After telling the tragedy of Orpheus and Eurydice, Ovid relates a series of shorter myths involving transformations. He introduces these by listing each tree that gave Orpheus shade as he sang in mourning with his lyre, from ash to willow. He then adds two species that were the result of transformations: the Italian pine and cypress. The former he attributes to Attis, who had been consort to Cybele, known to the Romans as the Great Mother goddess.

Ovid’s main story here is of Cyparissus, a youth who had been the love of Apollo. A majestic giant stag had become quite tame in that area, and was a favourite of Cyparissus, who used to lead the stag to pasture, and ride it around on occasion. In the middle of a hot summer’s day, when the stag was asleep, Cyparissus accidentally killed it with his javelin. The youth was heartbroken, and was transformed into a cypress tree. Ever since that tree has grown in and by cemeteries and other places of grief.

Surprisingly, this overtly pederastic relationship between Apollo and Cyparissus has been shown in several paintings, of which Claude-Marie Dubufe’s Apollo and Cyparissus (1821) is perhaps an early example. Cyparissus here rests against the stag, but there’s no sign of its wounding or death, although the god is comforting the youth.

There’s no ambiguity in Alexander Andreyevich Ivanov’s Apollo, Hyacinthus and Cyparissus Making Music and Singing (1834). While Hyacinthus plays the pipes, Apollo embraces Cyparissus. The stag lies sleeping on a rock at the right.

By far the most complete depiction of this myth is that painted by Domenichino and his assistants in the Villa Aldobrandini, Frascati, as part of the Stanza di Apollo in its garden pavilion. He has wisely kept the god out of this section of the fresco, and shows the stag dead on the ground, although killed by an arrow rather than a javelin. Next to the animal’s body, a distraught Cyparissus is already changing into a cypress tree.

While considering the cypress as a companion of grief, I cannot ignore the greatest paintings of cypresses of all time, particularly in the context of Vincent van Gogh’s imminent fate.

He may not have known of this myth, but this painting is surely about the grief of Cyparissus, and that of Vincent van Gogh himself.

Orpheus then takes over the narration, telling briefly of Jupiter’s shameful passion for the Trojan prince, Ganymede, and how the god, in the form of an eagle, abducted him to Olympus, where the young man became his cupbearer, to Juno’s evident displeasure.

Ganymede was one of the early citizens of Troy. One day during his youth, he was tending the family flock of sheep near Mount Ida, well inland from the city of Troy, when Jupiter abducted him using an eagle; the bird has been variously described as Jupiter himself or his agent. Ganymede was taken to Mount Olympus, the home of the gods, where he was given eternal youth and immortality, and served as the cupbearer to the gods. Jupiter compensated Ganymede’s father by having Hermes deliver him fine horses.

According to Pliny, writing in his Natural History in 77-79 CE, depictions of the story of Ganymede, and his abduction in particular, changed in about 325 BCE, when Leochares cast a wonderful bronze sculpture showing Ganymede being carried off by an eagle. Sadly the original is long lost, but this marble copy remains in the Vatican.

This copy of a drawing by Michelangelo (1475-1564) sets the precedent for many later paintings: an eagle as large as, or larger than, Ganymede bears him up to Zeus. Ganymede’s posture is shameless in revealing the purpose of the abduction.

Correggio’s The Abduction of Ganymede (1520-40) introduces two new features: Ganymede’s dog, left barking at the departing eagle, and the woodland from which he is abducted. The youth looks younger here, and is less flagrantly sexualised.

Rembrandt’s Abduction of Ganymede (1635) makes him little older than a large toddler, no longer fitting with the story about him tending the family flocks. His face, though, is wonderfully expressive.

Peter Paul Rubens’ The Rape of Ganymede (1636-37) is a surprise in using this story with profane humour, with the placement of both ends of Ganymede’s quiver. Clearly this wasn’t intended for viewing by polite mixed company.

Le Sueur’s The Abduction of Ganymede by Jupiter (1644) is more respectable, although still not free from pederastic taint.

