When it comes to finding love, celebrity women are in the field, too! More often, we’re seeing the girls boo’ed up with men who might be a lil’ younger. Yes, Keyshia Cole and Lil’ Kim, we’re talking about you. And despite the controversial takes online, these ladies aren’t holding back on the “my man, my man, my man” energy. From public romances to walking down the aisle and even welcoming babies, here’s a list of four celebrity women whose age-gap relationships had the internet gagging!
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1. Keyshia Cole & Skrilla
Starting strong with Ms.Lover Girl herself: Keyshia Cole. Apparently, she left her younger boo Hunxho in 2025 and has moved on with another tenderoni rapper, Skrilla. She and the Philly artist are about 17 years apart, as she’s 44 and he’s 27. They sparked dating rumors in July after being photographed at the same outings, including in the studio. Keyshia also, at one point, flexed roses during the heat of the talks. One selfie and performance at her son’s birthday party later, the rumors are still going strong.
Most recently, Keyshia Cole shared footage of how Skrilla allegedly welcomed her to Philly, including a hot pink, heart-shaped cake and a bouquet of pink flowers.
2. Lil’ Kim & Tayy Brown
And here’s another music icon who appears to be in love and ducking any age-gap criticisms! Lil’ Kim and Tayy Brown first sparked dating rumors in early 2024. By 2025, the artist reportedly blasted Kim on social media, dragging their business and personal relationship into the mix. Last month though, they appeared to show off some rekindled energy. Lil’ Kim shared a video montage of private moments with Tayy, including them vibing at home in the kitchen, court side and even poolside. He also seemingly tattooed her name on the side of his neck. Needless to say, the spicy clips of the 52-year-old and 26-year-old rappers had social media riled up!
3. Draya Michele & Jalen Green
When it comes to age-gap relationships, Draya Michele and Jalen Green have been dragged into the conversation plenty of times since going public in 2024. At the time, she was 39 years old and he was 22. Aside from being born 17 years apart, Draya also has a son in the same age range as her NBA bae. Michele is now 41 and Green is 24 while their relationship, from the outside looking in, appears to be going strong! They welcomed their daughter, Lyght Green, in May 2024. That same year, during a family outing, they both brushed off a media question about the public’s investment in their relationship. “We don’t care,” Green said at the time while Draya added:
“I don’t know what people’s problem is. Two adults being in love. I don’t know why that would rub people the wrong way, it’s kinda weird. Love is love at the end day.”
Last month, Draya shared a photo dump on Instagram, recapping her Thailand vacation. Jalen is captured in several photos, including with their daughter.
