10 Questionable Life Choices In Gossip Girl | ScreenRant
No other TV show produced more drama, secrets, and complicated relationships than Gossip Girl. Teenagers strive to act like adults, while adults tend to act like children. It's no wonder these trust fund kids didn't know how to make informed decisions. They thought that they should always listen to their hearts, rather than stop and think about what they are doing for a second. All characters, old and young, made bad life decisions in all areas of their lives; friendships, dating, and parenting.
Serena slept with Nate even though he was with Blair, but that barely affected their lives in any major way. But when Blair and Serena tried to sabotage each other's college applications or when Lily sent an innocent man to prison, for example, lives were altered in significant ways.
10 Dan Wanted A Way In By All Costs
Dan was decided to infiltrate into the worlds of the Upper East Siders without ever stopping to question why. Did he do it for validation? To be seen? This decision ended up affecting everybody's life, including his sister's and father's, which makes Lonely Boy a pretty horrible person.
Dan got what he wanted in a way - he married Serena. But being on the 'inside' is not a matter of fact, it's a state of mind. Off-screen, Dan could go on living in Serena's shadow for the rest of his life, doubting whether he is accepted by his friends or not.
9 Serena's Sex Tape(s)
When Serena was away at boarding school, she was wild. With Georgina behind the camera, a guy named Pete, and large quantities of cocaine, she made a sex tape. Not only were they all minors, but Pete also overdosed and died, leaving Serena feeling responsible for his death and slut-shamed every step of the way.
Serena didn't learn from her past mistakes, though. In season 5, she made Dan believe that Blair dumped him and proceeded to film herself having sex with him in the same spot she had sex with Nate all those years ago without Dan's consent.
8 Bart Bass Tried To Kill His Own Son
To say that killing your own son is a questionable life choice is a major understatement. Everything Bart Bass ever did made no sense. He was powerful and wealthy; surely there was no need for him to fake his own death, be resurrected, plan on killing his own son and spy on his future wife.
All characters did something that could send them to jail, but Bart Bass takes the cake as the worst of them. Bart Bass wasn't just the worst parent on Gossip Girl, he was also the worst person. He was motivated by pure evil, which made his scenes pretty hard to watch.
7 Hiring Someone To Play Your Daughter
The Ivy/Lola drama is one of the storylines that got way too much screen time. Lily's sister hired Ivy Dickens to pose as Charlie so she could gain access to her daughter's trust fund. It sounds crazy, right? No one in their right mind would make such a dumb decision. And here's another horrible life decision Lily's sister made: she had a baby with her the father of her sister's children, making Serena and Lola both half-sisters as well as cousins.
This storyline was riddled with plot holes, one of the most glaring ones being how come Ivy stuck around for an extra season or two after being discovered as a con artist.
6 Chuck Traded Blair For A Hotel
Chuck and Blair did some pretty nasty things to one another, but Chuck deciding to sell his supposed soulmate to his sleazy uncle Jack tops the list. Not that asking her first would make the situation okay, but it would have made the decision a bit less messed up.
What's even worse, Blair found out and chose to ultimately marry the man who is clearly not capable of looking out for her. Gossip Girl is really just a string of poor life decisions.
5 Blair & Serena Remained Friends
Even though it's nice that Blair and Serena remained friends despite all the pain they caused one another, they should both re-evaluate their reasons for being friends. Remaining friends after so many betrayals and fall-outs isn't a sign of unconditional love, it's a sign of a truly toxic friendship.
Serena published Blair's diary online and Blair jeopardized Serena's jobs. Both girls should have known better than to remain friends. They didn't support each other, they just indulged each other's delusions.
4 Adults Hooking Up With Teenagers
This one is not on teenagers; the adults in the series were just as emotionally unstable as the kids, only they couldn't blame their behavior on hormones or a lack of life experience.
Dan hooked up with a teacher, Nate slept with Catherine Beaton in exchange for money, and Serena briefly dated a man who Lily used to date as well. They might have been pampered, but the kids of Manhattan's elite were not safe - a lot of adults in their lives were predators.
3 Almost Everybody Hooked Up With Each Other
It's crazy to think that Serena and Chuck are the only ones in their group who didn't hook up throughout Gossip Girl's six seasons. Nate had history with essentially every female character in the show, Serena and Blair both dated Dan, and Jenny had a fling with both Chuck and Nate.
Most of these characters didn't make conscious decisions to get intimate. They were either drunk, emotionally distraught, or they simply got carried away by the moment. Passions were always running high - that's what made the show so addictive to watch.
2 Lily Divorced Rufus And Married William
Lily only broke up with Rufus all those years ago because her manipulative mother threatened to take her out of her will lest she stops seeing the Humphrey boy. As an adult, she finally respected her own wishes and finally married the man she had loved all along.
Unfortunately, the writers decided to butcher Lily's character and had her end up with William. Who cares if he has a kid with her sister and has lied to her about cancer? In real life, nobody would choose to get married to William.
1 Serena Married Her Cyberbully
When the gang found out that Dan was Gossip Girl all along, Serena didn't seem at all distraught. She even married him, even though he was obsessed with her and clearly only saw her as an object that would make him feel as if he belongs to the elite Manhattan society.
Of all the characters, Serena grew the least. She has made countless mistakes prior to the pilot and will probably make them until the end of her life.
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