25 Darkest Donald Trump Secrets You Should Know

Posted by , Updated on October 20, 2022

At this point, it’s pretty obvious Donald Trump isn’t exactly a stand-up guy. Though his supporters and followers close their eyes and shove their fingers in their ears over it, he’s got a long and sordid history that’s hard to deny. His darkest secrets come in many forms and have either been buried or forgotten over the long span of time. Regardless of where you stand in the political spectrum, it’s a good idea to stay informed and keep your eyes opened to the truth. Here are 25 Darkest Donald Trump Secrets You Should Know.


He made a verbal contract with Melania about her body.

melaniaSource: https://www.elle.com/culture/career-politics/news/a44729/donald-trump-melania-trump-pregnancy-body/

In the book, Inside the Trump Marriage: Melania’s Burden, it states that before Melania became pregnant with Barron, Trump made a deal with her that she must get her body back after the pregnancy. She promised him that everything would go back the way it was. During the pregnancy, he did nothing to help her.


He ran a scam university.

trumpSource: https://www.newyorker.com/news/john-cassidy/trump-university-its-worse-than-you-think

Even though it had the word “university” in it, Trump University wasn’t a university at all. Their instructors were trained to be salesmen, providing free seminars on how to become rich just like Trump. But the entire thing was a bait-and-switch scam. Once students went to the seminars, they were sold several expensive packages on how to learn more. One program was $35,000.


He may have had a love child.

doormanSource: https://www.vox.com/2018/4/12/17230498/donald-trump-national-enquirer-child-30000-doorman-joe-mika-payoff-hush-money-scandal-housekeeper

A former doorman of Trump Tower claimed Trump had a love child with a former employee in the 1980’s. He took a lie detector test and passed it, but the National Enquirer paid him $30,000 for the account and then buried it. The President of the National Enquirer is good friends with Donald Trump.


He destroyed his own emails.

emailsSource: http://www.newsweek.com/2016/11/11/donald-trump-companies-destroyed-emails-documents-515120.html

During the 2016 presidential campaign, Donald Trump consistently attacked Hilary Clinton about her email scandal. However, according to Newsweek, Donald Trump and his company systematically destroyed and covered up thousands of emails despite court orders telling them to stop. He did this to draw out lawsuits against him and make it difficult for lawyers to obtain records. He’s been using this tactic since the early 70’s when the federal government went after him for denying African-Americans to stay in his apartments.


He's bald.

donald trump hairSource: https://www.theguardian.com/fashion/shortcuts/2018/jan/05/has-the-secret-of-donald-trumps-hair-finally-been-revealed

He goes to great lengths to cover up his hairless scalp. In the book Fire and Fury: Inside Trump’s White House, it’s claimed that Trump is totally bald and had scalp-reduction surgery. The procedure requires surgeons to snip part of your bald scalp and stretch the hair-covered portion of your skull over it. He also takes a hair-loss drug called “finasteride” that causes some severe side effects.


He's made inapporpriate comments about his daughter.

ivanka trumpSource: https://www.independent.co.uk/news/world/americas/us-elections/donald-trump-ivanka-trump-creepiest-most-unsettling-comments-a-roundup-a7353876.html

On several occasions, Donald Trump made very uncomfortable and unsettling comments about his own daughter, Ivanka Trump. In 1997, when she was 16-years-old, he said, “Don’t you think my daughter’s hot? She’s hot, right?” He also said she was “voluptuous,” and it was okay to call her “a piece of ass.” On another occasion, he said if she weren’t his daughter, he might be dating her.


He's not as rich as you think.

trump richSource: https://www.washingtonpost.com/outlook/trump-lied-to-me-about-his-wealth-to-get-onto-the-forbes-400-here-are-the-tapes/2018/04/20/ac762b08-4287-11e8-8569-26fda6b404c7_story.html

While there’s no arguing Donald Trump is wealthy, he regularly inflates his status and wealth as a way to sell his product, that is, his name. On one occasion in the 1980’s, he lied to a Forbes reporter to get on the Forbes 400 list. Back then, they put him on the list for $100 million. In actuality, his net worth was $5 million.