Nicolaes Maes, in his Portrait of George Bredehoff de Vicq as Ganymede, must have been extremely naive to have chosen the story for a portrait of an infant.

There followed further paintings of the abduction of Ganymede, although its popularity in narrative painting waned.

Then in 1886, Gustave Moreau painted this watercolour which retold the new version, complete with barking dog and the surrounding wood. With his detailed knowledge of classical times, it’s hard to believe that Moreau didn’t understand its connotation.

Around the start of the twentieth century, Frank Kirchbach made a drawing that was turned into an engraving, and came to inspire still more bizarre connections.

In 1904, Kirchbach’s print was borrowed for an advertisement for Budweiser beer. The advertiser’s ‘modern vision of Ganymede’ is taken almost directly from Leochares sculpture of 325 BCE, over two millennia earlier. It’s hard to believe that no one recognised its associations with pederasty, then becoming known as paedophilia and recognised for the crime that it is today.

Book 9 of Ovid’s Metamorphoses ended with several obscure myths that have been painted little, but Book 10 opens with one of the greatest and most enduring stories of the European canon: that of Orpheus and Eurydice. Ovid links to this through Hymen, the god of marriage, and the wedding of Eurydice to the outstanding musician and bard Orpheus. It was a wedding marred by tragedy: after the ceremony, just as the bride was wandering in joy with Naiads in a meadow, she was bitten by a snake on the heel, and died.

Among the earliest paintings of this story in the post-classical era is Jacopo da Sellaio’s superb panel showing Orpheus, Eurydice and Aristaeus from 1475-80. This is one of a series that’s now dispersed across continents. It employs multiplex narrative to show the start of the story, with Orpheus left of centre, tending a flock of sheep, as his bride is bitten by the snake. At the far right, Orpheus, with the assistance of Aristaeus, puts Eurydice’s body in a rock tomb.

One of Poussin’s most famous narrative works, Landscape with Orpheus and Eurydice (c 1650-53) shows Orpheus with his lyre at the right, and Eurydice standing in white, as a snake approaches from the left. Poussin had a thing about snakes, and painted other landscapes with snakes threatening people, and his enigmatic Landscape with a Man Killed by a Snake (c 1648). Here his normally peaceful rustic landscape is showing ominous signs of falling apart: the distant castle is on fire, with smoke billowing into the sky.

In Eurydice and the Serpent, a pastel from 1915, Ker-Xavier Roussel shows them just a moment before the bite, with the snake seen on the ground in front of her.

Ary Scheffer’s moving painting of Orpheus Mourning the Death of Eurydice is one of his early works from about 1814. The snake is still visible at the far left, and Orpheus cradles the limp body of his new bride, and breaks down in grief. Scheffer’s handling of complex limb positions is masterful, with the symmetry of their right forearms, and the parallel of her left arm with his left leg. His lyre rests symbolically on the ground behind his left foot.

Orpheus was heart-broken, and mourned her so badly that he descended through the gate of Tartarus to Hades to try to get her released from death. He came across Persephone and her husband Hades, and pleaded his case before them. He said that, if he was unable to return with her to life on earth, then he too would stay in the Underworld with her. He then played his lyre, music so beautiful that those bound to eternal chores were forced to stop and listen. Tantalus, Ixion, the Danaids, even Sisyphus paused and sat on the rock that he normally tried to push uphill. The Fates themselves wept with emotion.

Henri Regnault’s Orpheus in the Underworld (1865) was probably based more on the popular opera by Offenbach, first performed in 1858. Orpheus is seen at the left, his lyre in his hand, singing to the dead. Behind him, at the left edge, are two of the heads of Cerberus, who guards the entrance to the Underworld, and sat on the double throne at the upper right are Persephone, who only spends half the year in the Underworld, and Hades himself.

Persephone summoned Eurydice, and let Orpheus take her back, on the strict understanding that at no time until he reached the earth above could he look back, or she would be returned to the Underworld for ever.

