Joshua Goldman
Joshua Goldman
min read · July 17, 2025 · Entertainment

From Princess to Pauly D: Aubrey O'Day's Candid Love Stories Revealed

Aubrey O'Day, 41, a former girlfriend of Donald Trump Jr. says the conservative firebrand might as well have been Prince Charming for how he made her feel

SCANDALOUS EXCLUSIVE: Donald Trump Jr.'s Ex-Girlfriend Spills Juicy Secrets About Their Sizzling Romance!

In a shocking tell-all, Aubrey O'Day, 41, is spilling the tea about her torrid affair with Donald Trump Jr., the eldest child of President Donald J. Trump! The former flames rekindled their romance in 2011 while working together on The Celebrity Apprentice - but things took a scandalous turn when Vanessa Trump, then-wife No. 1, caught hubby Donnie Jr. cheating!

"I felt like Prince Charming," Aubrey gushes to thescholarlynote.com. "Don Jr. made me feel like the smartest and most beautiful person in the world - we connected on an intellectual level." But little did Aubrey know that her romance with the real estate heir would ultimately lead to the demise of his marriage!

O'Day was pictured filming the NBC series The Celebrity Apprentice in October 2011 in NYC

As it turns out, Donnie Jr.'s infidelity was the final nail in the coffin for his marriage to Vanessa, who's now been romantically linked to golf legend Tiger Woods! The drama-filled divorce proceedings finally came to an end in 2018.

But Aubrey isn't the only celebrity with a tumultuous love life. She also dished about her brief romance with Pauly D, the MTV personality from Jersey Shore fame. "He didn't give me any confidence," she confesses. "He brought me down and made sure I didn't have high self-worth because he feared I wouldn't stay if I did." Yikes!

Pauly D himself seems to have mixed feelings about their time together, telling thescholarlynote.com seven years ago that he felt a sense of relief when they parted ways. "I'm glad I was out of that whole situation," he said, adding that Aubrey never told him about her romance with Donnie Jr. until it hit the headlines.

O'Day named Jersey Shore personality Pauly D as a partner who 'did not give [her] any confidence' during their time as a couple. Pictured in LA in 2016

These days, Aubrey can be seen on E!'s Botched Presents: Plastic Surgery Rewind, where she's opening up about her plastic surgery regrets and embracing her natural beauty - makeup-free! "I love myself without makeup," she says. "I think people probably would think I fear not wearing makeup more than I do... But I'm just like any other girl. I like it to come off at the end of the day."

Stay tuned for more juicy celebrity gossip and scandals only on thescholarlynote.com!