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Cassie reveals real reason why she cried the first time Diddy kissed her at age 21
Home>Celebrity
Published 18:42 16 May 2025 GMT+1

Cassie reveals real reason why she cried the first time Diddy kissed her at age 21

Cassie recalled the first time Diddy kissed her

Gerrard Kaonga

Gerrard Kaonga

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Featured Image Credit: Denise Truscello/WireImage for Jet Nightclub

Topics: News, Cassie Ventura, Diddy, US News, Celebrity

Gerrard Kaonga
Gerrard Kaonga

Gerrard is a Journalist at UNILAD and has dived headfirst into covering everything from breaking global stories to trending entertainment news. He has a bachelors in English Literature from Brunel University and has written across a number of different national and international publications. Most notably the Financial Times, Daily Express, Evening Standard and Newsweek.

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Cassie Ventura has spoken candidly about her relationship with Diddy including the first time he kissed her.

Sean ‘Diddy’ Combs trial kicked off at the begging of this week on May 12 and his former partner Cassandra Ventura, professionally known as Cassie, has spoken about their past relationship.

Cassie has spoken in depth about the alleged abuse she faced while in a relationship with Combs as well as the nature of the ‘freak off’ parties that Diddy would throw.

It is here prosecutors believe the illegal actions took place.

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Combs was arrested last September while he was in New York and faces a whole host of charges, including racketeering and sex trafficking by force, fraud or coercion.

Combs has denied all the charges against him.

Cassie recalled how Diddy kissed her at her 21st birthday party (Denise Truscello/WireImage for Jet Nightclub)
Cassie recalled how Diddy kissed her at her 21st birthday party (Denise Truscello/WireImage for Jet Nightclub)

Speaking in court May 13, Cassie claimed that Diddy kissed her in August 2007 on her 21st birthday in Las Vegas after a VMA event.

She explained her feelings at the time and added that she cried following the kiss.

She said: “There was a 17-year age difference.

“I was really confused at the time, you know, new artist. I was pretty naive.”

When she was asked whether she wanted the kiss she said 'no', adding ‘not on my birthday’.

Speaking about the relationship dynamic after her birthday party, she confirmed she did want to be around the music mogul.

She said: “I wanted to be around Sean for the same reasons as everyone else at the time — this exciting, entertaining, fun guy who also happened to have my career in his hands.”

Cassie has spoken in length about her relationship with Diddy at his trial(Djamilla Rosa Cochran/WireImage)
Cassie has spoken in length about her relationship with Diddy at his trial(Djamilla Rosa Cochran/WireImage)

Cassie also spoke about the alleged nature of their relationship and claimed that Combs was repeatedly abusive towards her.

Answering questions from Assistant United States Attorney Emily Johnson, she said that his moods would vary day to day and that when it ‘swung’, he would show ‘anger’.

Speaking of how it impacted her, she said: “Greatly. The next thing I knew I was getting hit in the face. There was also psychological abuse. He'd tell me to watch my mouth, change my face.”

Diddy has faced accusations of violence following the release of a CCTV recording from 2016 that allegedly showed him attacking Cassie in a hotel hallway.

If you are experiencing domestic violence, please know that you are not alone. You can talk in confidence 24 hours a day to the national domestic violence helpline on 1.800.799.SAFE (7233) 24/7. You can find a list of local resources here.

  • Cassie's lawyer speaks out after Diddy is found guilty on 2 out of 5 counts in sex trafficking and prostitution case
  • Male escort has disturbing new revelation about Diddy 'freak off' parties after jury is shown footage from incidents
  • Diddy denied bail again as judge explains blunt reason why
  • Joan Cusack explains why she ditched Hollywood after making first red carpet appearance in 11 years

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