If you think that’s an outrageous thing now, just wait until you get to the end of the list. Regardless of your political stance, there’s a pretty high chance you’ll hold a much lower opinion of ‘The Donald’ by the time you get to #1.
Below are 21 things that Trump probably wishes you didn’t know about him. There are quotes where he attacks women (several times), the African American community, Veterans, homeless individuals, and that’s only the tip of the iceberg in terms of the controversy that has surrounded Trump. He’s even had some controversy with the Pope! I mean, that one takes some skill.
Even just ignoring the times Donald opens his mouth, how about the undocumented immigrants he used to build Trump Tower? You may have known he’s been married several times, but do you know why the first marriage ended? Let’s give you a hint, when he was asked by Playboy if he believed in monogamy, he responded that he doesn’t have to answer that question.
Given that Trump has been in the public eye for decades, you can imagine there is plenty from his Twitter feed and past feuds to view as well, like the two celebrities that he called disgusting both inside and out. Or the two times he made incredibly awkward comments about dating his daughters and their bodies.
The Donald might be well on his way to the White House, but that just means the skeletons in his closet might be even bigger than you expected.
Know a Trump lover or hater? Feel free to share the list on social media!
21. What He Has Said About Women
It didn’t take long into the first presidential debate of 2016 for the moderator, Megyn Kelly to go after Donald Trump for some of the awful comments he has made towards women in the past. Kelly stated that Trump has called women fat pigs, dogs, slobs, disgusting animals and that his Twitter account is full of disparaging comments towards how women look and what their role should be.
While Trump said he’s only really attacked Rosie O’Donnell (more on that below), Kelly was quick to point out, “you once told a contestant on Celebrity Apprentice it would be a pretty picture to see her on her knees. Does that sound to you like the temperament of a man we should elect as president?”
Trump responded saying that he doesn’t have time to deal with questions on political correctness, “and frankly, what I say, and oftentimes it’s fun, it’s kidding, we have a good time. What I say, is what I say.”
There is plenty more on Trump and his terrible comments towards women below, including the time he inferred Hillary would be a terrible leader because she’s terrible in bed.
20. He Cheated On His First Wife
Speaking of being awful to women, Donald Trump married his first wife, Ivanka Zelníčková who was a Czech model, on April 7th, 1977. The two had three children, Donald Jr, Eric and Ivanka, and in 1988 Ivanka became a naturalized U.S. Citizen. But by the 90s, tabloids had picked up on the fact that Trump was having an extended affair with Marla Maples.
It was reported that someone “saw him walking with his arm around a blond and I just assumed it was Ivana, Same size, same hair. I walked around to look, but it wasn’t her.”
There was also a report that someone asked Maples for her phone number, but she said she was already seeing Donald Trump. Then there was the super awkward party where Trump was getting cozy with Maples, then Ivanka showed up and the party continued.
The two divorced in 1991 and Trump married Maples in 1993. That was also a short-lived marriage and by 1997 they were divorced. In ’98, Trump was then onto Melanie Knauss, who he has been married to since 2005. If curious, #10 on this list tells you which prominent member of royalty he tried to get with in between these two women.
19. He Thinks Black People Are Lazy
There are several examples of Donald Trump speaking out in the past with comments that are not exactly positive towards the African American community. In the book, Trumped!: The Inside Story of the Real Donald Trump, it is written that Trump said, “laziness is a trait in blacks.” Later on in the book it attributes the following quote to Trump, “black guys counting my money! I hate it. The only kind of people I want counting my money are little short guys that wear yarmulkes every day.”
Now call me crazy, but I’m pretty sure he’s going to be doing his absolute best to appeal to the entire country as he continues his presidential bid, so having comments where you attack an entire group of people is probably not ideal.
18. New York’s Mayor Is Not A Fan
The current Mayor of New York, Bill de Blasio, has been outspoken about his support for his fellow Democrat, Hillary Clinton. In doing so, he made sure to highlight how people’s perception of Donald Trump might not be completely accurate “I think in the 1980s, for example, some of his developments were controversial and got a lot of attention and he was more in the center of things in this city, but at this point I don’t see a lot of influence from Trump in New York City. You see his name on buildings, but you don’t see him.”
When Trump was asked his thoughts on the matter, he admitted that he is not as focused on New York as he once was. “I started going international and national, which is what we are doing now, and then I did the presidential thing, so that to me is cooler than all of it.”
17. He Would Date His Daughter
Wait what? There is no doubt that when you look at Trump’s daughter, Ivanka, it is clear that she got the genes from her supermodel mom. When the two appeared on The View, one of the hosts Star Jonesasked Trump what his reaction would be if his daughter ever decided to pose for Playboy.
Trump decided to answer with the incredibly awkward joke “I don’t think Ivanka would do that [pose for nude photographs] inside the magazine, although she does have a very nice figure. I’ve said that if Ivanka weren’t my daughter, perhaps I’d be dating her.”
