Satirical cartoons by Gerald Scarfe, who is known for his no-holds barred approach, are set to go under the hammer at Sotheby's with some drawings expected to sell for up to £150,000.
A total of 130 cartoons will be among the prized lot including an unpublished image of the Duke of Cambridge leap-frogging over his father the Prince of Wales, which has a £3,000 to £5,000 estimate.
Sotheby's believe the most sought after image will be one of former prime minister Sir Winston Churchill, showing the elderly statesman's final appearance in the House of Commons in 1964.
It has a £100,000 to £150,000 estimate.
Scarfe had been commissioned by The Times to record the occasion, but his image was thought too controversial to publish.
Less than six months later Sir Winston was dead and the image appeared on Private Eye's cover.
Until recently, it has been on exhibition at Portcullis House, House of Commons.
A drawing, called A Good Place To Hang Out, shows current Foreign Secretary Boris Johnson lurking outside No 10 Downing Street. It could fetch £5,000 to £7,000.
Sotheby's Dr Philip Errington said the drawings on sale "pack a significant punch" and include work ranging from Disney to Pink Floyd, from Margaret Thatcher to Theresa May, Ronald Reagan to Barack Obama, and Yes Minister to The Magic Flute.
Scarfe, 80, has been a successful political cartoonist for more than 50 years.
The catalogue of cartoons will be sold in central London on April 5.