How long were Diddy and Cassie together? Relationship timeline explored as the latter pushes back on Sean Combs' legal demands

Cassie Ventura, who was in a relationship with Sean "Diddy" Combs for 11 years, is pushing back against a legal request from Diddy, aka Sean Combs.

According to reports, Diddy's legal team sent Cassie a subpoena in March, demanding access to her bank records and any drafts, notes, or similar materials related to a book she may have written about Diddy. As per TMZ, the report also requests for,

"Any communications about plans to publish or threaten to publish such a document."

According to Cassie's statement, Diddy's current demands are extensive and should be dismissed. Diddy's attorney had earlier claimed that Cassie once tried to get him to buy the rights to a book she wrote for $30 million, suggesting it would stop the book from being released.

The attorney, Marc Agnifilo, also claimed that when Diddy didn't go through with the deal, Cassie switched lawyers and stated that the book no longer mattered, as she planned to file a civil lawsuit instead.

Diddy and Cassie's relationship timeline explored

Sean Diddy Combs and Casandra Ventura were in an on-and-off relationship for approximately eleven years, from 2007 to 2018.

Cassie met Diddy in 2005

Cassie was 19 years old when she met Diddy, who was around 37 at the time. A year later, she signed a music deal with his label, Bad Boy Records, marking the beginning of their professional relationship.

Cassie and Diddy started dating in 2007

Cassie and Diddy began dating two years after their first meeting. This year, Diddy also separated from Kim Porter, with whom he shares four children.

Cassie and Diddy confirmed their relationship in 2012

The couple was spotted at Kanye West's Paris Fashion Week. In her later lawsuit, Cassie alleged that Diddy exploded a car owned by rapper Kid Cudi after finding out that Cudi was interested in her romantically.

The couple sparked engagement rumors in 2014

Diddy posted a photo of a diamond ring on Instagram with the caption,

"Baby, do you like it? I just want to get you what you like! I just want to make you smile. 🙂 #takeDat!"

Cassie was later seen wearing the ring, sparking rumors that they were engaged. However, neither Diddy nor Cassie ever confirmed an engagement.

Cassie and Diddy reconciled after the breakup rumors in 2016

The couple went through breakup rumors in 2015, but they reconciled in 2016, confirming they were still going strong.

The couple called it quits in 2018

After eleven years of an on-and-off relationship, Cassie and Diddy parted ways in 2018. Later, Cassie married Alex Fine in 2019.

In 2023, Cassie filed a civil lawsuit against Diddy, accusing him of abuse and trafficking over a decade.

The court will now decide on Cassie Ventura's request to cancel Diddy's subpoena, which will determine if her bank records and materials related to her book need to be shared.

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