The Untold Truth Of Trump's Brothers And Sisters

Long before Donald Trump was elected to be president of the United States, he'd surrounded himself with the people he cared about the most — in particular, his eldest children Ivanka Trump, Donald Trump Jr., and Eric Trump. They've all held high positions within the Trump Organization, made appearances on his hit show The Apprentice, and played integral roles during his presidential campaign and presidency.

But there's a more inconspicuous side to the Trump family: Donald's siblings who grew up alongside him in Jamaica Estates, Queens. There's his eldest brother, Fred Trump Jr., who died in 1981 after struggling with addiction, as reported by The New York Times. And there's Maryanne Trump Barry, a federal judge. She bypassed the family business because she didn't stand a chance at succeeding next to her golden sibling, telling New York Mag, "I knew better even as a child than to even attempt to compete with Donald. I wouldn't have been able to win."

Then there's Elizabeth Trump-Grau, a sister who has flown so far beneath the radar, and Robert Trump, the baby of the family, who retreated from the spotlight after a salacious scandal. Sounds juicy already, doesn't it?

As quiet as the elder Trumps are, they've still lived remarkable lives behind the scenes, though they're no strangers to controversy ... just like Donald. This is the untold truth of Trump's brothers and sisters.

Fred Trump Jr.'s promising career was curtailed by addiction

The Washington Post described Donald Trump as a "teetotaler" — a person who refrains from drinking alcohol — and it was his eldest brother, Fred Trump Jr., who reportedly scared him straight. "He had a problem with alcohol. And he would tell me: 'Don't drink. Don't drink,'" Trump was quoted as saying during a speech.

Fred Jr. was reportedly expected to take over the family's budding real estate empire, but his real passion was flying airplanes. He left the family business and began working for Trans World Airlines as a pilot, according to The New York Times. He then got married to a stewardess, Linda Clapp, and the couple had two children together, Fred Trump III and Mary Trump.

But, according to the Times, when Fred Jr. "reached his mid-20s, he began drinking heavily." And when Donald had graduated from the University of Pennsylvania's Wharton School of Business in 1968, Fred Jr.'s alcoholism had completely taken over his life. Drinking and flying is an absolute no-no, and, knowing his addiction could put him and others at risk, Fred Jr. quit his job. He would later get divorced and would die of alcoholism in 1981 at the age of 43.

If you or someone you know is struggling from addiction, please call the Substance Abuse and Mental Health Administration's 24/7 National Helpline at 1-800-662-HELP.

Maryanne thinks we need to lighten up about sexual harassment

Maryanne Trump Barry is a highly respected federal judge who was nominated to the U.S. District Court for the District of New Jersey by President Ronald Reagan in 1983. While her life appears to be the polar opposite of her famous brother's, she and Donald Trump have a few things in common. To start, Maryanne sports a similar blonde comb-over, and she's also very outspoken. Maybe a little too outspoken, if you ask some.  

When Maryanne was speaking in front of 900 federal law enforcement officials in 1992 — most of them women — at the Interagency Committee on Women in Law Enforcement, she went into a spiel that angered many, according to The New York Times. "I stand second to none in condemning sexual harassment of women," she said. "But what is happening is that every sexy joke of long ago, every flirtation, is being recalled by some women and revised and re-evaluated as sexual harassment. Many of these accusations are, in anybody's book, frivolous." Whoa.

Maryanne added she was afraid that such "frivolous accusations" would "reduce, if not eliminate, not only communication between men and women but any kind of playfulness and banter." In closing, she recommended using "humor and gentle sarcasm" during such incidents as opposed to "throwing down the gauntlet at every opportunity." Open mouth, insert foot.

Robert's affair rocked New York's high society

Before Robert Trump retired as a top executive of the Trump Organization and moved away to his retirement home in Long Island, N.Y., he left his mark on the Big Apple's high society scene in the most scandalous way. According to Page Six, Robert was married to a woman named Blaine Trump for 25 years until he found love with his secretary, Ann Marie Pallan. And love made Robert do some cray cray things, including plopping down $3.7 million on a Garden City, N.Y. estate for Pallan.