He has mob connections.

salernoSource: http://www.newsweek.com/trump-russian-italian-mafia-fusion-785524, https://www.politico.com/magazine/story/2016/05/donald-trump-2016-mob-organized-crime-213910

During a federal investigation, it was discovered Trump paid mafia firms to build Trump Tower and bought supposedly over-priced concrete from a company owned by mafia bosses, Anthony “Fat Tony” Salerno and Paul Castellano. He also was under investigation on how he got a deal to buy Penn Central railroad yards. Other reports state he may also have ties with Russian and Italian mafias as well.


He didn't raise his kids.

trump kidsSource: https://americasspotlight.com/entertainment/dark-secrets-ivana-trump-revealed-about-the-trump-family.html/

While some think Donald Trump played a large role in raising his three kids, Ivanka, Donald Jr., and Eric, according to his ex-wife, Ivana, he didn’t raise them at all and was mostly absent during the time. Ivana had strict parenting methods when the kids were younger and said Donald didn’t know how to talk to them. Once they were out of college, they connected more with their father.


Living under Trump is like Communism.

ivana trumpSource: https://americasspotlight.com/entertainment/dark-secrets-ivana-trump-revealed-about-the-trump-family.html/

Ivana also said her time spent in a communist country helped prepare her for living in a Trump household. She said, “being less than best was simply not an option” and “one mistake could doom your life.”


He's a nasty landlord.

wall streetSource: http://money.cnn.com/2016/03/28/news/trump-apartment-tenants/

Everyone knows Donald Trump primarily deals in real estate. As a landlord in the 1980’s, he stooped to some nasty and cruel methods to get his way. When he bought a 14-story building facing Central Park in New York City, he planned to tear it down and build luxury condos, but many of the tenants didn’t want to leave, so he cut heat and hot water, imposed strict rules, allowed a rat infestation without fixing the problem, and considered letting in homeless people just to force out the tenants.


He can't keep secrets.

trump secretsSource: http://www.businessinsider.com/ex-trump-aide-says-the-president-is-like-a-gossipy-female-2018-6

Though he has many of his own darkest secrets, an ex-aide said Trump can’t keep them when it’s regarding other people. The aids called Trump a “yenta” which is a Yiddish word for a “gossiping female.” For instance, at one time, he came under fire for offering classified Israeli intelligence to two Russian diplomats.


He disparages undocumented immigrants.

trump immigrantsSource: https://www.washingtonpost.com/news/fact-checker/wp/2015/07/08/donald-trumps-false-comments-connecting-mexican-immigrants-and-crime/?utm_term=.4fc6329df820, https://www.usatoday.com/story/news/politics/onpolitics/2018/05/16/trump-calls-undocumented-immigrants-animals-echoing/617762002/

One of Trump’s many campaign promises was to build a wall along the Mexican-American border to keep out undocumented immigrants. During a White House meeting, Trump called undocumented immigrants, “animals.” On the campaign trail, he frequently cast immigrants as “criminals.”


He benefited from undocumented immigrant labor.

trump towerSource: http://time.com/4465744/donald-trump-undocumented-workers/

Yet, despite his clear disdain for undocumented immigrants, he benefited off of their labor. In 1980, for six months, Trump hired undocumented Polish immigrants to clear out the future site for Trump Tower. The workers put in 12-hour shifts with inadequate safety equipment with low wages. Sometimes they wouldn’t get paid at all.


He ran a scam charity.

donald trumpSource: https://www.washingtonpost.com/politics/how-donald-trump-retooled-his-charity-to-spend-other-peoples-money/2016/09/10/da8cce64-75df-11e6-8149-b8d05321db62_story.html

Many assume family charities like the Trump Foundation donate the family’s wealth on charitable causes. Sadly, that’s not the case here. Originally, the foundation was created to giveaway proceeds from his book The Art of the Deal. Today, it doesn’t do that at all and doesn’t spend any of Trump’s own money, but gives away the money of other people.


