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"Argument against Feeling", published by E Jackson, c. 1785. Fox spanks Pitt with a birch rod while Pitt says, "This is a question of feeling not Argumnt". According to the British Museum, it is "Probably a satire on the successful opposition to Pitt by Fox in 1785 over the Scrutiny [...] and the Irish Propositions". Definitely one of the weirdest caricatures of Fox and Pitt I've seen :/

"Election-troops, bringing in their accounts, to the pay-table"; showing the 'troops' headed by Major Topham, approaching the barrier gate of the Treasury behind which stands William Pitt, holding a large key; Major Topham shows Pitt a paper on which are inscribed the deeds for which they seek payment, but Pitt disowns them and directs them to Lord Hood (1788)

"A Mansion House treat - or smoking attitudes"; showing on the right Lord Nelson, smoking a long pipe, phallic in design. He and Lady Hamilton are making metaphorical remarks on the subject. Other figures present include William Pitt, seated in the centre, and the Lord Mayor, Sir William Staines (James Gillray, 1800)

"Suitable Restrictions" by Thomas Rowlandson (1789) in the Royal Collection, UK - From the curators' comments: "A hand-coloured print in which the Prince of Wales, dressed as a child and in a state of anxiety, leans over a game of marbles. He is restrained by Pitt. On the left Fox, Sheridan and Burke are playing ring-tor with the crown."

"Political Candour; - i.e. - Coalition 'Resolutions' of June 14th 1805" by James Gillray. Charles James Fox makes a speech in the House of Commons; the Opposition benches are packed, while Pitt, on the extreme left, sits alone on the Treasury Bench. This is a very interesting print - see the British Museum page for an explanation of the political background.

"John Bull at his studies. Attended by his guardian angell" by unknown, 1799. A satire on the complicated nature of Pitt's income tax, introduced that year.

"Sir Jeffery Dunstan presenting an address from the Corporation of Garratt"; showing William Pitt enthroned on a close-stool, receiving a deputation from the Corporation of London dressed as ragamuffins; by Thomas Rowlandson, 1788.