Caresse Crosby died of complications from pneumonia in Rome, Italy, at the age of 77. Her death marked the end of a vibrant and influential life, during which she made significant contributions to the arts, literature, and women's fashion.

Billy Peabody, Caresse Crosby's son, died in his sleep of carbon monoxide poisoning in Paris. This event marked a tragic loss in Caresse's life, as she had already experienced the deaths of her first two husbands.

Caresse Crosby married Selbert "Bert" Saffold Young in Virginia. Bert was 18 years her junior. This was a notable turning point in Caresse's life, leading her to purchase Hampton Manor, a Hereford cattle farm with a dilapidated brick mansion on a 486 acres (197 ha) estate in Bowling Green, Virginia.

Caresse Crosby wrote to the New York Trust Company and instructed them to send 433 shares of stock that she used to buy Hampton Manor, a Hereford cattle farm with a dilapidated brick mansion on a 486 acres (197 ha) estate in Bowling Green, Virginia. Bert Young, the man she would soon marry convinced her he just wanted to own a farm.

Harry Crosby and Josephine Rotch were found dead in a murder-suicide pact in New York City. This event marked the tragic end of Harry Crosby's life and had a profound impact on Caresse Crosby, leading her to take control of the Black Sun Press and reshape her own identity.

Harry Crosby and Josephine Rotch, with whom he was having an affair, returned to New York, where once again they attempted to end the affair. Josephine was married.

Constance Crowninshield Coolidge married Count Pierre de Jumilhac, although the marriage only lasted five years. She had previously been in a sexual relationship with Harry Crosby while he was married to Caresse.

Harry Crosby and Polly Peabody (who had divorced Richard Peabody) were married in the Municipal Building in New York City. This marked the formalization of their controversial relationship and a significant change in Polly's life, as she adopted the name Caresse Crosby and moved to Paris with Harry.

Jacob Peabody, Richard Peabody's father, visited Stephen Crosby, Harry Crosby's father, to discuss the affair between Polly Peabody and Harry Crosby and their intention to divorce Richard. Stephen Crosby did not meet with him, despite his disapproval of Harry's behavior. This event highlights the social scandal and the families' reactions to the affair and divorce.

Harry Crosby and Polly Jacob met at an Independence Day picnic. At the time Polly was married and Harry was much younger. This marks the beginning of their scandalous and life-altering relationship.

Caresse Crosby, after marrying Richard Peabody, filed a legal certificate with the Commonwealth of Massachusetts. This certificate declared that she was a married woman conducting a business using funds from her husband's bank account. This event signifies her formal business activity while married, indicating a certain level of financial and legal independence during that period.

Polleen Wheatland ("Polly") Peabody, the daughter of Caresse Crosby (then Polly Peabody) and Richard Peabody, was born. Her husband was already in Officers Training Camp at Plattsburgh, New York, where he was commissioned a Second Lieutenant in the Artillery at the time.

William Jacob, the son of Caresse Crosby (then Polly Peabody) and Richard Peabody, was born. This event is significant in Caresse's personal life, marking her role as a mother. However, her husband was not the most indulgent of parents.

Caresse Crosby, then Mary Phelps Jacob, filed for a patent for her invention of the 'Backless Brassiere' with the United States Patent and Trademark Office. This was a significant step in the creation of what would become the modern bra, marking the beginning of its formal recognition and potential commercialization. This event falls under the early stages of her career as an inventor and businesswoman.