When his wife found out about the affair, she reportedly suffered a pill-induced "accidental overdose." She was admitted to Mount Sinai hospital in its luxe "VIP wing," an insider told Page Six, before adding, "Every day, Robert would come visit her with flowers and chocolates for not just her but the nurses. He was very cheerful, always smiling and greeting everyone happily. Everyone was just so appalled because we all knew . . . the reasons Blaine was in there. It was just disgusting."

When Blaine's health improved, she forgave her husband for his infidelity, but he apparently decided to kick her to the curb and live out his glory years with Pallan instead. Blaine had no choice but to move forward with a divorce in October 2007.

We're flabbergasted that there's more than one alleged adulterer in the Trump family, said no one ever!

The 'failing New York Times' accused them of tax fraud

In October 2018, The New York Times published an explosive article that accused Donald Trump, Robert Trump, and Maryanne Barry Trump of being involved in an elaborate tax scheme. The publication was tipped off after reviewing a "disclosure form that the president's sister Maryanne, a federal judge, had filed related to her Senate confirmation hearing." The document included a $1 million contribution from All County Building Supply & Maintenance, a company owned by the Trumps that was allegedly a "middleman entity created by President Trump and his siblings" to move funds from their late father Fred Trump Sr.'s companies and into their accounts.

After speaking with people allegedly close to the president's father and his business, the paper concluded that the Trump siblings had "received millions in untaxed gifts from their father, skirting a 55 percent tax on gifts over a certain value that would have cut the total significantly."

Following the bombshell report, Donald coined the publication the "failing New York Times" in a tweet. His lawyer also released a statement denying the president's involvement and shifted the blame to "other Trump family members" who handled all affairs related to Fred Sr.'s estate with some help from licensed tax professionals. 

And that's the sound of Donald throwing his siblings under the bus!

One sibling supports Donald 'one thousand percent'

When Donald Trump had his eye on the White House with hopes that he would one day become the president of the United States, he didn't have to look too far to find unwavering support. In January 2016, Page Six was able to catch up with Robert Trump — years after he had shunned the public eye following his aforementioned infidelity and public divorce battle.

While Donald was ramping things up on the campaign trail, his younger brother, Robert, told Page Six, "I support Donald one thousand percent," before adding, "I think he's doing a great job. I think he's got a great message."

And, judging by her Twitter account, Robert's mistress-turned-main boo, Ann Marie Pallan, is also in the president's fan club. In one video posted to her account, she can be seen giving the then-president-elect a huge hug after his November 2016 victory speech. So, she's definitely a Donald fanatic, along with her MAGA-loving beau, Robert, of course. 

Did the Trumps pull some strings for a convicted drug dealer?

During a March 2018 speech (via CNN), Donald Trump suggested America should be more "tough" in prosecuting drug dealers. However, if you just so happen to be in the drug biz and you're a friend of his, he just might go to bat for you. This appeared evident when Joseph Weichselbaum, the co-owner of a helicopter service, was indicted in 1985 for being the leader of a "cocaine ring," the Daily Beast reported. Weichselbaum and his brother, who co-owned the company, reportedly received "more than $2 million a year from Trump to ferry high rollers to and from his casinos in Atlantic City."

Weichselbaum was charged in Cincinnati for his participation in the drug ring, but, after pleading guilty, his "case was mysteriously transferred to New Jersey for sentencing and assigned to Trump's sister, Judge Maryanne Trump Barry." Ruh roh.

