One photo of Donald Trump Jr. walking behind his father on the White House lawn was all it took to send social media into overdrive. The picture, which caught the 47-year-old from an angle that made his chest appear unusually broad, quickly became one of the most talked-about images of the week.
Social media users wasted no time turning the snapshot into a viral sensation. Some critics mocked the image relentlessly, with one asking whether the photo was altered, while another joked, “Where’s his bra?” Others chimed in with the kind of one-liners that fueled the frenzy, calling it everything from “weirdly sculpted” to “must be cold out there.”
But rather than shy away from the attention, Trump Jr. embraced it—true to the Trump family’s style of flipping controversy into opportunity.
In stepped Bettina Anderson, Trump Jr.’s girlfriend and a prominent Palm Beach socialite known for her own sharp sense of humor. Anderson reposted the viral image on Instagram with a tongue-in-cheek caption: “They say opposites attract, but apparently so do cup sizes.” Adding playful coconut emojis, she teased that her boyfriend’s chest was giving “more cleavage” than hers.
In another playful jab, she wrote: “I fell for his heart… and accidentally bounced off his chest.”
Trump Jr. embraced the joke and followed up by tagging clothing brand American Eagle in a post. Sharing the image once again, he quipped: “Yo, @americaneagle call me!” He later added in the comments: “They’re not small, but definitely too solid to motorboat.”
The cheeky response was a nod to Sydney Sweeney’s recent denim campaign with American Eagle, which had already stirred debate. Anderson added fuel to the fun hours later, posting a photoshopped picture of Don Jr. posing in a denim-on-denim “Canadian tuxedo,” complete with the caption: “My guy… Get at us @AmericanEagle.”
Anderson, 38, isn’t new to the spotlight. Educated at Columbia and involved in environmental philanthropy, she’s often described as one of Palm Beach’s most eligible women. Her relationship with Trump Jr. first drew attention at last summer’s Republican National Convention, where she was spotted near him in the audience. By the fall, the two were seen together more frequently, and by winter, outlets were publishing photos of them as a couple.
Trump Jr., who was previously engaged to Kimberly Guilfoyle after a five-year relationship, has kept details of that breakup private. But with Anderson, he seems to be enjoying a lighter, more playful chapter—one where even a viral “nipple-gate” moment becomes an inside joke.
Whether or not American Eagle takes him up on the offer, Trump Jr. and Anderson have shown they’re happy to laugh off the chatter—and maybe turn it into a branding win along the way.
