Kim Kardashian Reveals She Once Dated Janet Jackson's Nephew, Recalls an Pictionary Flub During Family Game Night

Mar. 15, 2025

(L) Kim Kardashian and T.J. Jackson.Photo:TheStewartofNY/WireImage; Leon Bennett/Getty

Kim Kardashian, T.J. Jackson

TheStewartofNY/WireImage; Leon Bennett/Getty

Kim Kardashianis remembering a famous old flame.

On Wednesday’s episode ofThe Kardashians, the reality star opened up about her personal connection toJanet Jacksonas she and her friends boarded her private jet to see the legendary music icon in concert.

Dressed in the exact outfit Janet wore in her “If” music video, Kim, 44, told cameras why “Janet means so much to me, more on like a personal level, than anyone could really imagine.”

“I dated Janet’s nephew for years and years in high school,” she recalled of her relationship with TJ Jackson, adding that their romance began in junior high.

T.J. Jackson.Lester Cohen/Getty Images for Showtime/Motown

TJ Jackson attends the World Premiere and After Party of Showtime’s “HITSVILLE: The MAKING OF MOTOWN” at Harmony Gold Theatre on August 08, 2019 in Los Angeles, California.

Lester Cohen/Getty Images for Showtime/Motown

Kim also revealed that she was invited to the Jackson family’s game nights.

“One time, the entire Jackson family and me are playing Pictionary,” she began. “I was so nervous, because Janet was like, my everything.”

A bundle of nerves, she drew a “right angle” on the board — despite her word being “angel.”

(L) Kim Kardashian and Janet Jackson.MICHAEL TRAN/AFP via Getty; Jamie McCarthy/Getty

Kim Kardashian attends the 11th Annual LACMA Art+Film Gala; Janet Jackson poses backstage at the Christian Siriano Spring/Summer 2023 NYFW Show

MICHAEL TRAN/AFP via Getty; Jamie McCarthy/Getty

“So she’s will always be my angle. My little angle,” Kim said with a smile.

The SKIMS founder first teased part of her look on Instagram Stories as she filmed herself walking in black flared pants with fringing on the sides and black boots indoors. She then panned out to reveal her full look in aanother clipwhere she wore a black crop top with white boning across the chest and the matching lace-up pants as “If” played.

In 2021, Kim revealed she bought the music video outfit in an auction in celebration of the singer’s 55th birthday.Julian’s Auctionslater confirmed in a tweet thatThe Kardashiansstar paid $25,000 for the custom look.

“For @janetjackson’s bday bc I’m such a fan I can’t believe I won this on @juliens_auctions,” Kardashian posted on Instagram Stories at the time.

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New episodes ofThe Kardashiansair Thursdays on Hulu.

source: people.com