Maryanne reportedly recused herself because she and her late husband had used Weichselbaum's helicopter services in the past. So, the case was transferred to her colleague, fellow New Jersey Federal Judge Harold Ackerman. Donald reportedly sent a letter to Ackerman, asking the judge to grant Weichselbaum leniency, and it appeared to have worked. The "minor" participants were sentenced to "as much as 20 years" behind bars, while Weichselbaum served 18 months of a three-year sentence and retreated to his multi-million dollar Trump Tower apartments that were purchased by his girlfriend while he was finishing out his sentence.

Nope. Not fishy at all.

Keeping it in the family

Considering many of Donald Trump's children hold high-ranking positions within the Trump Organization, and Donald's brother, Robert Trump, is a retired top executive of the family business, according to Page Six, the Trumps are all about distributing their Benjamins among themselves. Even one of Donald's siblings is making money moves behind the scenes to spread the generational wealth.

Federal Judge Maryanne Barry Trump purchased an "eight-bedroom, 9.5-bathroom" Mar-a-Lago Club-adjacent home for $11.5 million in 2004, according to the Los Angeles Times. By December 2017, she decided to unload the pad and placed it on the market for $22.9 million. According to the MLS (via Los Angeles Times), she pumped the price up an additional "$1 million shortly after," but buyers weren't biting until May 2018 when she finally secured a deal. 

According to the Palm Beach Daily News (via Los Angeles Times), "a limited liability company headed by Eric and Donald Trump Jr." purchased the beachfront crib for a whopping $18.5 million — less than what Maryanne had initially put it on the market for, but an ultimate win-win for the Trump clan's real estate portfolio. Complete with 8,300 square feet, a sun room, library, and a "palm-dotted pool," the younger Trumps snagged a major deal on the palatial manse. Thanks, auntie!

What better way to grow wealth than by keeping your massive fortune in the family?

The elusive older sister

The most mysterious sibling of the bunch is Elizabeth Trump-Grau, who was born four years before younger brother Donald Trump, according to Heavy. One of the main sources of information about Trump-Grau comes from a March 1989 piece in The New York Times, which announced the semi-recluse and Southern Seminary College graduate had wed producer and president of Charisma Productions James Walter Grau. Her sister, Maryanne Trump Barry, was her matron of honor, and her brother Donald was an usher.

The wedding deets also included Trump-Grau's occupation, which was listed as "an administrative assistant at the Chase Manhattan Bank in New York." But that doesn't mean she was far removed from the family business. According to Heavy, Trump-Grau was involved in the charity circuit, and she and her husband had once hosted a benefit called "Safari Night" at the Trump-owned Mar-a-Lago Club.

Trump-Grau's hubby even got involved in the family's empire after marrying her. He was listed as the "director of entertainment" at Mar-a-Lago and "Executive Producer of contemporary concerts for the Trump Organization" in a 2014 piece published by Broadway World.

A medical crisis and a family divided

At Fred Trump Sr.'s funeral in 1999, 650 mourners showed up at Marble Collegiate Church to pay their respects, according to The New York Timesincluding the children of the late Fred Trump Jr., Mary Trump and Fred Trump III. The latter "spoke at the funeral," and, that same night, his wife went into labor, giving birth to a son they named William. Sadly, the baby "developed seizures that led to cerebral palsy." In response, the eldest Trumps promised to "take care of the [baby's] medical bills." But once Fred III and his sister, Mary, discovered they weren't receiving an inheritance from Fred Sr., the New York Daily News reported they "filed a legal objection" to the will, claiming "Donald and his siblings had used 'undue influence' over their grandfather, who had dementia, to cut them out," the Times revealed. 

Donald and his siblings clapped back by terminating baby William's health coverage, leaving Fred III and his wife with "medical bills topping $300,000." When asked why he took such a drastic measure, the Times quoted Donald as saying, "I was angry because they sued."

Things were eventually settled "very amicably," according to Donald. Years later, a picture of William smiling and thriving would warm our hearts, and news that Fred III was hosting the second Golf for Abilis fundraiser at a Trump-owned golf course in 2013 confirmed the family had finally patched things up.