Blair Waldorf is portrayed as Serena van der Woodsen’s sidekick and confidant at the beginning of Gossip Girl. It’s not long before viewers see that she’s an It girl in her own right. Blair’s headband is her crown, and she doesn’t want to surrender it for anyone or anything, no matter the cost to those around her.
As the series progresses, Blair’s character develops into a person fans see as possibly the most devious manipulator on the Upper East Side. If Blair is knocked down, she doesn’t stay down for long. In her efforts to achieve the happy-ever-after fairy-tale life that she wants so badly, there are a lot of things Blair does that would never fly today.
10 Bullied Her Classmates At Constance St. Jude’s
At school, Blair is known as Queen B and she exerts her influence over everyone. There are several indications throughout the show that her parents and others know about the ways she bullies her classmates. No one says a thing to stop her or tell her she’s wrong. It appears that even some adults are afraid of her and when it comes to her issues with Miss Carr, Blair ends up getting the teacher fired and shunned from the Upper East Side. She faces some consequences for her actions but always seems to come out on top either way.
9 Wrongly Accused Serena Of Being A Drug Addict
The episode “Poison Ivy” shows Serena visiting her younger brother Eric at the Ostroff Center and the two urging their mother to allow him to get out for a little while at a school event. In her scheming, Blair finds out that Serena has been making visits to the Ostroff Center and mistakenly assumes that Serena was receiving treatment for drug addiction. She didn’t know that Eric was the one receiving treatment after a suicide attempt. To protect her brother, Serena lets everyone believe that it’s about her. In today’s world, Blair’s disclosure (mistaken or not) of Serena’s condition would never fly today. Let alone the moral implications, there would likely be legal repercussions as well.
8 The Relationship With Lord Marcus Beaton
After a summer abroad, Blair returns to the Upper East Side with a new beau, Lord Marcus Beaton, who appears to be a British lord. There is no verification of his identity and he is reluctant to let her into his life, including meeting his family. He’s also older than her and claims he is in college. Nobody seems to stop a grown adult from dating a high school senior, which is problematic in itself, but rest of the red flags about Marcus’s family and his identity would never fly today. Social media alone would have been able to out him and his affair with his stepmother in a heartbeat.
7 Tricked Georgina Into Exile In Russia
Georgina Sparks is a character that loves to spread chaos. When Blair calls Georgina’s parents at the end of Season 1, they send her to a boot camp for “troubled girls.” As revenge, Georgina ensures that she gets Blair as a roommate when they start at NYU in Season 3. To retaliate from all the trouble Georgina causes through the semester, Blair asks her maid Dorota’s friend Vanya to help her trick Georgina into going to Russia.
Believing she is off to a nice life with a rich oligarch, Georgina agrees to leave but her return at the end of Season 3 shows that she not only was treated badly but also ended up pregnant and desperately in need of help. Sending someone a world away in hopes they’ll meet a terrible end is not something that would ever fly today.
6 Took Over Epperly’s Job When She Quit
Blair lands an internship at W Magazine under the esteemed Epperly and she works hard to impress. In her efforts to follow her “powerful woman” path, she does everything in her magnanimous power to make Epperly’s life easier, including reminding her that love is important. Epperly quits her job to go live a better life and hands everything over to Blair. As a young lady not even out of her teens with no experience in the workforce, it would never fly for Blair, an intern, to take over that job as quickly as she did. Someone above her would have taken it away as soon as they realized what happened.
5 Banished Jenny From NYC, Among Others
Jenny Humphrey is younger than the others in the group and she starts a rivalry with Blair when she gains a little bit of power and wants more. This leads to Jenny Losing her virginity to Chuck and Blair takes this as an unforgivable offense. Blair then “banishes” Jenny and tells her she can’t come back to Manhattan ever again. Jenny leaves the family she has in Brooklyn and the life she knows because of a mandate set by a teenager. In today’s world, that would never fly.
4 The Game With Chuck
When Blair and Chuck are officially dating, they play a game to keep things spicy in their relationship. They choose a target, Chuck flirts with her, and then Blair comes in and acts like the woman scorned. The person they tricked runs off feeling guilty, and Blair and Chuck use that jealous energy for each other. Today, playing with someone’s emotions like that for a game would not fly. Not only did most fans see this idea as a toxic relationship element but they also hated the storyline as one that brought out the worse in Chuck and Blair.
3 Investigations For Her Schemes
Every scheme of Blair’s needs careful planning, sometimes with the use of flow charts. She needs reliable information and she utilizes several methods to get it that wouldn’t fly today. She uses her “minions” to find things out and asks for video or photo proof but never gets permission from those being photographed.
She finds her way into phone and e-mail records. She appears to have NSA level access to people’s information with none of the legal permissions.
2 Terrorized Serena
There is an implication throughout the series that Blair is living in Serena’s shadow. While many fans believe this to be true and that Serena is selfish at times, there are times to match every one of Serena’s where Blair tries to get back at her with some kind of drama. Several of these schemes include accusations that could have landed Serena in prison like when she outed the incident that led to Pete Fairman’s death and the scandal that put Ben Sharp in prison. Each time, Serena is beside herself with guilt, anxiety, or immense fear. That kind of behavior would never fly today.
1 The Back And Forth With Prince Louis
Near the end of the series, Blair finally gets her fairy tale when she gets engaged to Prince Louis Grimaldi of Monaco. She even gets her fairy tale royal wedding. Throughout their courtship, she finds out she’s pregnant and all of her secrets come out. With each one, Louis tightens his control over her life. She realizes that she is still in love with Chuck but stays loyal to Louis. Eventually, after their marriage is official, he tells her at the reception that the marriage was just to protect his family name and when Blair tries to flee to the Dominican Republic to get a divorce, Louis’s mother Princess Sophie catches her. She is stuck in the marriage because her prenuptial agreement included a dowry payment that her parents can’t pay. In today’s world, this entire storyline would never fly. The royal wedding, the dowry payment, and Blair fleeing to another country.
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