Age is nothing but a number when it comes to Lori Harvey and music mogul Diddy’s relationship. Their 27-year age gap sparked rumors, raised eyebrows, and had the paparazzi clicking away with steamy summer sightings.
Here’s every hot development the couple shared before going their separate ways.
A Timeline of Lori Harvey and Diddy’s Relationship
March 2019 – First Public Sighting
On March 12, 2019, Lori Harvey and Sean Diddy Combs were first spotted together while attending a Reggae festival in Miami, Florida.
In a video clip from the event, Lori appeared to be overwhelmed by the sudden media frenzy. Diddy, on the other hand, was seen confidently leading her through the gathered crowd.
June 2019 – Rock On Her Finger?
On June 25, 2019, Lori and Diddy fueled engagement rumors when they attended the BET after party by CIROC in West Hollywood, California.
The model shared a photo from the event on her now-deleted Instagram story, with a huge diamond ring on her engagement finger, alongside a cryptic caption that read,
“Somebody’s Wife”.

However, Lori quickly squashed the rumors herself, stating clearly on her social media,
“I am not engaged. Stop believing everything you all read on a blog”.
July 2019 – Late-Night Rendezvous
On July 24, 2019, Harvey and Combs were spotted taking a midnight stroll in Soho, New York City. They wore matching pinstripe outfits, serving some serious couple goals!
A wide smile spread across Lori’s face in the picture, hinting at her enjoyment of Diddy’s company. The music mogul, however, appeared caught off guard by the flashing cameras.
Dating your ex man’s fifty year old father is one thing, but the fact that Lori Harvey and Diddy are out here twinning is really sending me. 💀 pic.twitter.com/rsLZVczuGh
— Plaine Blaine (@PlaineBlaine) July 25, 2019
July 2019 – Love Triangle Sparks Outrage!
In late July 2019, frequent sightings of the lovebirds ignited a social media firestorm. Rumors swirled that Lori had previously dated Diddy’s son, Justin Combs, before becoming involved with his father.
The online community voiced their disapproval of this love triangle, and the backlash was fierce. One such negative comment on X read,

August 2019 – Family Bonding
On August 5, 2019, Diddy was snapped enjoying a beachy vacation with the sociliate and her parents, Steve Harvey and Marjorie Harvey.
Their vacation along the Amalfi Coast of Italy fueled speculation that things were getting serious between the two, as they were now involving the parents into the mix.

September 2019 – Mexican Getaway!
On September 8, 2019, Lori and Diddy were spotted vacationing together in the resort city of Cabo, in Mexico.
An anonymous insider revealed the details of their couple’s getaway exclusively to E! News. They said,
“Diddy and Lori spent the weekend at One and Only Palmilla in Cabo… Everything was very romantic and perfectly set up for them… They went all out with rose petals and lots of champagne”.
September 2019 – Nightlife Showstoppers
On September 17, 2019, the pair was last seen publicly dancing the night away at Atlanta’s Gold Room nightclub. They didn’t shy away from PDA, and were caught on camera snuggling and kissing in a corner of the room.

October 2019 – Heartbreak Horizon
By mid October 2019, the news of Lori and Diddy’s breakup came to light when an anonymous insider spilled the beans on the couple’s faded romance. The insider exclusively told E! News,
“Him and Lori had a fun fling but Diddy is still healing and focusing on himself right now. He is not ready to be in a long-term committed relationship…”
January 2023 – Harvey Addresses Diddy and Son Saga
On January 13, 2023, in an E! News interview with host Adrienne Bailon, Harvey addressed the rumors of her dating both the Combs father-son duo. She firmly smashed the rumors by saying,
“It’s so funny, because I’m so quiet, there’s been so many stories that have been made up about me… I’ve heard I dated a father and son before. Absolutely not true”.
Fans Upset Over Lori And Diddy’s Controversial Relationship
Even with her clear denial of ever dating Diddy’s son, the fans remained unconvinced. They went on to downright call her a liar. Some even voiced their disgust for Lori and Diddy’s vast age-gap. One comment on Instagram read,
“Diddy f**king around with a child that dated their son! Diddy look like a desperate fool… I don’t believe he can handle a mature woman… You need to be ashamed of yourself Diddy”.
Further criticizing Harvey for the rumors of her dating both Justin and Diddy, some comments read,




Lori Harvey and Diddy Combs’ relationship was short-lived and oh-so-talked-about.
However, Diddy wasn’t the only silver fox to catch Lori’s eye! As Harvey’s dating history suggests, she might have a thing for older suitors.