the evil boyfriends of Blair Waldorf

hey guys welcome back to my Channel today we will be talking about the suitors of Blair Cornelia [Music] Waldorf Blair is an icon the first time I was watching Gossip Girl as a kid I hated Blair I feel like as a child I was low key to pick me but I feel like everybody was I was like oh I hated did Pink I hate Twilight just so I could be different but in reality I was I was the same and there's no there's no shame in that but when I was watching Gossip Girl as a kid when I was in high school I was like oh my God I hate Blair why is she always at odds with Serena Serena is a perfect little cute little blonde I love her but that's what they want you to think she tries to give this good girl Persona when in reality she's a bad person just like the rest of them but the thing with Blair is that like she's a bad person she's very classist she's very elitist but she doesn't try to hide it and that is what I about Blair born with several gold spoons in her mouth she is the epitome of the New York Elite she's the epitome of New York High Society Blair knows who she is and she knows her worth and as a result she tends to go for extremely powerful wealthy men from princes to Lords to billionaires and Dan Humphrey so let me introduce you to the Waldorf Clan the Waldorf Clan includes Miss Elanor Waldorf she's the owner of Waldorf design she's a beautiful fash fashion designer we have Blair of course she is the girl boss of all girl bosses and we have am I blocking no I'm not my head isn't that big okay we have Harold who is a lawyer they were married for a while they had one child Blair however they broke up when Harold ran away with a male model I believe and now he lives in Paris so Blair lives with her mother in Manhattan but she also lives with d Roa this is her beautiful Ma slother low key because let's be honest DOA raised this girl let's be [ __ ] for real so let's move on to the men cuz this is what y'all came here for so these are all of Blair's evil boyfriends and I will get into exactly why I think they're evil in a second but we have Chuck Bass billionaire and air to Bass Industries we have Dan humph a poor Rider we who's this man again this is Marcus he's a British Lord we have Louie Grimaldi who is the Prince of Monaco and last but not least we have Nate archal who is also an heir to a huge billionaire family and he's just you know rich boy pretty face he is the epitome of rich boy pretty face and we love that for him now you may be thinking Shay not all her exes were evil but you would be wrong because well in my opinion in my opinion guys this is just my opinion but everyone of blur's exes has screwed her over like royally screwed her over in one way or another and maybe blur's boyfriends were more prun to do this because she loves to scheme she loves to medal and at a point they all get sick of that but I don't think scheming and meddling has Justified any of their behaviors or their actions towards her now who is Blair's most evil boyfriend in my humble opinion it is drum roll please Louie Grimaldi let me explain why so Blair and Louie meet when she's on one of her legendary European trips she is in Paris and they have this little meat cute when she's like gazing at a painting and he comes next to her and they strike up a chat and he asks her out okay so this is the point where I'm already pissed off because on the date they go on it's a double date right Louie brings his chauffeur with him and Louie is the Prince of Monaco he's a Grimaldi but in order to test Blair who he quite literally just metant in order to test her he pretends that his chauffeur is the prince and that Louie is the chauffeur and this is kind of a double date cuz Serena is in Paris with Blair at the current time so Serena kind of talks to the chauffeur they have their own little thing going on and Blair is supposed to be on the date with Louie my thing is blur comes from New York royalty and I'm sure that Louie is aware of this at this point in time so why realistically why would she date a chauffeur that doesn't make any sense I need him to be so serious for a second also knowing how snobby and elitist his family is remember beatric oh my God I hated that girl also his mom like they're very elitist and that's okay they come from a royal family I'm sure that's the way things are so in his mind while he's doing this test on Blair to make sure that she's genuine or whatever why would he he go for a girl whose family would be okay with her dating a chauffeur Louie what are you testing here I I simply don't understand I really don't get it also Serena is actively like she's talking to the chauffe who she thinks is royalty at this point but even when he was a chauffeur she didn't mind Louise family would never let him bring home a girl like Serena because she's too Carefree so then why would you like why plot this whole thing it like that just doesn't make any sense to me so Blair fails the test obviously once she learns that Louie is a chauffeur and his friend is the Prince allegedly she starts talking to his friend instead Louie calls her out on it and she's like oh my God and he's like yeah you failed the test I want to date somebody who's going to want to date me for me and I hate that Blair does this but she literally begs for another chance is this who we are is this who we are Madame so they do end up going on another date just them two but Blair can't stay long in Paris after this like while they're trying to date because Chuck is having another one of his like meltdowns she rushes to like help him so her and Louie do leave on good terms and she even has this cute little Cinderella moment where she gives him one of her beautiful heels and she's like well if you're ever in New York come find me and that's really cute I mean it's a little bit extra but she is the queen of bougie she is blur Waldorf so I'll allow it so a couple episodes later Louis arrives in Manhattan with that damn shoe and he finds Blair they start dating it's really cute but they have to keep things under wraps because Lou is not supposed to be in New York and he sure as hell is not supposed to be da dating Blair Waldorf so because they kind of have to keep their relationship Under Wraps at this event she kisses Dan it spreads like wildfire with Gossip Girl photographer his press whatever and Louie gets mad because he finds out that Dan has feelings for Blair but it's like you know she doesn't have feelings for him and you know she did that for you to ward off the press and now you're mad like it's not her fault that she is in demand she was trying to help you this is one thing in Gossip Girl that happens a lot they use kissing as a Trope to like Ward people off and it always always always ends up in mess do you remember that one time where I