Louise Françoise his wife and Charles mother on the other hand was considered a beautiful and vivacious woman, began a romantic affair with François Louis de Bourbon, Prince of Conti, the handsome brother-in-law of her older half-sister, Marie Anne de Bourbon, in 1695.

There was also a great-uncle Armand, Prince of Conti, who was considered, if not insane, to display odd behavior and Charles' cousin Philip V. of Spain who vacillated between manic depression, religious fervor, and sexual addiction.

Apparently, Charles beseeched the king for help the fourth and fifth time he had been found guilty of murder.

In a vicious prank he tied explosives to the skirt of a young widow, the Marquise de Saint-Sulpice.

In some contrast to his "lawless" character, Charolais was rather good at keeping his economy in order and had a talent for organization.

In 1719 Charolais was making ouvertures to Rinaldo d'Este, Duke of Modena and Reggio, to marry one of his daughters.

The news of this proposed match caused Charolais great-aunt by marriage, the Duchess of Orleans to darkly remark; that if the princess of Modena was a sinner, she would receive a harsh penance, because the duchess knew the character of Charolais, or if she was not she would be the most unhappy woman there was in the world.

Together they had a son[5] who died as an infant at the age of six months after his father made him drink Danzig brandy.

Then he became interested in a young Madame Breton (née Menage) whom he started following around attempting to make her his mistress.

Charolais then sought out Menage and threatened him in order to make him bring his daughter to a ball at Chantilly.

Madame Breton was then married off to the barob de Monchi, whose mother was a lady-in-waiting of the duchess of Berry.