Leading to one of the co-hosts to laugh and tell Donald he is so weird as they all laugh awkwardly.
Trump’s people responded saying that Donald was joking and “making fun of himself for his tendency to date younger women.”
But as you are going to read below, this is not the last time Donald Trump makes a really awkward comment about sexualizing his daughter. Except the next time…his daughter was only one year old.
16. His 4 Chapter 11 Bankruptcies
Donald Trump has invested in hundreds of businesses throughout his career, but that doesn’t mean they have all been successful. The Trump Taj Mahal, The Trump Hotels and Casinos, the Trump Entertainment Resorts and the Trump Plaza Hotel all struggled, and on these 4 occasions Trump has filed for Chapter 11 Bankruptcies. While Trump says this allowed him to pull out of Atlantic City (where most were situated), it was still a significant blow to his overall fortune. As a result, Trump ended up selling his personal yacht, airline and ended up giving up substantial ownership stakes in his companies.
In 2015 when talking about his casino’s, Trump said how “almost every hotel in Atlantic City has either been in bankruptcy or will be in bankruptcy.”
Some people who won’t forget are all the people that lost money because of Trump’s business. Michael d’Antonio wrote a biography about Trump and in it said, “anyone who invested in a bond fund or who bought individual securities that were linked to his casinos lost money.”
15. He’s Gone After The Homeless
As someone who lives in Vancouver, I happen to see quite a few homeless people every time I venture down any of the major streets. It is a serious problem in my city, and in America, it’s definitely a situation that warrants proper attention. This becomes even more important when you consider that many of the homeless may be disabled veterans. But back in 1991,that very fact did not stop Trump.
Trump was furious that homeless and disabled people were out on 5th avenue, where one of his buildings was, and wrote a letter to the Assembly saying “while disabled veterans should be given every opportunity to earn a living, is it fair to do so to the detriment of the city as a whole or its tax paying citizens and businesses?”
In 2014, Trump followed up with a very similar statement complaining about the impact homeless/panhandling people have on the visual image of a city. “Whether they are veterans or not, they should not be allowed to sell on this most important and prestigious shopping street…The image of New York City will suffer…I hope you can stop this very deplorable situation before it is too late.”
14. His Real Estate Might Not Be As Good As You Think
There is no doubt that Donald Trump is rich, but that doesn’t necessarily mean all of his businesses are nearly as lucrative or well-received as you may think. The real estate market is made up of several huge powerhouse names, and when a top 10 list was put together by several respected publications in the field Trump’s name was nowhere to be found, and he was even left off the top 20 list that was done by the NYPost.
When describing the biggest influences Trump has in the city, the NYTime said, “though he portrays himself as a major developer, his companies’ highest profile ownership stakes in real estate in New York include an office building on Wall Street; part of another on Avenue of the Americas; commercial space at Trump Tower on Fifth Avenue, where he lives; and parking below the Trump Plaza on East 61st Street.”
13. His Controversial Golf Course
Donald Trump came under attack from conservationists in 2012 after he opened up a golf course in Scotland. The course was protested by the Scottish Wildlife Trust who said the course was built on “a unique, protected area..[that had] nationally important landforms and wildlife.”
The lands were supposed to be protected by the Foveran Links Site of Special Scientific Interest, but Trump was given the approval to go ahead with the construction back in 2008. After the course started being constructed, a local group, Tripping Up Trump, was organized to try and dissuade the course. If that wasn’t enough, there was even a documentary You’ve Been Trumped that highlighted all of the controversy behind the golf course.
12. He Destroyed Valuable Art
Trump Tower was constructed in 1983 and at the time was Trump’s biggest accomplishment. The 58-story mixed-use skyscraper took roughly two years to build, but it was not without its fair share of controversy. During the demolition process, there were valuable Art Deco sculptures that were situated on the facade of the old Bonwit Teller flagship store that was supposed to be donated to the Metropolitan Museum of Art.
While the building was plain, “the entrance was like a spilled casket of gems: platinum, bronze, hammered aluminum, orange and yellow faience, and tinted glass backlighted at night” and at the top of the facade were “two limestone relief panels of two nearly naked women brandishing large scarves, as if dancing.”
There was an outcry of negativity, with The New York Times saying “evidently, New York needs to make salvation of this kind of landmark mandatory and stop expecting that its developers will be good citizens and good sports.”
Trump also argued at the time that it would have cost the team $500,000 and delayed the process several months if they had to wait. Keep reading below to learn just how little he paid the undocumented immigrant workers that he used on the job.
