Green’s Dictionary of Slang

toby n.1

[Toby, dimin. of proper name Tobias; thus euph.]

1. the posterior, the buttocks.

[UK]Mercurius Democritus 31 May-7 June 35: [The] Wenches [...] pull’d down Dick’s breeches (and having bound him hand and foot) soundly jerkt his Toby.
[UK]‘R.M.’ Scarronides 8: He jerkt his sides and firckt his Toby.
[UK]J. Phillips Maronides (1678) VI 76: For she had got another Booby [...] to jerk her Toby.
[UK]Otway Soldier’s Fortune IV i: Tickle my guts, you mad-cap! I’ll tickle your toby, if you do.
[Ire]K. O’Hara Midas III ii: His toby I shall tickle.
[UK]R. Barham ‘Sir Rupert the Fearless’ in Ingoldsby Legends (1842) 39: Throw us out John Doe, and Richard Roe, / And sweetly we’ll tickle their tobies!
Liverpool Mail 31 July 4/5: If Cardwell should try to leave us in the lurch, / We’ll tickle his toby with Liverpool Birch.
[UK]Coventry Herald 14 Aug. 2/1: Nobody gives them the water they want [...] Till they catch a fine youth and tickle his toby.
[US] ‘Richard the Third’ in Rootle-Tum Songster 50: Off wid his head, his toby tickle.

2. a woman’s genitals.

[UK]C. Cotton Virgil Travestie (1765) Bk I 57: That Fame and Honour she may go by, / And let Aeneas firk her Toby.
[UK]N. Ward ‘The Dutch-Guards Farewel to England’ in Writings (1704) 142: Farewel to your Women, made Fine by their Cloaths, / He that tickles their Tobies, endangers his Nose.

In phrases

tickle someone’s toby (v.)

to fawn on, to toady to.

[UK]Morn. Post (London) 26 Aug. 3/4: I am the sub whom none shall snub; / I’ll do as I please — Play the fool at my ease / [...] / Who’ever the King may be [...] I’ll tickle his toby.