He spreads conspiracy theories.

obama meeting trumpSource: https://www.chron.com/news/politics/election/article/The-many-conspiracy-theories-that-Donald-Trump-8425754.php#photo-9944710

From claiming Barack Obama wasn’t born in the United States (he was) to a bizarre theory that Ted Cruz’s father played a role in the assassination of JFK (he didn’t), Trump has not shied away from spreading misinformation and weird theories to misdirect and get what he wants to maintain power.


He's assaulted women.

miss universeSource: https://www.theatlantic.com/politics/archive/2017/01/donald-trump-scandals/474726/

From the early 70’s all the way up to today, Trump has been accused countless times of harassing and assaulting women. In a 2005 video, he verbally admitted to inappropriately grabbing and groping them. His ex-wife Ivana once suggested that he raped her, though she retracted her statements later. Beauty pageant owner Jill Harth filed a lawsuit against him for sexual harassment, and former teen pageant contestants said Trump would walk in on them partially dressed or naked.


He used campaign contributions to buy his book.

make america great againSource: https://www.thedailybeast.com/donald-trump-used-campaign-donations-to-buy-dollar55000-of-his-own-book

Despite his supposed wealth, Trump used $55,000 in campaign contributions to buy his own book, Crippled America: How to Make America Great Again. That amounted to 3,500 copies. FEC rules dictate that it would be illegal if Trump accepts royalties from the book.


He paid off an adult entertainment star to keep quiet.

stormy danielsSource: https://metro.co.uk/2018/04/17/donald-trump-terrified-fbi-raid-fixer-reveal-darkest-secrets-7474802/

Adult entertainment star and Playboy Playmate Karen McDougal, also known as Stormy Daniels, has claimed she and Donald Trump had a one-night stand but was paid off by him to keep quiet about it. Trump, of course, denies any of that ever happened.


He has a very racist past.

trump racistSource: https://www.vox.com/2016/7/25/12270880/donald-trump-racism-history

As we stated before, in the 1970’s, Trump was sued by the US Department of Justice for racial discrimination. In 1991, Trump stated he hated black accountants and that laziness is a trait in blacks. During the presidential campaign, he also called Mexican immigrants “rapists.” He’s also been noted to be slow to condemn white supremacists and has retweeted comments by neo-nazis and white supremacists.


He's had four bankruptcies.

taj mahalSource: https://www.theatlantic.com/politics/archive/2017/01/donald-trump-scandals/474726/

Though he loves to boast of his wealth and success, Trump had bankruptcies in 1991, 1992, 2004, and 2009. In each case, many involving casinos, he made bad decisions and took on too much risk, using junk bonds and bad debt. By his last bankruptcy, he lost all control of his business but the company kept his name. Despite all this, people believe he’s a good businessman.


Hillary Clinton was at his wedding.

trump clintonSource: https://www.nytimes.com/2016/11/06/magazine/when-hillary-and-donald-were-friends.html

Though Trump ruthlessly went after Hillary Clinton in the presidential election, with many of his supporters chanting “Lock her up,” many don’t realize Donald and Hillary were good friends. They were such good friends that Donald invited Bill and Hillary to his wedding with Melania.


He's got many ties to Russia.

donald trump putinSource: https://www.washingtonpost.com/politics/mueller-told-trumps-attorneys-the-president-remains-under-investigation-but-is-not-currently-a-criminal-target/2018/04/03/d7832cf0-36c1-11e8-acd5-35eac230e514_story.html?utm_term=.5cdefee6ae4f, http://time.com/4433880/donald-trump-ties-to-russia/

Though not considered a criminal target yet, Trump is currently under investigation by a special counsel lead by Robert S. Mueller III to determine Russian influence in the presidential election. With that in mind, Trump has several ties to Russian investors, especially after all his bankruptcies and American banks stopped lending to him. He’s also come under major scrutiny after he told FBI Director James Comey to back off investigating his former National Security Advisor Michael Flynn for ties to Russia.