think it was Jenny and Juliet were trying to pretend that they were Serena at this like masquerade ball and they both kissed Nate or we swapping of of saliva is not necessary please think of something else think of something else but I will still stand by what Blair did because she got the press off their back why are you mad if you should be mad at anyone it's Dan for not respecting boundaries okay anyways he does end up forgiving her and they are back together not long after Louise mom does come into town and right off the bat she hates Blair right off the bat it's kind of funny actually Lou mom hates her because she is not royalty and my thing is Louie he would be like I don't know how old Lou is supposed to be I would say at least like 20 I mean he looks a lot older no offense but you're an adult at this point you know your family wouldn't accept you dating a commoner regardless of how rich they are so then why bring Blair into this mess now she's going through emotional turmoil because her potential mother-in-law despises her come on Louie let's let's think think Lou let's think me personally you will never catch me in mother-in-law beef because if the person that I'm dating allows her mother to have this much influence this much impact this much say in our relationship and she's going to be an [ __ ] about it I'm blocking everybody and I'm going ghost [ __ ] I'm not letting a man in his family stress me out I've had enough of family stress growing up okay I don't need more thank you thank you anyways we know Blair we know she's a type a she's a perfectionist and she's a people pleaser also she really really wants to be a [ __ ] princess so she keeps on trying with Sophie who's Lou mom and eventually they kind of become BFFs like she really did good Sophie ends up liking her if anybody knows the timeline in which Blair and Lou dated please let me know cuz I'm not too sure he proposes to her like really shortly after so I'm like how long did you date her for it maybe that's like a royal thing I don't know that's when the whole pregnancy debacle happens where she's pregnant Dan's kind of helping her through it as a friend although like he has feelings for her so she eventually does find out that the baby is Louise the reason why she was unsure whose baby it was there's a little bit of Scandal little bit of uh adultery going on but we'll talk about that in truck section unfortunately though Blair does lose the baby in a car accident which they didn't touch on enough why would you make her pregnant dive deep into this pregnancy storyline and then just not mention it again it doesn't make any sense same thing with her eating disorder storyline yeah yeah I'm going to talk about that the Gossip Girl writers just evidently love giving Blair unresolved trauma so we are now in season 5 and Lou mom is still being a pain yeah her and Blair had their little bestie moment but she's still quite not on Blair's team and this is stressing Blair out so much that she wants to call off the wedding but unfortunately she does stay at this point at this point Louise officially in his insane era where he pays Chuck is going to therapy now by the way how amazing where he pays Chuck's therapist to not help him to actively sabotage his life sabotage his friendship with Blair that he is out of the picture forever what happens to communication you really think this is a good foundation for a stable relation for a stable marriage even sir come on anyways Chuck eventually finds out what Lou is doing and he exposes him and Blair gets really really scared because Louie is turning into what Chuck used to be he's turning evil Blair and Louie do end up working things out which is really unfortunate because he's been showing some clear signs of abuse at one point he tried to get her to stop seeing her friends which is insane like these are best friend she's had since she was a child what are you do what are you doing you think you can just prance in and and like isolate her no so the J of wedding day comes and mid wedding there is a Gossip Girl blast which portrays a video literally to everybody in the wedding and it shows Blair confessing her love for Chuck Bass of course I love you Chuck I've always loved you I love you more and more every day if it's even possible to love that much so this is where Blair becomes a Runaway Bride she runs away but does end up coming back they end up getting married and she's speaking to Lou after the wedding and she's like I've made a vow to you I promise that I'm going to try to make this work but then Louise he's in a Hades era he's like gone to the point of no return at this point he's like girl that was only a contract you have embarrassed my family name and if you do anything like this again if you try to divorce me you're going to have to pay this massive [ __ ] dowy this dowy is [ __ ] insane I've done a little bit of Googling and seeing other people's thoughts who've watched this show sort of trying to estimate how much this dowy would have been I'm not going to reveal the amount just yet we will talk about that in Chuck's section I just kind of want to keep the elements of surprise a little bit because Chuck has a lot to do with this whole Dairy situation Lou like I will financially ruin the Wald dorfs uh I don't give a [ __ ] he's like it Gaff it Gaff at this point it's very very obvious that Louie hates her yes she embarrassed your family but it's not worth in my opinion putting them into in like insane Financial the wals would in no world have been able to afford this dowy right Chuck Bass he does end up paying the dowy we will discuss that later in Chuck's section and thankfully Blair is able to break things off with Louie and we don't see him again thank God that is the end of Louis Grimaldi's story so where is he ranked we're going in order [ __ ] he's the most evil I don't even need it in my opinion Louie is in fact Blair waldorf's most evil boyfriend so let's move on to the next evil boyfriend who do you think it is I believe Blair's next most evil boyfriend is Chuck bz hey I'm Chu B you don't know me I'm Chuck Bass so Chuck Bass is not a good person in any sense of the word however his Redemption Arc went [ __ ] Bonkers let's talk about it my issue with Chuck's character is that if they were going to give him this incredible Redemption Arc why make him attempt to like r word Jenny in the first season I think it was even the first episode of this TV show that is irredeemable which is why he is so low on my list this man has committed so many atrocities so many [ __ ] crimes realistically he should be in federal prison and I know he apologize and I know he becomes a good person and I am taking this into account if we separate good Chuck from Bad Chuck then absolutely chuck would be Blair waldorf's best