11. How Much He Got When His Father Died
In 1993, Donald Trump’s father, Fred C. Trump passed away. He was one of the biggest builders in New York City history and helped build thousands of homes over his lifetime. Unlike his son, Donald’s father was a much less flamboyant man and his only lavish purchase was a brand new Cadillac which he would replace every 3 years. When he passed away his fortune, which was divided entirely between his 4 children, was valued at being between $250-300 million. There is absolutely no doubt that Trump has been able to make a career of taking money and investing it in smart ways, but there is definitely also no denying that he definitely had himself plenty of financial advantages as well.
10. He Went After Princess Diana
Princess Diana went through a breakup with Prince Charles after it was reported that he had an affair with Camilla Parker Bowles, a fact she allegedly found out about on their honeymoon (oops!). Their divorce was finalized in 1996, and as you can imagine, that made her a very appealing ‘single’ woman. So who else to woo her, but Donald Trump himself? Selina Scott, who is a TV presenter in the United Kingdomwrote that Donald “bombarded Diana at Kensington Palace with massive bouquets of flowers, each worth hundreds of pounds” causing the Princess to state “what am I going to do? He gives me the creeps!”
While we’re never going to be able to get the full legitimacy of this story, would you really be surprised to hear that a man with the ego that Don had, would go after someone like Princess Diana?
9. He Got 9/11 Wrong
There are a lot of times where Trump said something offensive that he probably wishes he could take back. In this case, it was more of an embarrassing gaff when speaking at a Rally in Buffalo, New York when Trump said “I was down there and I watched our police and our firemen down at 7/11, down at the World Trade Center right after it came down. And I saw the greatest people I’ve ever seen in action.”
His spokeswoman, Katrina Pierson said that “well, I think after you’ve done several events over a short time period people misspeak all the time. Slip of the tongue.”
That didn’t stop Trump supporters from also making up an excuse as to how Trump really did mean 7/11 “Donald Trump did not misspeak. He was referring to the 711 volunteer firefighters. He said 711 and the world trade towers. He was talking about how he was with them…Mr Trump isn’t that dumb. The media grab a hold of it and ran.”
8. When He Talked About Shooting People
Speaking of loyalty, there are a lot of ways to express that you think your fans are loyal. You could you know, say as such, you could admire their dedication, you could simply just be humble and thank them for their unwavering support. For Trump, he decided to go with the far more headline catchy “I could stand in the middle of 5th Avenue and shoot somebody and I wouldn’t lose voters.”
Trump declined the opportunity to clarify his comments when asked after the political rally. Trump’s primary opponent at the time, Cruz, responded to the comments saying “I can say I have no intention of shooting anybody in this campaign.”
7. That Time He Tried To Not Be Racist
As you read above, Trump had more than a few statements written where he seems to come off as pretty racist. This has led to several reporters coming out and asking Trump if he feels he is racist, in which he’s replied “I am the least racist person there is. And I think most people that know me would tell you that. I am the least racist.”
If that wasn’t enough, Trump has also talked about how he wishes he would be born a black man.
“A well-educated black has a tremendous advantage over a well-educated white in terms of the job market. I think sometimes a black may think they don’t have an advantage or this and that… if I were starting off today, I would love to be a well-educated black.”
6. He Called Climate Change A Chinese Hoax
Everyone has their fair share of embarrassing tweets or things that they wish they would be able to take back. When you happen to be the upcoming president of the United States, your old Twitter feed becomes a hot-bed of information to potentially use against you. In a speech on June 2nd, Clinton pointed out how “Donald Trump says climate change is a hoax invented by the Chinese.”
The quote was taken from something Trump tweeted on November 6th, 2012. The entire quote also includes the line “by the Chinese in order to make U.S. manufacturing non-competitive.”
This was re-tweeted over 24,000 times. Bernie Sanders also brought the comment to light back in January, causing Trump to respond saying that he was just making a joke “and I often joke that this is done for the benefit of China. Obviously, I joke. But this is done for the benefit of China, because China does not do anything to help climate change.”
5. His Incident With The Pope
There’s no doubt that people are aware of Trump’s idea to build a wall on the border to Mexico. When Pope Francis visited Mexico in February, 2016, he was asked his thoughts on the potential wall, and said “a person who thinks only about building walls—wherever they may be—and not building bridges, is not Christian. …I’d just say that this man [Trump] is not Christian if he said it this way.”
Trump replied saying he felt it was disgraceful for the Pope to question his devotion to his faith. He even went on to say that he thinks the Mexican Government may be trying to use the Pope as a pawn “because they want to continue to rip off the United States” and that when ISIL attacks the Vatican, the Pope better pray Trump becomes president because he’s the only man that would be capable enough to stop the attack.
The matter ended up getting settled after the Director of the Holy See Press Office, Federico Lombardi, stated that the Pope’s comments were not as harsh as originally portrayed and that he did not mean to question Trump’s faith.