He's a compulsive liar.

trump liarSource: https://www.washingtonpost.com/news/fact-checker/wp/2018/05/01/president-trump-has-made-3001-false-or-misleading-claims-so-far/?utm_term=.7a6cfec62372, https://www.washingtonpost.com/graphics/politics/2016-election/trump-lies/?utm_term=.78064f56ab07

On the campaign trail, he jeered his opponents, calling Ted Cruz “Lyin’ Ted” and calling Hillary Clinton a “pathological liar.” But, he might want to look in the mirror. Since taking office, The Fact Checker’s database has analyzed and determined Trump has told 3,001 misleading or false statements. On average, that’s 6.5 a day.


He didn't really want to be president.

trump jrSource: https://www.nytimes.com/2016/07/20/magazine/how-donald-trump-picked-his-running-mate.html?_r=2

When Donald Trump was tasked with picking his vice president, he approached the Kasich campaign. According to the New York Times, Donald Jr. asked Kasich if he had any interest in being the most powerful vice president in history. He claimed Trump’s vice president would be in charge of domestic and foreign policy. When asked what Trump would be in charge of, Donald Jr. replied, “Making American great again.”

Photo: Featured Image - Gage Skidmore, Donald Trump, CC BY-SA 2.0, 1. Gage Skidmore from Peoria, AZ, United States of America, Donald Trump, Jr. (30609515165), CC BY-SA 2.0 , 2. Gage Skidmore, Donald Trump, CC BY-SA 2.0, 3. Kremlin.ru, Vladimir Putin and Donald Trump at the 2017 G-20 Hamburg Summit (2), CC BY 4.0 , 4. Donald Trump August 19, 2015 (cropped).jpg: BU Rob13 Hillary Clinton by Gage Skidmore 2.jpg: Gage, Trump & Clinton, CC BY-SA 4.0 , 5. Jrballe, Taj Mahal Atlantic City New Jersey, CC BY 3.0 , 6. Alisdare Hickson, Racist tyrant. Anti-Trump protester in London's Parliament Square., CC BY-SA 2.0, 7. Glenn Francis, Stormy Daniels, Dallas Texas on August 7, 2015 - Photo by Glenn Francis of www.PacificProDigital.com, CC BY-ND 4.0, 8. James McNellis from Washington, DC, United States, Make America Great Again (32035135160), CC BY 2.0 , 9. Greg Doyle, Miss Universe 2007 rehearsals 5, CC BY 1.0 , 10. WikipediaCommons.com (Public Domain), 11. WikipediaCommons.com (Public Domain), 12. Bin im Garten, New York City Mai 2009 PD 045, CC BY-SA 3.0 , 13. Gage Skidmore from Peoria, AZ, United States of America, Donald Trump (25218642186), CC BY-SA 2.0 , 14. PROGage Skidmore, Donald Trump, CC BY-SA 2.0, 15. No machine-readable author provided. ChrisRuvolo assumed (based on copyright claims)., 40 Wall Street, CC BY-SA 3.0 , 16. By Christopherpeterson at English Wikipedia, CC BY 3.0, https://commons.wikimedia.org/w/index.php?curid=3071583, Ivana Trump cropped retouched, CC BY-SA 3.0 , 17. WikipediaCommons.com (Public Domain), 18. WikipediaCommons.com (Public Domain), 19. Gage Skidmore, Donald Trump (29496131773), CC BY-SA 2.0 , 20. WikipediaCommons.com (Public Domain), 21. Peter K. Levy, Father Ronald Knox (Public Domain), 22. Pixabay.com (Public Domain), 23. Nat Bocking, Doorman at 'The Ivy' West Street WC2 - geograph.org.uk - 61696, CC BY-SA 2.0 , 24. Pixabay.com (Public Domain), 25. Marc Nozell from Merrimack, New Hampshire, USA, edited by User:Calliopejen1, Melania Trump (8 February 2016), CC BY 2.0

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