boyfriend her best suor if you will but that's not how this works so yeah he is Blair's second most evil boyfriend so we first get an inkling that there's something going on between Chuck and Blair when Blair and Nate break up in season 1 she goes to this bar I think it's called victrola that Chuck is trying to buy because that's what high schoolers do apparently she gets on the stage she does a little dance with Chuck watching her looking extra disgusting and slimy and they go hook up in the back of his limousine so she does try to forget about him because ew Chuck Bass but slowly as time passes she realizes that yeah there there is mutual attraction there they do have feelings for each other so she decides to give it a go and her and Chuck start dating and that is the beginning of chair so now that Nate and Blair have broken up Nate sees her being a little bit more upbeat she's acting a little lighter she's a lot more happy obviously because she's hooking up with Chuck like nobody knows about this by the way Nate's beautiful beautiful dumbass because he sees she's happy tries to get back with her and he goes to ask Chuck for advice and Nate knows nothing and Chuck is a really bad friend so he doesn't give him good advice he actively tries to sabotage any Prospect of Nate and Blair getting back together as a result though he ends up [ __ ] himself and Blair sees that he's still immature so Chuck literally drives her back into Nate's arms and now she's dating Nate again good job good job sir what's Nate and Blair's ship name n blate it's not giving but blat are back together now so now that Blair and Nate are back together she she doesn't want to tell Nate about her extracurricular activities with Chuck Chuck decides to hold this over her head boyfriend material am I right am I right Ladies as a result of this Blair ends up sort of sabotaging her relationship with Nate they have this huge fight and who is there filming in the corner if not for Vanessa busybody Abrams I have an issue side note I have an issue that the only like main black character I mean she's lightskinn but she's still black the only black character in this television show they wrote her to be the most annoying [ __ ] person well she's not the most annoying but she's one of the most annoying she's just like always there in people's business anyways Chuck tries to buy this footage of Vanessa but she dupes him takes makes his money you go girl love that it's giving Robin Hood a little bit but for her own self-interest but whatever Chuck deserves it he's not a good person so she dupes him and she gives a footage to Blair instead Chuck later tells Gossip Girl that Blair hooked up with him and Nate right after one another this is high school so things are blown out of proportion she wasn't with Nate when her and Chuck slept together obviously it blows up into this huge thing could you imagine a guy you never even dated trying to ruin your life like this me personally I may have to catch a Cas oh my God I'd be so mad but that's her man's I guess Future Husband ladies and gentlemen that's wild Nate did not know that Chuck and Blair had hooked up so he gets into a fight with Chuck and he breaks up with Blair at this point Blair literally has no one to turn to the only person she can think of to talk about her feelings to his Chuck she's like I'm defeated you ruin my life I don't have anybody else but you to turn to and Chuck is like [ __ ] huh you do not have me I hate this because Chuck is literally throwing her away because he does not find her interesting anymore she's no longer his little toy that he can play with so he's throwing her away I hate him I hate him imagine if this is you imagine the guy you literally just hooked up with ruins your life and then you go to him for some sort of like Solace and he turns you away in the most disgusting way oh my God I'd be so mad I'd be so pissed anyways later down the road Georgina famous trickster famous life ruiner she comes back into town and she attempts to ruin seren's life and she lowkey succeeds BL and Chuck eventually realized like hey this was Georgina is doing and they come together after not not speaking for a little while and they team up to take Georgina down it's always a scheme that brings them together so Nate and Chuck also kind of reconcile Nate is finally okay with it so then he goes on to tell Blair that he still has feelings for her and they reconcile and they start dating again and my God blurs in the trenches I really cannot believe that she forgave him but like he's a billionaire so I'm thinking that most definitely clouded her judgment the thing with me is though like I may forgive a billionaire for trying to Ru my life but then I'd play the long game make him fall in love with me and then i' divorce him and then take off his money like Jeff bezos's wife I'm kidding I would never date a billionaire no so not long after Chuck starts letting his daddy issues get in the way of him and Blair's relationship we are in the first season and look what this man has already put her through don't piss me off so at the end of season 1 Chuck and Blair have planned to go to Europe and Blair leaves first Chuck is freaking out about this relationship and instead of telling Blair hey I don't want to go to Europe with you anymore he literally doesn't say anything let's Blair jet off and he decides to flirt with one of his dad's employees instead so in the beginning of season 2 we catch up with Blair and she has been holiday without Chuck still incredibly pissed that he had ditched her meanwhile Chuck was whing meanwhile Chuck has been whoring it up in the Hampton during the holidays which I feel like would make a really good name for a reality show pouring it up in the Hampton so Blair eventually does come back to the Hampton but she has a Lord she has a British Lord on her arm his name is marus we'll get into him a little bit later obviously Chuck's stupid ass gets jealous I really just cannot with this man I really can't you need to make up your mind with quickness thank you thank you so as a result Chuck does try to sabotage the relationship because he realizes that he's lying but he's not really lying about anything bad and it ends up going in marcus' favor with Blair even more obsessed with him so this is so [ __ ] ridiculous at one point Chuck meets with Blair in a dark room puts on a British accent and pretends to be Marcus and then uh they make out that is a crime that is literally sexual harassment am I wrong I'm not exactly time passes and Blair and Marcus do end up breaking up at this point Blair wants to ruin Vanessa's life she loves a scheme she loves a debacle so she enlists everybody's favorite friend situationship Chuck Bass to help her but Chuck wants to be a good guy all of a sudden and he ends up