The Journey of Diddy and Ex-Girlfriend Misa Hylton: A Relationship Timeline

Diddy and Ex-Girlfriend Misa Hylton’s Relationship Timeline: The Way They Were

Sean ‘Diddy’ Combs, Misa Hylton. Getty Images(2)

Sean “Diddy” Combs and Misa Hylton had a child together before ending their relationship many years ago.

Diddy and Hylton first met in the early 1990s when they were both just starting out in their careers. Diddy was working as an intern at Uptown Records, while Hylton was making a name for herself as a stylist.

As the pair started gaining recognition in the industry, Hylton became pregnant with her and Diddy's first child, Justin Combs, in 1993. Shortly after Justin's birth, Diddy and Hylton went their separate ways.

After their split, Diddy began a relationship with Kim Porter. Together, they had a son named Christian Combs and twin daughters named D'Lila and Jessie. Diddy also adopted Porter's son Quincy Taylor Brown. Sadly, Porter passed away in 2018. In addition to his children with Porter, Diddy shares a daughter named Chance Combs with ex Sarah Chapman and another daughter named Love Combs with ex Dana Tran.

Hylton was married to JoJo Brim from 1995 to 1999 and they have a son named Niko and a daughter named Madison.

Even though Hylton and Diddy started families with other people, they continued to co-parent their son Justin for many years.

Keep scrolling to relive their relationship timeline:

1990s

Hylton revealed to BET in March 2023 that she and Diddy were dating at the time when he transitioned from intern to A&R at Uptown Records. In his new role, he was responsible for the musical direction and overall appearance of the album.

After completing her school day, Hylton worked as Diddy's assistant. In return, Diddy entrusted her with her first solo project: styling Jodeci for the "Gotta Love" music video. Opting for streetwear, she revolutionized the way R&B musicians would approach their style in the future.

Diddy and Ex-Girlfriend Misa Hylton’s Relationship Timeline: The Way They Were

Slaven Vlasic/Getty Images

1993

The couple welcomed Justin in December of that year. In a 2017 interview on “The Premium Pete Show” podcast, Hylton revealed that she and Diddy parted ways shortly after Justin was born. This was because Diddy's career was on the rise and he wasn't ready to settle down at that time.

2010

The exes reunited to celebrate Justin’s 16th birthday. Diddy organized a star-studded bash in New York City for the occasion. The trio posed for a family picture on the red carpet.

Diddy and Ex-Girlfriend Misa Hylton’s Relationship Timeline: The Way They Were

Kevin Mazur/Getty Images for Sean Combs

2019

Hylton attended Diddy’s 50th birthday celebration in Los Angeles.

June 2023

The fashion designer caused a stir when she shared some mysterious posts following Justin's arrest for a DUI. (Justin was charged with a misdemeanor and later released on a $5,000 bond.)

March 2024

She shared on her Instagram Story, "I'm only focused on protecting my son now. The saying 'a fish rots from the head down' highlights the crucial role of leadership in both the success and downfall of a family or organization. Remember, the truth always leads to freedom."

When Diddy’s homes were raided by homeland security, Justin and brother Christian were present for the investigation at their family’s Los Angeles home. Hylton spoke out against law enforcement and claimed they executed “overzealous and overtly militarized force.”

Hylton expressed her disappointment with the treatment of her sons, stating that the force used against Justin and Christian was deplorable. She took to Instagram to share her thoughts, mentioning that if her sons were not Black, they would not have been subjected to such aggression. She also condemned the attempt to humiliate and terrorize the innocent young Black men.

May 2024

As Diddy’s legal troubles continued, a video of Diddy assaulting then-girlfriend Casandra “Cassie” Ventura in 2016 surfaced. Hylton voiced her support for Cassie at the time.

My heart breaks for Cassie as she has to go through the pain of her abuse again. I can relate to her feelings and it has brought back my own trauma. These young people were raised by women who always prioritized God and education, and we have always come together to support their dreams. Two of them do not have their mother with them, so it has been our responsibility to provide them with support. Their father needs assistance, and I hope he seeks and receives the help he needs.

Editor's P/S:

The article chronicles the evolving relationship between Sean "Diddy" Combs and Misa Hylton, from their initial connection in the early 1990s to their present-day co-parenting of their son Justin. Despite the challenges they have faced, including Diddy's infidelity and Hylton's concerns about his parenting, they have maintained a strong bond centered around their shared love for their child.

Hylton's recent outspokenness regarding Justin's arrest and Diddy's legal troubles highlights her unwavering commitment to protecting her son and her belief in the importance of accountability and transparency. Her experiences as a mother and her own personal struggles have shaped her perspective, and she uses her platform to advocate for the well-being of young Black men and to challenge the systemic biases that they often face.