<img src="https://sb.scorecardresearch.com/p?c1=2&amp;c2=36750692&amp;cv=3.6.0&amp;cj=1"> Bettina Anderson seals her romance with Donald Trump Jr. with a bold move ahead of Trump's inauguration – We Got This Covered
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Photo via Instagram/@bettina_anderson/Joe Raedle/Anna Moneymaker/Getty Images

Bettina Anderson seals her romance with Donald Trump Jr. with a bold move ahead of Trump’s inauguration

The Palm Beach socialite seems desperate to take over what Don Jr.'s ex is leaving behind.

For six years, Bettina Anderson.

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Anderson, the 38-year-old Palm Beach socialite, appears to have also grabbed the opportunity to work her way up within the Trumps’ circle and officially replace Guilfoyle, 55, not only as Don Jr.’s partner but also as the next pawn/lucky charm of Trump Sr. As a Trump loyalist, Guilfoyle previously served as the face of the returning president’s campaign. Now she’s been nominated by Trump to be the U.S. ambassador to Greece during his second term.

In a move that subtly suggests her desire to be noticed by the Trump patriarch, Anderson took to social media on Jan. 14 to show off the custom-made shoes she’s wearing to the inauguration on Monday, Jan. 20. The black velvet loafers she shared on her Instagram Story featured the embroidered letters “MA” on one shoe and “GA” on the other — forming Trump’s polarizing “MAGA” slogan for his political campaigns. To drive her point home, Anderson captioned the snap “custom perfection” and added an American flag sticker for good measure.

As if the photo wasn’t attention-grabbing enough, Anderson featured Klergy’s ominous track “And So It Begins” in her Instagram story to hint at Trump’s looming return to power. With this, it’s clear Anderson isn’t just dating Don Jr., 46, she’s also embracing the Trump family brand while seeking an opportunity to be part of the Trump istration. Back in December 2024, there was a rumor she was seeking a philanthropic role under her beau’s dad. So, as far as bold moves go, her recent post is practically a stomp. But then again there’s no guarantee that this would be enough to achieve what Guilfoyle did in Trump’s eyes.

Guilfoyle was by Don Jr.’s side for years. Her loyalty to him and his family cemented her as a vocal Trump family ally. She won the favor of the first family because she was faithful to them, and she remains a staunch er of Trump even if she’s no longer with his son. As Guilfoyle once reveled in the spotlight, Anderson’s rise has created a new dynamic that some may view as unsettling.

For Anderson, however, stepping into Guilfoyle’s shoes — if they’re not MAGA loafers, that is — hasn’t been without its challenges. According to sources, Trump himself is wary of Anderson’s influence on his son. “Donald Trump does not approve of his son’s association with Bettina,” a family insider revealed to Mediaite. “Bettina’s presence is seen as a liability rather than an asset.”

Inner-circle allies are also reportedly bracing themselves for Anderson’s appearance at the inauguration, a move some have described as a “potential misstep” that could forever cement her relationship with Don Jr. as a historical footnote.

Still, Anderson doesn’t seem fazed by the criticism. From her Instagram post alone, it’s clear she’s fully committed to ing Don Jr. and the family’s controversial political machine. In fact, some speculate the custom MAGA loafers are just the beginning of Anderson’s efforts to cement herself as a permanent fixture in Trump’s world.

As for Don Jr., his choice to go public with Anderson has already fueled plenty of comparisons to his past relationship with Guilfoyle. The former Fox News host and staunch Trump er was known for her larger-than-life personality and full-throated defense of the MAGA movement. Anderson, by contrast, brings a younger, edgier vibe — though her penchant for partying has reportedly ruffled more than a few feathers among Trump loyalists.

Whether or not Anderson will win over Trump and his inner circle remains to be seen. For now, let’s say we’re excited to see what tricks she plans to employ next, especially with the inauguration just around the corner.


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Image of Luigi Caler
Luigi Caler
Luigi is an experienced Freelance Writer with over 15 years in the industry, specializing in technology, health and wellness, business, and mostly entertainment news. Known for having a keen eye on celebrity culture, the latest in royals, and trending movies and TV shows, he brings a unique perspective and depth to each news report he writes. Off the clock, you’ll find him either immersed in his favorite shows Superstore and The Good Wife, or enjoying outdoor adventures with his three dogs, Lyka, Casper, and Kitkat.