helping Vanessa instead he literally bought an entire bar he bought out an entire bar to help Vanessa so Blair's like okay let me give this man let me give Chuck Bass one more chance and Chuck is like okay I'm willing to do that but you need to tell me you love me first I need to hear the three words eight letters Blair can't do that she can't tell him that she loves him and he's like okay well then we can't get back together loser Behavior literal loser Behavior anyways moving on at this point in season 2 Chuck's dad dies so you know he's very emotionally volatile and he kind of goes on a rampage this season but like when is he not on a rampage to be fair un luckily for Chuck Blair and Nate do end up getting back together and Chuck is really like freaked out about this he gets jealous so he decides to hook up with Vanessa which is so Random a lot of people think that Blair and Dan are the most random couple or like the most random hookup in this show I think it's Vanessa and Chuck cuz what the actual [ __ ] like Chuck is the direct opposite of what Vanessa stands for I really I really don't understand so then one of Serena's scammer boyfriends come into town this is game by the way played by Army Hammer if you want a little bit more details on that go watch my Serena video Blair and Chuck have another one of their classic team ups to take Gabriel down so Nate starts to get pretty jealous as it seems like her and Chuck are getting closer together and honestly I think he's right and he should say at least he's able to talk out his feelings and doesn't like going sabotage for whatever reason Blair decides to ask Chuck what he still feels for her his response makes her really emotional she starts to cry and I'm like girl why are you even asking Chuck this question you know that he is in love with you I I don't get it so the thing Chuck says to her is that I do not love you and the whole thing was just a game to me obviously he doesn't mean this but he's trying to protect his heart by literally destroying Blair's Blair shouldn't be asking him these questions because she is in a relationship with Nate but Chuck shouldn't have said that and even if he did want a lie to protect his feelings he could have said it in a nicer way I girl [ __ ] Chuck Bass All My Homies hate Chuck Bass yeah yeah exactly having bart bass as a father having Jack bass as an uncle and not having a mother figure in his life it would have for sure [ __ ] Chuck up he cannot emotionally regulate he cannot express his feelings he cannot communicate so I do feel bad for him in that sense but he should not have put Blair through this [ __ ] it's it's bizarre it's bizarre and it sucks and he's a bad person so at this point in time Chuck's Redemption Arc is in full force it is prom time for the kids at their schools and he is trying his best to make sure that even though is not with her that Blair has the prom of her dreams around this time in season 2 Blair and Jack bass Chuck's Uncle also hook up it's done off screen though and I'm really confused because isn't Blair supposed to be like 17 at this point maybe she's 18 but even then that's like really weird isn't Jack 30 or something jobless Jack bass gives the same energy as that one graduate from high school that cannot leave it alone that comes back and is like chatting with the teachers and thinks he's super cool and like goes to high school parties go hang out with people your own age please please in the season finale Gossip Girl reveals that Blair slept with Jack and that Chuck slept with Vanessa Chuck decides to throw a hissy fit even though he slept with Vanessa because misogyny I guess and he Jets off to Europe while in Europe though he does eventually come to his senses and he's like oh I love this girl and he goes to a bunch of her favorite stores buys her a bunch of gifts and everything's all good on the blur and Chu Chuck front they get back into a relationship at the beginning of season 3 we meet up with the happy couple and they're playing this weird flirty mind game where Chuck pretends to be interested in other girls and then Blair comes in and embarrasses them is this what rich people do rich people for sure do a lot worse so I shouldn't be surprised by this weird like sex game they have as their relationship progresses Chuck begins to delve more and more into his work and as a result he has less and less time for Blair which is really unfortunate at a point there's this one art piece that BL really really wants but Chuck also really really wants it so they go to an auction and they're kind of like battling it out Serena ends up winning the auction she gets the painting and she ends up giving it to theair who then gives it to Chuck because love I guess girl stand up stand up what has this man done for you that is worth giving him this painting please be so for real Blair please maybe if I had the amount of money she has I would be as delusional I don't know so at this point they've both graduated high school Blair struggling at NYU Chuck also makes a huge risk he cashes out all his shares in bass Industries and decides to buy the Empire Hotel he sees Blair struggling and he goes as far as to call the paparazzi on her just to make her feel herself again to remind herself of who she is that she is the queen bee she is that [ __ ] she is the girl who she thinks she is so yeah that really helps her out mentally so it's now the oneyear anniversary of Chuck's dad's death and he is quite emotionally volatile at this point he distances himself from Blair this is also the point in the series where trip and Serena are dating and he crashes a car and leaves her on the side of the road to die Serena's in the hospital on the year anniversary of Bart's death and it really really triggers a lot of stuff for him because literally one year ago he was in the hospital mourning his father Chuck eventually does let people in finally he's growing he lets his family and friends comfort him Chuck also goes to visit his dad's grave and he sees a woman there putting flowers on his grave Stone Chuck is like could this be my mother it's a whole thing but like he gets in contact with her and they try to work things out so now we have come to the part of the show where Chuck's past really comes to catch up with him the hotel that he used to live at and he owns the Palace Hotel some of the female employees there they file a sexual assault lawsuit against him and I'm so glad that they choose to address this stuff in Chuck's Redemption Arc because this show loves to ignore [ __ ] like this anyways it turns out that this was all a ploy to get Chuck to hand over ownership of the hotel to his mom Elizabeth she has been working with Jack Jack bass his uncle evil this entire time and Elizabeth is not his mom it was all a lie she lied guys