Aubrey O’Day Makes Rare Comments on Alleged Donald Trump Jr. Romance

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Aubrey O’Day has fond memories of time with Donald Trump Jr. 

For seven years following rumors that a Danity Kane band member was in a romantic relationship with President Donald Trump’s eldest son from 2011 to 2012 (a connection neither confirmed by Don Jr.), she seldom spoke about the relationship, but recently did so.

Aubrey shared with US Weekly on July 16 that Don Jr. made her feel the most attractive and intelligent,” said Aubrey. “He not only appreciated my beauty but also valued my intellect above all, which is something I cherish about our relationship. What stands out to me is that we both loved in a similar way.

TopMob News has made contact with representatives for Donald Jr., seeking clarification on Aubrey’s recent comments concerning the rumored relationship, but have not received a response as of yet.

Aubrey openly discussed not only her relationship with Don Jr., but also her romance with Pauly D from Jersey Shore. She confessed that this ex-boyfriend didn’t boost her self-confidence; in fact, she felt the lowest she had ever been during their relationship, which is why she remained submissive for a prolonged period.

It’s been noted that Don Jr. has not publicly discussed Aubrey, but during his 2018 divorce from Vanessa Trump, it was reported that they had an affair following their initial encounter on The Celebrity Apprentice in 2011.

Instead of discussing an alleged affair, Don. Jr. and Vanessa chose not to mention it when they revealed their separation in March 2018. They are parents to Kai (18), Donald III (16), Tristan (13), Spencer (12), and Chloe (11).

Twelve years after tying the knot, we’ve chosen to live apart,” the couple announced in a shared statement. “We hold each other in high regard and cherish our respective families deeply. Our five wonderful children are our utmost concern. Please respect our privacy as we navigate through this phase.

Since then, Aubrey has subtly hinted at the rumored relationship by making veiled references to it. In fact, he’s gone as far as suggesting that Michael Cohen, a former lawyer for President Trump who served prison time for tax evasion from 2019 to 2021, might have suppressed the story.

Last year, Aubrey mentioned on Sofia with an F, “When the news about Donald Trump Jr.’s involvement broke in the media, I had probably been concealing it for nearly a decade, or slightly less, alongside Michael Cohen.

In the year 2020, Don Jr. became engaged to Kimberly Guilfoyle; however, they ended their relationship after four years. Recently, he has been seen in public with Bettina Anderson, indicating a new romantic involvement.

As for Vanessa? She recently went Instagram official with Tiger Woods. 

In his March Instagram post, Tiger expressed that love fills the atmosphere and life is sweeter with you beside me. He also mentioned that they are excited about their shared future and asked for privacy for everyone dear to them during this special phase of their lives.

Keep reading for a deeper look at the love lives of the Trump family…

After weddings with Ivana Trump and Marla Maples, Donald Trump encountered his third spouse, Melania Trump, at a fashion week party in New York City during 1996.

In a 2016 episode of “On the Record With Greta Van Susteren,” a resident from Mesto, Slovenia reminisced about a lavish fashion event his friend had arranged, which coincided with Fashion Week. He extended an invitation to me, and that’s how our paths crossed with Donald.

In the grand wedding of 2005 held at his Mar-a-Lago residence in Florida, they were blessed with a son named Barron Trump the subsequent year.

After parting ways with his model spouse Vanessa Haydon in 2018, following a 13-year marriage, Donald Trump Jr. – the eldest child of Trump and his first wife Ivana – commenced dating Kimberly Guilfoyle, who was previously a host at Fox News.

Guifoyle stated that she immediately recognized Donald III, Tristan, Spencer, and Chloe, who gave a speech at the 2024 Republican National Convention (Kai), as her close friend or acquaintance.

On their initial outing, as Guilfoyle expressed to Metropolitan Palm Beach magazine in 2022, “it was a match”; sparks flew. Since that enchanting evening, our journey has been one of uninterrupted bliss.

The pair exchanged engagement rings on December 31, 2020. However, it was Don Jr. who announced their separation four years later. Since then, rumors have circulated about him being involved with Bettina Anderson.

According to Jared Kushner’s book “Breaking History: A White House Memoir”, he first met Ivanka Trump, the president’s daughter from his marriage with Ivana, in the year 2007. This encounter was proposed by her father who thought it would be beneficial for them to discuss real estate matters.

He mentioned that our discussion quickly shifted towards NASCAR, New Jersey diners, and other unexpected shared passions. This topic change resulted in us arranging a second lunch at the Tamarind Flatiron & Tea Room on 22nd Street, an Indian restaurant I adore, where we continued chatting for an impressive three hours.

In 2009, after a short separation, they solidified their union by getting married at Trump National Golf Club in New Jersey. Their first child, Arabella, was born in 2011, followed by Joseph in 2013 and Theodore in 2016.

When the North Carolinian, Lara Trump, first met Eric Trump, the younger son of politician Donald Trump and his former wife Ivana, she felt like she had reached a significant moment in her life.

When I first encountered Eric, I wasn’t aware of who his father was, she explained on her podcast The Right View. At the time, I wasn’t familiar with his surname. All I knew was that I had come across a very tall individual in 2008.

In 2014, they got married at Mar-a-Lago, and since then, they have had two children: Luke, born in 2017, and Carolina, born in 2019. Prior to her relationship with her husband, Lara was a television producer. She played significant roles in Trump’s campaigns in 2016 and 2020, and in March 2024, she was appointed as co-chair of the Republican National Committee.

Tiffany Trump, who appeared on The Apprentice and is the only child of her father’s second marriage to Maples, first made her relationship with Michael Boulos, a motorcycle heir, public in January 2019. She shared glimpses of their holiday celebrations from weeks prior on Instagram. In December 2021, they announced their engagement, and eventually tied the knot at Mar-a-Lago in November 2022. Tiffany described the event as “magical” on social media.

At a campaign rally on October 10th, specifically at the Detroit Economic Club, Trump announced his daughter’s pregnancy, expressing to the audience, “She is an extraordinary young woman. And she will soon become a mother. That’s wonderful news.

Despite not openly discussing his romantic affairs, Barron Trump, the President’s grown son from his marriage to Melania, seems to be focusing more on other aspects of his life rather than pursuing a relationship, as implied by his father’s statement.

Trump replied, “I’m not certain he’s at that point,” when Patrick Bet-David questioned him on his podcast about whether the college freshman is skilled in socializing with women.

Trump expressed that he didn’t think his youngest son was in a relationship, but instead praised him, saying, “He’s incredibly intelligent. He’s an excellent student… attending an exceptional school and performing exceptionally well. He’s also a really kind person.

Following her divorce with Don Jr., the ex-model has embarked on a fresh relationship; by March 2025, her blossoming romance with Tiger Woods had become public via social media posts.

It’s apparent that Vanessa’s ex-in-laws likely have a positive opinion of her new partner, as President Trump has openly expressed his admiration for him. In fact, the golfer was invited to a White House event commemorating Black History Month in February 2025. Moreover, he received the Presidential Medal of Freedom from Trump back in 2019.

At that moment, Trump praised him as a genuine legend – an exceptional athlete who significantly impacted golf and reached unprecedented heights of supremacy. He also emphasized his admirable character.

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2025-07-16 20:17