4. He Used Undocumented Immigrant Workers
Above you read about the controversy in the destruction of the Bonwit Teller store and the destruction of art, but that’s not where the controversy ends on the matter. There was a report that roughly “200 undocumented Polish immigrant workers, who, during the rushed demolition process, were reportedly paid 4–5 dollars per hour for work in 12-hour shifts.” Trump testified on the matter in 1990, claiming that because he so rarely visited the site that he could neither confirm nor deny that there were any undocumented immigrants working on the demolition.
The union members stated that Trump was also avoiding paying the workers pension fund and that he should be required to pay $1 million, plus interest.
There was a great deal of stress around making sure the tower went up according to schedule, which created even more of an unpleasant working environment. Some workers even reportedly lived at the job site. After many appeals, the labor lawsuit was settled in 1999, 16 YEARS after it first appeared in court.
3. “Unattractive, Both Inside And Out” – The Rosie O’Donnell Story
If you thought Trump’s quote on climate change is the only thing from his past Twitter days he probably wishes he could take back, you’re about to be proven wrong. How about the time him and Rosie O’ Donnell went back and forth over Twitter? A feud that’s now lasted years.
It started back in 2006 when Trump decided not to fire Miss USA Tana Conner after it came out that she used drugs and engaged in sexual activities. O’Donnell, who was a co-host on the showThe View, attacked Trump, stating that she was glad Trump went bankrupt and that he was “not a self-made man but a snake-oil salesman on Little House on The Prairie.”
Trump fired back saying “I’ll most likely sue her for making those false statements — and it’ll be fun, Rosie’s a loser. A real loser. I look forward to taking lots of money from my nice fat little Rosie.”
As well as this, Trump has stated “Rosie O’Donnell is disgusting — both inside and out. If you take a look at her, she’s a slob. How does she even get on television? If I were running The View, I’d fire Rosie. I’d look her right in that fat, ugly face of hers and say, ‘Rosie, you’re fired.’ We’re all a little chubby but Rosie’s just worse than most of us. But it’s not the chubbiness — Rosie is a very unattractive person, both inside and out.”
In 2011, when O’Donnell took to Twitter to announce her engagement to Michelle Rounds, Trump responded “I feel sorry for Rosie’s new partner in love whose parents are devastated at the thought of their daughter being with @Rosie–a true loser”
In 2014, when Rosie was announced to be returning to The View, Donald stated “Rosie is back on the View which tells you how desperate they must be. It is the standard short term fix and long term disaster…Rosie is crude, rude, obnoxious and dumb – other than that, I like her very much.”
When it was announced in 2015 that she was going to be stepping away, Trump said “well, it’s very sad what’s happened to ‘The View’ and I predicted that with Rosie O’Donnell it would fail. I guess the prediction is correct, but, I mean she’s a total trainwreck, so let’s see what happens and I hope it works out well. … I like the show a lot, but let’s face it, Rosie is a loser.”
Trump has also attacked Arianna Huffington, who is the co-founder and editor-in-chief of The Huffington Post, saying “Ariana Huffington is unattractive, both inside and out. I fully understand why her former husband left her for a man – he made a good decision.”
2. His Inappropriate 1994 Comments
As you read above, Trump had that hilariously awkward moment where he joked that he would totally date his daughter, you know, if they weren’t actually father and daughter. This was far from the most embarrassing moment that Trump has made in regards to his daughters.
In 1994, Trump appeared on the television show Lifestyles of the Rich and Famous and there is a clip of him talking about which traits his then one-year-old daughter had gotten from Trump and his then-wife Marla Maples.
Trump responded “I think that she’s got a lot of Marla, she’s really a beautiful baby, she’s got Marla’s legs. We don’t know whether or not she’s got this part [he held his hands out to indicate big breasts] yet but time will tell.”
While the audience laughed it off, talk about a horrendously awkward situation. The incident was something that Donald probably hadn’t thought about in decades, but thanks to social media and The Daily Show, the video quickly became public knowledge earlier this year. The host of The Daily Show, Trevor Noah joked that “the next time you’re about to hand Donald Trump your baby, maybe reconsider.”
1. He’s Not Done Attacking Women
Given the fact that women should be viewed equally in society, it’s well worth highlighting some more times that Trump has dropped just some unbelievable quotes attacking females. When he was asked about his former rival for nomination Carly Fiorina, he attacked her looks saying “Look at that face. Would anybody vote for that? Can you imagine that, the face of our next president?! I mean, she’s a woman, and I’m not supposed to say bad things, but really, folks, come on. Are we serious?”
She’s also attacked Clinton’s sexual prowess, saying “If Hillary Clinton can’t satisfy her husband what makes her think she can satisfy America?” Yikes, talk about a low blow!
Call me crazy but when I think about a powerful world leader, the first thought in my mind is not “Hm, yeah…they make good points….but are they satisfying in bed? That’s the real question.”
But then again, knowing what you know about Trump now, is anything he does in the future really going to shock you?