it was all a lie she lied so Jack eventually tells checked that okay I'll give you back your hotel if you let me sleep with Blair this man is so unserious once again go hang out with people your own age you could be in Europe on a yacht right now with beautiful women around you and this is what you're choosing to do this man is so unserious but you know what's even more unserious Chuck Bass because he agrees he agrees to let Jack sleep with Blair and the thing is it tracks it tracks with everything that Chuck has done up until this point are we surprised no so Chuck meets up with Blair and he presents this idea to Blair by omitting he's like Jack is only going to give me the hotel back if you sleep with him but I don't want you to do that but the thing is Chuck knows how much Blair feels for him he knows that she'll do it anyway so Blair goes on to meet with Jack and Jack tells her everything like yeah Chuck knew that you would say yes he presented it to you in a certain way so you wouldn't think that Blair runs away so sad so shocked at the audacity of this idiot named Chuck Bass you [ __ ] when Blair confronts Chuck about it he's like well technically I didn't ask you to do it and you cheated on me you cheated on me with Jack not knowing that Blair didn't do anything at this point and Blair is so confused because she loves Chuck so much but she simply cannot forgive him for doing what he did so thankfully Blair does break things off with him and Chuck goes straight back to being a [ __ ] are we surprised no nothing new same old [ __ ] so Chuck and Blair do avoid each other for a while but once again a scheme brings them back together and this is the one where they Tred to expose Serena's dad William for faking Serena's mom Lily's cancer diagnosis so he could be with the family again every male figure in this show is just so [ __ ] up except for Cyrus Rose we love Cyrus so yeah they're talking again and Chuck is is like at 700 p.m. on this day meet me at the top of the Empire State Building and we can be together again dumbass anyways Blair is set to go to meet up with Chuck because she realizes she loves him too much but just as she's about to go D Roa her mother slma she gives birth so she's running quite a bit late and Chuck Chuck goes to hook up with Jenny Humphrey Dan's sister why she's literally Blair's mortal enemy at this point the thing is he knows Blair's pressure points he knows the ways to hurt her and he just continues doing this over and over and over again it's so sad not too long after Chuck meets up with Blair and realizes that she was going to go to the Empire State Building he is about to propose to Blair with this massive Rock from Harry Winston I think but just as he's about to do that Dan comes in and punches the [ __ ] out of Chuck this is how Blair finds out by the way this really [ __ ] with her because once again Blair is her mortal enemy so she's like nah [ __ ] Chuck [ __ ] you I don't want to be associated with you anymore and Chuck Jets off to Prague and he gets beat up and shock by a couple of hoodlums who steal the ring that he was going to propose to blur with and that is how season 3 ends so we are now onto the beginning of season 4 and Chuck has been living in Prague under a fake named Henry and dating and living with this beautiful French woman named Eva at this point He is wanting to start a new life and sell off everything he has but he decides not to after bumping into Blair and having a conversation ation with her Chuck decides to drop the fake name he tells Eva everything and they end up flying to New York together so Eva is a beautiful soul and she's been influencing Chuck in very positive ways pretty much as soon as he gets back to New York he's starting Charities donating he's doing amazing things for people Blair is now super jealous which I feel like is a little out of character for her because of everything Chuck has done to her but I feel like maybe she's mad at the fact that Chuck gets a happy ending after ruining her life so she tries to saage the relation ship she ends up breaking them up one time it doesn't work but the next time she actually succeeds and it starts this like massive war between her and Chuck and he's he vows to ruin her life like you haven't already done that in the past sir come on so while Blair and Chuck are having this back and forth they're both trying to sabotage each other it builds for some sexual tension and they end up starting to hook up which is like not surprising in the slightest every time there's like a scheme going on anytime there's any kind of tension they manage to turn it into sexual tension it kind of just just of the fact that they probably do belong together time passes they're still hooking up and they end up professing their feelings for each other but they realize that they can't get back together because of school and their careers so Chuck ends up dating the beautiful Raina Thorp played by Tikka Chuck and Raina date for a while and eventually they do break up and then Chuck realizes oh my God I want Blair back but Blair doesn't want to get back with him this is around the point that Blair and Danner kind of a thing like there are some feelings lingering Dan is like straight up in love with her but Blair is still she's still denying her feelings because like he's he's Dan Humphrey so Blair soon starts dating Louie Grimaldi and he comes with his own issues as we know and they get engaged yeah Chuck Bass yeah he did what you couldn't how's it feel hm so at some point in season 4 while Blair is still engaged to Louie Russell Thorp raina's dad Raina the woman that Chuck just dated he's a really bad man so he holds Blair hostage in a building and he threatens to set it on fire thankfully the gang they show up just in time to rescue Blair afterwards Blair and Chuck go to have a drink and whoopsie they end up hooking up they discuss that yeah we still do have feelings for each other but Blair's like things with Louie are easy she deserves to be happy she deserves to have a peaceful relationship so thankfully Chuck has grown he's matured to the point where he's like okay and he lets them be he leaves Blair alone the first good thing he has done for Blair this entire series can we get a round of applause finally it only took you Four Seasons so onto season five this is where Blair finds out that she is pregnant and she's not sure whether it's Louise or Chuck's because she did hook up with Chuck while she was engaged to Louise at this point Chuck is going through some mental issues where he cannot feel anything like both physically and emotionally so instead of going to therapy like a normal person he hires some men to beat him up I'm just like sir you literally have all the money in the world you can't find a therapist like this is your