King Henry VIII ruled England for 36 years (1509-1547), presiding over the beginnings of the English Renaissance and Protestant Reformation. But it's the monarch's tumultuous romantic life, rather than his politics, that have kept him in the spotlight.

Henry VIII is best known for his six wives, and several mistresses he kept on the side. The monarch’s desperate quest for political unification and a healthy male heir drove him to annul two marriages and have two wives beheaded. His chaotic love life caused an unstable succession, foreign policy implications and even led to the break with the Church of Rome.

Here’s a look—in order—at the lives and, in several instances, the untimely demise of Henry VIII’s wives along with the impact this real-life melodrama had on England.

Henry took the throne in 1509, at age 17. Six weeks later, he married Catherine of Aragon, daughter of King Ferdinand and Queen Isabella of Spain and the widow of his elder brother, Arthur. From the moment young Henry took his nuptials, he obsessed over continuing the Tudor line. Of multiple pregnancies and several births, the only child to survive was Henry and Catherine’s daughter, Mary, born in February 1516.

Catherine remained at Henry’s side for 23 years and is even thought to be the only woman the king ever truly loved. “Henry viewed her as a model wife in every respect bar one… her failure to give him a son,” says Tudor historian Tracy Borman. Frustrated at the lack of a male heir, Henry’s eyes wandered.

He had a brief extra-marital affair with Elizabeth “Bessie” Blount, one of Catherine’s ladies-in-waiting. In 1519, Bessie was taken in secret to the Essex countryside where she gave birth to Henry Fitzroy, Henry’s only acknowledged illegitimate child.

By the 1520s, Henry had developed a fondness for Anne Boleyn, another lady-in-waiting to the queen, and eventually sought the Pope’s approval for an annulment. “He argued that his marriage to Catherine was invalid because her marriage to his brother Arthur had been consummated, but she always contested this,” Borman explains. When the Pope refused Henry’s request, the king divorced Catherine against the will of the Roman Catholic Church and established the Church of England—ushering in the Reformation.

Catherine died at Kimbolton Castle, as a princess not a queen, on January 7, 1536.

Anne and her sister, Mary, spent part of their childhood in the France court. Mary returned to England sometime around 1520 and had a brief affair with Henry. Henry then became smitten with Anne, but she refused the king’s advances. She had no interest in being a mistress. When Henry sought an annulment from his first wife to marry Anne, Rome refused. So the king broke away from the Roman Catholic Church and formed the Church of England.

Henry and Anne wed in January of 1533, and Anne gave birth to their first child, Elizabeth, in September the same year. Henry remained hopeful Anne would give him a son, but after a series of stillborn births, Henry lost interest in his wife. When he took a mistress, Anne became enraged. “On one occasion, her sister-in-law, Lady Rochford, was banished from court when she and Anne had plotted to remove an unnamed mistress from court,” says Tudor historian Elizabeth Norton. Desperate to end the relationship, Henry accused her of adultery and treason and had the marriage annulled.

On May 19, 1536, Anne was beheaded for her alleged crimes. She is by far the most studied of Henry VIII's wives, but much of her life remains a mystery, including the terms of her execution. “Although we know that Henry annulled his marriage to Anne two days before her execution, we do not even know the specific legal pretext,” says Norton.

Many historians believe Henry fabricated the charges against Anne.

Days after Anne’s execution, Henry married his third wife, Jane Seymour. Jane had served as a lady-in-waiting to both Catherine of Aragon and Anne Boleyn. Anne Boleyn’s and Jane Seymour's mothers were first cousins, who shared the same grandmother, and were raised together for a time. “Anne did not stand meekly aside when Henry's interest in Jane became apparent. We know from sources that the pair came to blows on more than one occasion at court,” says Norton. On October 12, 1537, Jane gave birth to Edward VI and died from complications of the birth several weeks later. At the wishes of the king, Jane is buried at St. George's Chapel alongside him.

Henry stayed a bachelor for two years, until his chief minister suggested that he seek a European alliance and marry one of the sisters (Anne and Amelia) of Germany’s Duke of Cleves. Henry requested the women’s portraits and found Anne to be the more flattering of the two. When Anne arrived in England on January 1, 1540, Henry was shocked that she looked nothing like the painting. He tried to halt the wedding, but because the arrangement had progressed so far, they married on January 6, 1540. Anne, the so-called “ugly wife,” accepted a divorce and generous settlement six months later and lived in peace as the “King’s Sister” until her death in July 1557.

Henry married Catherine Howard—a lady-in waiting to Anne of Cleves—in July 1540 (she was between 17 and 19-years-old at the time). He had become overweight and unable to walk by this time. Said to be delighted with his rambunctious new bride, Henry showered Catherine with gifts and called her his “rose without a thorn.” But less than a year into their marriage, rumors of infidelity surfaced. With enough evidence that she had been at least promiscuous, Catherine was executed for adultery and treason at the Tower Green on February 13, 1542.

Henry married his sixth wife, Catherine Parr, in July 1543. A spirited and educated widow, when Catherine showed an interest in Protestantism, Henry had her arrested. She managed to avoid the fate of her predecessors, bringing stability and peace to the court, while serving as a kind and caring stepmother to Henry’s children.

Of all Henry’s wives, Borman says Catherine Parr had the most influence upon the widest variety of areas including court culture, religion, the role of women and the education of Henry’s children. “She also persuaded Henry to restore his daughters Mary and Elizabeth to the order of succession and acted as Regent when Henry went to war with France,” Borman explains.

Catherine died in 1548, a year after Henry’s passing.