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10 Most INAPPROPRIATE Celebrity Family Relationships

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Hollywood has plenty of families that love each other — and a shorter list of ones that arguably love each other a little too publicly.

TheThings Celebrity’s rundown “10 Celebrity Families That Are Really Close” digs into the Hollywood clans whose closeness has crossed from wholesome into headline-generating. These aren’t families accused of feuding — they’re the opposite problem, the ones whose affection, jokes, and physical familiarity with each other have drawn tabloid scrutiny for years. The video walks through the moments that made fans do a double-take, from red-carpet kisses to talk-show comments that no father should probably make about his own daughter.

• Angelina Jolie and her brother James Haven shared an intense kiss on the lips on the red carpet at the 2000 Academy Awards, a moment that has followed both of them for over a decade and a half.
• Donald Trump told The View in 2006 that if his daughter Ivanka weren’t his daughter, “perhaps I’d be dating her” — a line that’s been recirculated every time the Trump family closeness comes up.
• Dina Lohan drew sustained criticism for partying alongside daughter Lindsay Lohan through the late-2000s stretch when Lindsay was cycling through substance abuse struggles and rehab stints.

The Jolie-Haven Kiss That Never Went Away

Of everything on this list, the Angelina Jolie and James Haven moment is probably the most replayed. At the 2000 Oscars, the siblings locked lips on the red carpet in a way that read as anything but a peck on the cheek to the cameras and the crowd watching at home. Both have insisted for years that the relationship is entirely platonic, but the image itself has outlived any explanation — it’s the kind of single frozen frame that a video like this one is built to revisit.

It’s stuck around precisely because it doesn’t fit the normal script of celebrity sibling affection. A hug, a shoulder squeeze, even a quick kiss on the cheek wouldn’t have made a highlight reel sixteen years later. This one did, and it’s become shorthand for the entire “too close for comfort” genre of celebrity coverage.

Trump Talking About Ivanka on The View

Donald Trump has never been shy about praising his daughter Ivanka in public, but the line that keeps resurfacing is from his 2006 appearance on The View, where he said that if she weren’t his daughter, “perhaps I’d be dating her.” It’s a comment he’s made in some form more than once over the years, and it’s exactly the sort of remark that turns a proud-father soundbite into a punchline.

“If Ivanka weren’t my daughter, perhaps I’d be dating her.” — Donald Trump, on The View, 2006

Trump’s comment gets grouped with this kind of list not because anyone believes it was meant literally, but because it’s the clearest example of a public figure blurring a line that most parents wouldn’t get near on live television. It’s the same instinct that fuels coverage of other well-documented families where the affection reads as excessive — the sort of dynamic that’s been picked apart in pieces like Eric Trump’s most bizarre behavior since his dad left office.

Dina Lohan and the Rehab Years

Dina Lohan’s inclusion in this conversation isn’t about a single quote or a single photo — it’s about a pattern that played out over years. As Lindsay Lohan moved in and out of rehab facilities and made headlines for DUI arrests and probation violations in the late 2000s, Dina was repeatedly photographed out partying alongside her, drawing accusations that she was enabling rather than parenting. The optics of a mother clubbing next to a daughter who was actively struggling with addiction became one of the most criticized celebrity-parenting storylines of that era.

It’s a different flavor of “too close” than the Jolie or Trump examples — less about physical or verbal intimacy and more about a total absence of the boundary a parent is supposed to hold. That distinction is part of what makes the Duggars’ situation an interesting contrast; for a family built entirely around strict, publicly stated boundaries, the Duggar family’s most bizarre moments since their TLC show ended up generating headlines for the opposite reason.

The Kardashian-Jenner Overshare

No list of boundary-pushing famous families is complete without the Kardashian-Jenner household, whose reality show built an entire brand around being candid to the point of discomfort. Sisters cracking jokes about each other’s relationships, bodies, and love lives on camera became a signature of the show, and it’s exactly the kind of unfiltered family dynamic that turns “close” into “a little too close” in the eyes of viewers who grew up with more conventional sibling boundaries.

Where the Jolie and Trump examples are single moments frozen in time, the Kardashian-Jenner entry is closer to a running bit — years of programming built on saying the thing most families keep to themselves.

Ten families, ten different ways of making viewers squirm — and the throughline in TheThings Celebrity’s countdown is that Hollywood keeps rewarding the families willing to let cameras catch the moments most households would never let out of the house.