go too but listen let me not do too much because he does end up going to therapy this is when Louie tries to sabotage his relationship with Blair and he also gets a cute little dog monkey and he finally starts to feel things again so this is around the time where Lou's evil eror starts like I said with him paying Chuck's therapist to try to sabotage his relationship with Blair Blair realizes that Louis is coming more and more like Chuck or old Chuck evil Chuck every single day she Dives back into the relationship with Lou to try to bring him back to his old self again to do so for whatever reason she starts hanging out with Chuck to observe the good things he's been doing so that she can of take notes and try to apply it to Louie this is so [ __ ] ridiculous we know that Blair is still not overchuck at this point they still do have feelings for each other she asks chuck would you be able to love another man's baby but Chuck's like stay with him thank you Chuck for being a decent human being for once in your life he lets them be not for too long though because Chuck's like no no I'm in love with her I have to get her back so they start talking about everything they get in a limo they're like no we can do this we can make this work and this is a point where they limo crashes and unfortunately Blair does lose her baby so in the next episode we find out that Blair is fine but Chuck is in a coma and this really sends blur into emotional turmoil not because she lost a baby but because Chuck may die and this is so [ __ ] up writer is why you do this why did they focus on this plot Point she just lost her child what is going on anyways Blair prays to God and she's like God if you let Chuck survive then I will go through with the vow that I made to you I am going to marry Louise [ __ ] ass she didn't say it in those exact words but I think you get the point so we know obviously Chuck he ends up Surviving this whole ordeal Blair is really serious about that vow that she made to God so she keeps her distance the amount of signs that has been sent for them not to be together is astronomical but neither of them are getting the hint so fast forward to the day of Blair and Lou's wedding Blair is having a private conversation where she kind of spills her gut she is still in love with Chuck and Georgina's ass is in the corner and she takes it and this is the video that plays right as Lou and Blair are about to say their I do so it results in Blair running away but we know she eventually comes back they say their I do there's a dowy thing Lou now despises her y y y the most important thing though is that Chuck offers to pay this dowy and Blair refuses But Chuck goes on to pay anyways freeing her from the hands of an evil man into the hands of a reformed evil man could be worse I guess okay now let's talk about the exact amount that people estimate this di to be because it was never mentioned it was never mentioned in the Gossip Girl Series so knowing that it could bankrupt the walw wars their net worth is about 200 million I believe obviously that stuff is never stated but like that's just what people think and people estimate that the dowy is in the 1 billion 1.5 billion with a B the walers would have never been able to pay that but Chuck who's estimated to be worth like 20 billion he would have been able to pay that a huge chunk of his net worth but he did do that insane and I feel like knowing Blair knowing Chuck that kind of pays for everything he's done to her in the past if you get my drift a billion dollar is so much money oh my God like obviously emotional turmoil you can't put a figure on that but for a billion dollars call me stupid call me a [ __ ] call me a horse sure give me the give me the dollar thank you it is at this point in the story where I'm like okay maybe Chuck does deserve her unfortunately for Chuck though as soon as he pays his dowy Blair's like actually I'm in love with Dan now sorry and do I feel bad for Chuck no I don't not one bit not one bit anyways a scheme brings him back together once again this is around the time where Chuck realizes that Diana Nate's boss could potentially be his mother so they go on a little investigation and they find out that Chuck's dad Chuck's father Bart bass is still alive oh my God blow in my mind so Bart tells him that he has to go into hiding because one of his competitors were out to get him and his family so so they sort this whole thing out and Bart bass is back in Manhattan and he's back large and in charge anyways a little bit later Bart and Chuck are talking and Bart tells him that he bought back the engagement rank that he was going to give to Blair from Harry Winston I don't think I mentioned this but since the whole Prague thing Chuck found the ring he ended up selling it back to Harry Winston Bart ended up buying back the ring and he gave it to Chuck and we think hm maybe Bart's actually a good person but it doesn't last for long because later in the episode Bart holds this press conference and he basically announces to the world that he is taking back complete control of bass Industries you've been missing for years dude this little boy he's like 21 he has been holding your [ __ ] billion doll company afloat and you're just going to what take it back from him not even going to consult him first this man was literally on holiday for sorry in hiding for years just to come back and take back the C like are you kidding me anyways we are now at the end of season 5 and Chuck and Blair are back together yeah so we are now in the final season of Gossip Girl we meet up with Chuck and Blair and while they are like together technically they're not quite in a relationship cuz they're like we need to get to stable points in our careers before we get back together so throughout this season Chuck's aim is to Take Back Control of bass Industries and he goes through insane lengths to do this so we find out that years and years ago Bart made this really dodgy deal with some guys in the oil and gas industry which which involved a lot of money and death and Chuck lets Bart know that oh I'm aware of this I'm aware of all of this as a result of this Bart attempts to kill Chuck by making sure that his plane goes down thankfully Chuck didn't get on the plane but like other people died you were willing to sacrifice your son for a couple Billy come on man Chuck ends up confronting his father and they have that legendary roof fight with Blair cowering in the corner like G from Euphoria so at some point Bart tries to swing it Chuck and he misses ending up dangling at the side of this building begging Chuck to help him begging him to take his hand and hoist him up but Chuck's like I'm going stay right here I think and Bart Falls and that is the actual end of Bart bass so now Chuck and Blair have to