At first look, Donald Trump Jr.’s ex-wife Vanessa Trump and ex-fiancee Kimberly Guilfoyle appear to have little or no in widespread. One is a blonde, the opposite a brunette. One is closely concerned in politics, whereas the opposite prefers to remain out of the limelight. However other than their connection to Don Jr., these two share one stunning trait — they each have a expertise for rocking risqué, scandalous outfits. Guilfoyle, who was as soon as engaged to marry Don Jr., is thought to confuse style occasions for a nightclub together with her gaudy style sense. Vanessa — though she tends to be extra refined — has worn some inappropriate outfits herself as properly. Does this imply that Don Jr. has a sure “kind” in girls?

Not essentially — at the very least, in line with matchmaker and CEO of Unique Matchmaking Susan Trombetti. “I feel it is extra about him being with daring, fashionable, and glamorous girls, and simply who the ladies in his circle are,” Trombetti stated in an unique Nicki Swift interview. “On the subject of clothes, even within the early 2000s, it was unacceptable to flash a lot cleavage or be seen in garments that weren’t so conservative. As we speak, something goes.”

Take Jeff Bezos’ fiancée, Lauren Sanchez, for instance. “Don Jr. has been uncovered to movie star and style circles the place girls do not costume in sweaters and turtlenecks,” famous Trombetti. “[He] would not appear to thoughts an edgier look and there may be nothing incorrect with that.” At this level, it is much less about Junior and extra about these girls asserting their proper to decorate as they want and nonetheless being taken significantly. In spite of everything, no matter how controversial their style decisions are, “All of those girls are severe,” harassed Trombetti. However what about Trump Jr.’s present girlfriend, Bettina Anderson?

As a mannequin and socialite, Donald Trump Jr.’s new girlfriend, Bettina Anderson, is aware of methods to hold issues attention-grabbing in relation to her fashion. A fast scroll by her Instagram web page exhibits that she will effortlessly change from elegant and female to daring and daring, relying on the look she’s going for. On condition that and her prosperous background, it is easy to see why she caught Don Jr.’s eye. “Bettina Anderson undoubtedly aligns with Don Jr.’s earlier decisions [in women]. She is in the identical social circle, she is daring, and cares about style,” stated Susan Trombetti.

Sadly, whereas some may discover her fashion extra polished and complex than that of Don Jr.’s exes, Anderson hasn’t fully dodged criticism over her style decisions. Her denim ensemble on the Fanatics pre-Tremendous Bowl 2025 social gathering — the place she and Don Jr. lastly hard-launched their relationship (seen above) — is a primary instance. “It is simply one other style selection that every one his exes have been critiqued for as properly,” Trombetti defined. “Her fashion may be somewhat extra conservative, but it surely nonetheless suits in with the style and glam that [Don Jr.] has grown accustomed to with the ladies in his life.”

If Anderson’s style sense reveals something about Don Jr.’s preferences for ladies, it may very well be that he feels a way of familiarity as her fashion mirrors another person who’s near him — his sister, Ivanka Trump. As a matchmaker and relationship skilled, Trombetti thinks that this resemblance may be influencing Don Jr.’s attraction to Anderson with out him even realizing it. She additionally claimed that this makes Anderson a pure match for Don Jr., although whether or not he sees her as a possible lifelong companion at this level stays to be seen.