Peter Paul Rubens’ atmospheric painting of the flight of Orpheus and Eurydice (1636-38) was made during his later years of retirement, a few years before his death. Orpheus, clutching his lyre, is leading Eurydice away from Hades and Persephone, as they start their journey back to life. He opts for an unusually real-world version of Cerberus at the bottom right corner.

Camille Corot’s Orpheus Leading Eurydice from the Underworld (1861) shows the couple as they near the light at the exit of the underworld. He is instantly recognisable by his lyre held high in front of him, and both are moving towards the right edge of the painting, the edge of the dark wood. Rather than use an abstract form to represent the underworld, Corot has used a wood, with a pool in the middle distance. Behind that are spirits of the dead, some still grieving their death.

Edward Poynter’s Orpheus and Eurydice (1862) takes the couple on an arduous journey, striding past snakes and along a dizzying path on the mountainside. While he looks straight ahead, she seems to be struggling to keep up.

John Roddam Spencer Stanhope’s Orpheus and Eurydice on the Banks of the Styx (1878) takes the couple further still, onto the bank of the River Styx, where Orpheus is summoning Charon the boatman to take them back across the water. He clutches her closely and still looks straight ahead, the couple bound together by the black sash of the Underworld.

The couple trekked up through the gloom, and were just reaching the brighter edge of the Underworld when Orpheus could resist no longer, and looked back to make sure that his wife was still coping with the journey. The moment that he did she melted away back into Hades’ realm. As he tried to grasp her, his hands clutched at empty air. She was gone.

It’s hard to know whether George Frederick Watts’ undated painting of Orpheus and Eurydice shows Orpheus embracing the dead body of Eurydice immediately after she has been bitten by the snake, or (more probably) Orpheus clutching in vain at her spirit as it melts away back into the Underworld, after he has looked back.

Orpheus tried to persuade the ferryman to take him back across the River Styx into the Underworld, but was refused. For a week he sat there in his grief. He then spent three years shunning the company of women, despite their attraction to him, and brought shade to an exposed meadow with his singing, leading to the next myth.

The final painting in this series is Gustave Moreau’s Orpheus at the Tomb of Eurydice (c 1891), showing the bard, his ghostly lyre slung from the dead treestump behind him, lamenting the loss of Eurydice after his failed attempt to bring her back from the Underworld. Moreau painted this dark and funereal work to mark his own inconsolable grief at the death of his partner, Alexandrine Dureux.

Mermaids and mermen are mythical creatures with origins outside the classical Mediterranean civilisations. Conventionally, their upper body is human, while below the waist they have the form of a fish. Mermaids seem invariably young, beautiful and buxom, and are most frequently encountered by fishermen and those who go down to the sea. In the Middle Ages they became confounded with the sirens of Greek and Roman myth, who were part human and part bird.

John William Waterhouse’s diploma study for the Royal Academy, painted in 1900, shows a conventional image of A Mermaid, seen combing her long tresses on the shore.

Despite their separate origin, mermaids have been depicted in accounts of some classical myths, perpetuating medieval confusion.

Gustave Moreau’s Venus Rising from the Sea from 1866 shows the goddess as she has just been born from the sea, and sits on a coastal rock, her arms outstretched in an almost messianic pose. On the left, a mermaid attendant holds up half an oyster shell with a single large pearl glinting in it. On the right, a merman proffers her a tree of bright pink coral, and cradles a large conch shell.

Ary Renan’s Charybdis and Scylla (1894) is an imaginative painting of one of the dangers to mariners in the Strait of Messina, between Sicily and the Italian mainland. Scylla was said to be a six-headed sea monster, but was actually a rock shoal, and Charybdis was a whirlpool. Renan shows both together, the whirlpool with its mountainous standing waves at the left, and the rocks at the right, with the form of a beautiful mermaid embedded in them.

As the First World War was ending, Franz von Stuck returned to his favourite faun motif in A Faun and a Mermaid (1918). This has survived in two almost identical versions, the other now being in the Alte Nationalgalerie in Berlin. His version of a mermaid is a maritime equivalent of a faun, with separate scaly legs rather than the more conventional single fish tail. She grasps the faun’s horns and laughs with joy as the faun gives her a piggy-back out of the sea.