go into hiding because there are police literally everywhere like this is Bart baz a New York Mogul so they run away it's actually such an excellent scene it gives me goosebumps every single time I watch it Blair and chucker on the Ron and Bonnie and clad is playing in the background H excellent excellent scene so we've now come to the series finale oh I freaking love this episode so much even just talking about it makes me so like like I literally have Goosebumps we have now come to the season finale Blair and Chuck have left the city Chuck's Uncle meets up with them and suggests they get married because if Blair's his wife she can't testify against him I don't know if that's true but that's how it is in the laws of Gossip Girl land so I'm going just accept it so Chuck proposes to Blair and she accepts and I love this episode so much because it's literally just the whole gang running around the city trying to put together this beautiful impr promptu wedding so they have this gorgeous tiny wedding in a park and Blair and Chuck say their I do right before the police come and take them away later everyone's at the penthouse in this iconic scene where DOA asks for AV vodka on the rocks and she asks Jack yeah put him to work Lord knows that man doesn't know what that word is in this iconic scene we also find out out that Daniel Humphrey is indeed the legendary the iconic Gossip Girl not only that but we find out that Bart's death will be ruled an accident because there's not enough evidence which if you think about it doesn't make any sense didn't this happen last night they've gathered all the evidence saying that doesn't make any sense but let's pretend and yeah they live happily ever after with their little son named Henry Chuck really likes the name Henry so at the end of the day I do think Chuck and Blair are a good match but that's only after after all the effort the Blair put in all the emotional turmoil that she went through and Chuck waking up one day and randomly deciding to be a good person yesi ends up becoming a good person he ends up being a good match with Blair but that doesn't take away all of the bad stuff he did and as a result I decided to place him as Blair's second most evil boyfriend Tada yeah who do you guys think is Blair's next worst boyfriend Marcus Beaton Marcus Beaton is a British man that Blair met during the summer right before season 2 we're introduced to him at the beginning of season 2 where Blair brings Marcus to The Hamptons and they go to tea with the gang and Blair is like very actively trying to make Chuck jealous her plan works when Chuck in fact does get jealous and he gets little VDW Eric to dig up dirt on the man at the white party later Marcus even tells Blair that like I know you don't like me that much I know that you've been using me to make Chuck jealous and the girl doesn't even try to deny she's like yeah I find you boring girl you can't say that to people Marcus ends up telling Blair that he has been lying to her about who he actually is Marcus has been pretending to be a random American guy named James but he reveals that he is in fact a lord as far as like the British royal rankings go I'm not exactly sure what that means but I just know that his family has a lot of money and power and that his father is a Duke and his mother is a duchess because of this new knowledge Blair actually gives him a chance she gets to know him they eventually end up flying back to New York City and they're still going strong unfortunately this is the moment where Chuck is like yeah I'm G to sabotage the [ __ ] out of this relationship he knows that Marx's stepmom The Duchess is very young she's very beautiful so Chuck kind of sets up a meeting between them two knowing that Blair hasn't met her yet Blair kind of goes off at her and is incredibly judgmental knowing everything we know about the duchess eventually she has every right to be judgmental but obviously this is her new boyfriend's mom and she has just made a horrible first impression she tries to apologize but Catherine is having absolutely none of it um surprise Catherine is actually a [ __ ] creep who has been hooking up with Nate basically the whole time she's been in New York that's a child ma'am that's a child jail immediately thank you thank you Blair eventually catches Katherine and Nate hooking up so she uses this opportunity to blackmail her into being nice to her and letting Marcus know hey this is a good girl you're dating eventually Blair feels that she kind of did all that for nothing because now her and Marcus are in a good place are having a great relationship ship but Blair wants to take it to the next level she wants them to consumate the relationship but Marcus has zero interest in doing that and she's just like what the [ __ ] later in the episode like I've talked about before Chuck puts on a fake British accent in a dark room and they make out girl you know damn you know damn well that was Chuck Bass come on and she eventually does admit yeah yeah I knew it was Chuck but they still end up getting back together or not getting back together they were never broken up in the first place but like things are kind of steady between Marcus and Blair he forgives her for that whole debacle their happiness does not last too long though because Vanessa a she's just always in the corner always in the corner with her [ __ ] camp corter now this is [ __ ] insane if you've never watched this TV show but she catches Marcus and his stepmom Catherine hooking up what the [ __ ] that woman is diabolical somebody handcuff this woman please at the beginning Nate wanted to hook up with The Duchess he was like having a good time with her but eventually he wants to stop and she doesn't let him because she has some Insider information about her family that could get them in huge trouble so Blair uses this newly gain information about The Duchess sleeping with her [ __ ] stepson and she uses it to protect Nate's family can we give a round of applause to Blair the ultimate finesse or like she will protect her friends like her life depends on it and I love that about Blair so obviously Marcus and Blair are over now and thank God for that Marcus's ranking is in fact blur Wald D's third worst boyfriend yeah that was really gross the reason I put him here even though like the relationship was very fleeting it didn't last very long I put him here because in the order of the horrible things that they've done to Blair I feel like he kind of belongs in the middle onto the next who do you think it is there's only two people left oh my God please don't hate me okay don't hate me for this next first boyfriend is Daniel Humphrey I view Dan Humphries as her fourth most evil boyfriend and I feel like people are going to dislike this opinion of mine but I'm one of