Inside Aubrey O'Day's Alleged Affair With Donald Trump Jr.

Long before Kimberly Guilfoyle, Donald Trump Jr. found himself in an alleged affair with reality TV star, Aubrey O'Day. And even though this rumored fling is very much in the rearview, let's examine all the gossip anyway. Since first appearing on Making the Band 3 in 2005, Aubrey O'Day's reality TV career has run the full gamut. We saw her fall in love on Famously Single, struggle in her relationship on Marriage Boot Camp, and work through her breakup on Ex on the Beach. Basically, she's done it all — including The Celebrity Apprentice, where she met her future alleged lover Donald Trump Jr. According to Page Six, it all started towards the end of 2011 when O'Day was a contestant on Season 5 and Trump Jr. was an on-show "adviser." O'Day even admitted on-screen that she was crushing, but Trump Jr.'s wife, Vanessa, was reportedly pregnant with the pair's third child, so theoretically, that'd make him off-limits. Either way, Buzzfeed, who combed through O'Day's social media posts from around that time, found a November 2011 tweet where the reality star mentioned, quote, "floating on clouds” after an anonymous lover sent her "wall to wall" flowers. Those probably weren't cheap. Us Weekly claims the pair's late 2011 affair lasted until March 2012. Not long after, O'Day confirmed in a tweet that an unnamed someone, quote, made "a move" on her during Celebrity Apprentice. Watch the video for more about Aubrey O'Day's Alleged Affair With Donald Trump Jr.! #DonaldTrumpJr #Trump #Affair Meeting on Celebrity Apprentice | 0:00 Don's marriage was "over" | 1:30 Aubrey had her doubts | 2:35 But her emails! | 3:52 The Donald shuts it down | 4:39 Aubrey O'Day's breakup song | 5:36 From DJT to DJ Pauly D | 6:27 DJT's eventual divorce | 7:31 Aubrey O'Day spills the tea | 8:05 Other affairs? | 8:50 Settling down with Kimberly Guilfoyle | 10:01