Perhaps the earliest painting of a mermaid in European art is in a Christian religious painting by Lucas Cranach the Elder, from 1518-20.

Cranach’s Saint Christopher shows the saint with his back and legs flexed as he bears the infant Christ on his left shoulder. In the foreground is an unusual putto-mermaid with a long coiled fish tail.

Mermaids feature in folktales from many of the traditions of Europe, where they’re known by local names such as havfrue in Denmark.

John Reinhard Weguelin’s watercolour of The Mermaid of Zennor (1900) tells the legend of a mermaid living in a cove near Zennor in Cornwall. This scene brings her together with Matthew Trewhella, a local chorister, whose voice she had fallen in love with. The legend tells that the couple went to live in the sea, and that his voice can still be heard in the cove.

Peter Nicolai Arbo’s Liden Gunver and the Merman (1874-1880) is drawn from an opera The Fishers, by Johannes Ewald and Johann Hartmann, first performed in Copenhagen in 1780. The young woman Liden Gunver, on the right, is taken to sea by the alluring but deceptive merman on the left.

Hans Thoma’s Three Mermaids (1879) lack fishtails as they frolic raucously with fish under the light of the moon.

Gustav Klimt’s Mermaids (Silverfish) (c 1899) appear to be tadpole-like creatures with smiling, womanly faces.

Once Achelous had completed telling the story of how his lost horn had been transformed into the Horn of Plenty, the floods had abated, so his guests left the banquet, leaving Ovid to explain the events leading to the death of the great hero Hercules. This reverses the chronological order, as the next story after that in Metamorphoses tells of his birth.

Having won her hand by defeating Achelous, Hercules married the beautiful Deianira, and was returning with her to his native city. The couple reached the River Euenus, which was still in spate from the winter’s rains. Hercules feared for his bride trying to cross the river, but the centaur Nessus came up and offered to carry her across.

Hercules had thrown his club and bow to the other bank and had swum across the river when he heard Deianira’s voice calling. He suspected Nessus was trying to abduct her, so shouted warning to him before loosing an arrow at the centaur’s back.

Ovid’s description of these events poses a problem for those trying to depict them, in choosing the right point of view and composition to remain faithful to that account.

Guido Reni’s masterly painting from around 1620, one of the finest of its period in the Louvre, almost fills the canvas with Nessus, who looks worryingly heroic, and Deianeira, who seems to be flying. The small figure of Hercules in the distance is well-lit, but loses the details of bow and arrow. In any case, that arrow could hardly strike Nessus in the chest.

Paolo Veronese’s painting from about 1586 also elects for this early moment, as Hercules is readying his bow and arrow, with Nessus just reaching the opposite bank. He shows the scene from Hercules’ position, but discovers the problems with that point of view: Nessus and Deianeira are now small, and Nessus is looking away with his chest concealed, and even Hercules’ face is turned from the viewer. The result makes its hero look more like a furtive stalker.

This marvellous painting was probably made by Rubens’ workshop around the time of the Master’s death in 1640. It views the events from the bank on which Hercules is poised to shoot his arrow into Nessus. This has the centaur running across the width of the canvas, his face and body well exposed for Hercules’ arrow to enter his chest. To make clear Nessus’ intentions, a winged Cupid has been added, and Deianeira’s facial expression is clear in intent. An additional couple, in the right foreground, might be intended to be a ferryman and his friend, who appear superfluous apart from their role in achieving compositional balance.

Antonio del Pollaiolo’s painting from about 1475–80 tries a side-on view, requiring Nessus to be shot while still in the river, in a slight adjustment to the original story. Deianeira appears precariously balanced, and must be grateful that Nessus’ muscular arms save her from being dropped into the river below. The artist also leaves it to the viewer to know that Hercules’ poisoned arrow strikes Nessus rather than Deianeira.

