then you can call me ‘Timbertoes.’.
1855		W. Phillips Wild Tribes of London 83: I s’pose timber-toes will be a comin’ in soon, an’ one-arm Jack by the dozen. Ah! that’s a dodge I can vurk to perfection.
1873		Sl. Dict. 323: Timber-toes a wooden-legged man.
1876		Huddersfield Chron. 29 May 4/5: From ‘Old Timber-toe’ by W.H.G. Kingston.
1890–1904		Farmer & Henley Sl. and Its Analogues.
1901		(con. c.1795) Dundee Courier 20 May 7/2: The scene, says one writer (about 1795) opens [...] with the shouting out of names [...] ‘Here Consols! — you old Timber-toe’.
1906		S.F. Bullock ‘Old Timber-Toe’ in Sun (NY) 1 Apr. 23/4: ‘Well, you wouldn’t be the first to trip over Timber Toe’s wooden leg’.