Pablo Picasso, one of the most popular artists to ever create, is known for his depictions of several era-defining muses. Two women who are featured most frequently in Picasso’s work during critical periods in the painter’s somewhat tumultuous private life were his first mistress, Marie-Thérèse Walter and his second and final wife, Jaqueline Roque.

Two paintings from the same private collection completed three decades apart, one depicting Walter and the other Roque—both tragic figures who died by suicide—will come to auction during Christie’s live-stream London-based 20th century art evening sale on March 23. These two works, Femme nue couchée au collier (Marie-Thérèse), 1932, and Femme assise dans un fauteuil noir (Jacqueline), 1962, are expected to garner a collective price between £15 million-£24 million ($20 million-$33 million). Each will be offered without guarantees.

“These two paintings encapsulate the defining iconography of these two great muses,” said Keith Gill, Christie’s Co-Head of the 20th century London evening sale in a statement. “Picasso’s career is often defined by the women who so powerfully shaped his artistic output, his feelings for his sitters igniting the canvas.”

In 1932, a key year in his career, Picasso created vibrantly colored paintings of a reclining, often sleeping Walter, examples of which reside in the Centre Pompidou, Paris, Musée Picasso, Paris and The Metropolitan Museum of Art, New York. Few from this year depicting the early muse are available on the market, according to Gill. “Owning a 1932 Marie-Thérèse is a real treasure for any Picasso collector,” Gill said in an interview.

By the early 1960s, Roque was the dominant subject in Picasso’s works. Belonging to a series of seated portraits of Roque depicted in various guises, the Femme assise dans un fauteuil noir (Jacqueline) shows her seated with a serious expression in a style widely changed from his 1930s works, the muse “enthroned,” according to Christie’s statement describing the work. The catalogue note adds, “The motif of a woman seated in an armchair was one of the artist’s abiding subjects.”

The seller of the two works purchased them within a year of each other. The 1932 picture was acquired at a 2014 New York impressionist and modern art evening sale at Christie’s for $11.1 million; the 1962 work was bought at Sotheby’s New York in 2015 for $8.1 million. Now, the works are coming back to the market in a rare instance, together in the same live-streamed sale where the audience is even more international and demand unfettered by pandemic-era stasis. “The Picasso market is as strong and as global as it has ever been.”