Three centuries later, Louis-Jean-François Lagrenée clearly understood the compositional problem, but didn’t arrive at such a good solution. Nessus, bearing a distressed Deianeira in his arms, has just reached the opposite bank, in the foreground. Hercules is on the left in the distance, and we can at least see his face, bow and arrow. There appears to be no way that Hercules’ arrow could impale Nessus’ chest, without first passing through some of the abundant Deianeira, nor his back. Lagrenée also adds a ferryman, who seems to have been knocked over in Nessus’ haste to make off with his captive.

Gustave Moreau’s final drawing of about 1860, squared up and ready to transfer to canvas for painting, alters the story to make its composition feasible. He puts Nessus in the foreground, with the attendant risk of making him appear the hero, somehow supporting the upstretched body of Deianeira. In the right distance, Hercules has already loosed the fatal arrow, which is prominently embedded not in the front of Nessus’ chest, but in his back. The centaur’s legs have collapsed under him, and his head and neck are stretched up in the agony of death.

Gustave Moreau and Jules Élie Delaunay seem to have worked on a compositional solution together, resulting in Delaunay’s brilliant painting of 1870, which is sadly not available for use here.

That single shot ran Nessus through. He tore the arrow out, and his blood spurted freely, mixed with poison from the Lernaean hydra. Determined to avenge his own death, the centaur gave Deianira his tunic soaked with that poison, telling her to keep it to “strengthen waning love.”

In about 1706, Sebastiano Ricci embroidered this story further, showing Hercules, his left hand grasping Nessus’ mouth, about to club the centaur to death, while a slightly bedraggled Deianeira watches in the background. There’s no arrow in Nessus’ chest, and Hercules’ quiver is puzzlingly trapped under Nessus’ right foreleg. Three other figures of uncertain roles are at the right, and a winged putto hovers overhead, covering its eyes with its right hand.

In Arnold Böcklin’s puzzling painting from 1898, Nessus is far from part-human, and Deianeira isn’t the beauty she was claimed to be. As those two wrestle grimly, Hercules has stolen up behind them, and is busy pushing a spear into Nessus’ bulging belly. Blood pours from the wound, but Deianeira is in no position to collect it.

Years passed after Nessus’ death, and Hercules was away in Oechalia, intending to pay his respects to Jupiter at Cenaeum. Word reached Deianira that her husband had fallen in love there with Iole. Initially, she was upset, but then tried to devise a strategy to address his rumoured unfaithfulness. It was then that she recalled the blood of Nessus, and his dying words to her. She therefore impregnated a shirt with that blood, and gave that to Lichas, Hercules’ servant, to take to her husband.

This is shown in this beautiful miniature accompanying Octavien de Saint-Gelais’ translation of Ovid’s Heroides from about 1510.

Hercules donned the shirt as he was about to pray to Jupiter. He felt warmth spreading throughout his limbs, quickly growing into intense pain. Trying to tear the shirt off, he obtained no relief, and only ripped off his burnt skin from the burning flesh underneath. Hercules roamed through Oeta like a wounded beast, still trying to tear the shirt off his body. He came across Lichas, and accused him of being his murderer. His servant tried to protest his innocence, but Hercules picked him up, swung him around, and flung him out to sea, where he was transformed into a rock pinnacle.

Hercules then cut down trees and built himself a funeral pyre. Ordering this to be lit, he climbed on top, and lay back on his lionskin.

This is illustrated in another miniature, The Death of Hercules (c 1470), this time for Raoul Le Fèvre’s Histoires de Troyes.

Francisco de Zurbarán’s powerful Death of Hercules (1634) uses chiaroscuro as stark as any of Caravaggio’s to show a Christian martyrdom, with its victim staring up to heaven, commending his soul to God.

Jupiter came to the aid of the dying hero, calling on the gods to consent to Hercules being transformed into a god; they agreed, and his immortal form was carried away on a chariot drawn by four horses, into the stars above.

Tiepolo’s wonderful Apotheosis of Hercules (c 1765) portrays this as a saintly ascension, which seems inappropriate.