the few darare shippers I really really liked Dan and Blair together Blair hates Dan in season 1 season two and season and season three because he's poor in season 4 they finally kind of start getting along they're both interning at w magazine while they're both studying at NYU and this is the first time really ever that Blair and Dan are kind of in forced close proximity to each other just them two so blur kind of has no option but to finally become friendly with him they bond on theater poetry literature it's so beautiful I really love that because I feel like we haven't really seen that side of Blair where she gets to bond with one of her love interests over the Arts and we know that she is very much so into the Arts I don't know I I just really like them together we really got to see blur's like really soft side slowly but surely they eventually do start to catch feelings for each other although they are both in denial because of their three SE season long Feud so they end up in a situation where they're like okay let's just kiss let's just make out to see whether the feelings are really there or not so after they do this kiss Blair literally just ghosts Dan the thing with Dan is that he realizes that his feelings for Blair were in fact real and he's kind of left to Pine over her all by his Lonesome while she's ghosting him we find out that this kiss made Blair realized it she does not have feelings for Dan and she truly does love Chuck but Chuck's actions drive her away which ends up leading her right into the arms of Louie Blair and Dan stay friends while this whole Louie plot line uh plays out she really helps her during this time with the whole pregnancy thing where she's not sure who the baby father is really helps her throughout the whole wedding debacle even though he we'll talk about that in a second he's he's a bit of a nasty man a bit of a nasty man even when Louie turns evil he really provides a lot of emotional support towards her and at this point even Dan and Chuck are really good friends like what is happening every loves Dan all of a sudden and I think this is kind of when Dan is sort of solidifying his place in New York High Society he's a writer his book was like huge so he's kind of proving his Worth to them so yeah everybody's really friendly which is weird so during Lou's wedding when that video played of her confessing her feelings about Chuck that ruined the wedding essentially ruined Blair's life yeah that was Dan's doing Dan was the one who played the video [ __ ] spoiler alert if you haven't watched the whole Dan is Gossip Girl okay he plays the video as Dan not as Gossip Girl he tells everyone that he was the one who sent the video into Gossip Girl but that don't make no kind of sense so he probably just took the video and upload it to the Gossip Girl website and of course Dan steps in where the whole wedding goes arai and she runs away which is so [ __ ] calculated and annoying this the most calculated being in this show it's actually it's like it's really [ __ ] up her and Dan do get into a relationship and Chuck tries to break them up by revealing that Dan is the one who played the video during the wedding and made everything go a right for some reason Blair could not care less though and she continues to date Dan that's so weird the things that men have done to her that Blair has Sid stepped is so sad it's really really sad like who made her like this so later in the season Dan gets a writing Fellowship in Rome and then later Dan tells her that he loves her she doesn't say much back so Dan's dumbass doesn't even try to communicate with her he doesn't wait for her to like figure out her feeling to give him a response and he goes right back into the arms of Serena they hook up and Serena [ __ ] films it what is going on in the house of comments Blair has really gone through it but that's kind of the end of their story for season 5 so in season 6 Dan is still very much pining over Blair but Blair has unfortunately for Dan realized that her heart is with Chuck also Serena's boyfriend's daughter stay with me she finds Serena and Dan's sex tape and this girl likes mess so she plays it during catian and this causes Blair to go straight back to hating Dan and that is the end of Dan and Blair I really liked them together I thought they had a really cute bantery relationship they had so much in common and it was quite a wholesome relationship obviously up until the end where he cheats on her with Serena her best friend mind you the amount of times this has happened to Blair it happened with Nate and it's happening with Dan I'm just glad Chuck and Serena never hooked up cuz that would drive me over the edge and yeah also at the end of the day Dan is Gossip Girl so regardless of anything the relationship is inherently [ __ ] up because he is Gossip Girl so yeah that brings me to the conclusion that Daniel hum free is Blair's fourth most evil boyfriend and that leaves one last person in like in my Serena video that person is none other than Nathaniel archal yes Nate is in my opinion Blair's least evil boyfriend also her best boyfriend but he has still done shitty things to her in the first season we meet Nate and Blair when they are in a relationship little does Blair know that previously he had cheated on her with her best friend her best friend s Vander Woodson and has secretly been pining over her ever since when Serena does come back into town at the beginning of season 1 Nate ends up confessing to Blair that yeah I cheated on you with Serena and Blair forgives him she is always so forgiving it doesn't last very long though because Nate realizes that he doesn't have feelings for Blair anymore so he breaks up with her at this point Chuck and Blair start hooking up we've talked about this before yeah Nate sees that she's happy so he wants to get back with her so Nate enlists Chuck's advice and Chuck being Chuck he's like no Blair's mine now and he actively tries to break her up and like I said before this just drives Blair straight into the arms of Nate and they end up getting back together so Chuck's [ __ ] does not want Blair to prosper if this is someone you love wouldn't you want them to be happy but anyway Chuck actively plots against them and he's like if you stay with a Nate I will tell him that we hooked up even though that's not a bad thing yeah like that's his best friend but like loky she was just getting her lick back you [ __ ] my best friend I [ __ ] yours what's wrong with that I'm kidding I support women to rights but I also support the wrongs what can I say what can I say Chuck is insane that's her Future Husband by the way I I just really can't with that man that's so funny Blair does end up distancing herself from Nate but they stay together just for Nate to break up with her when he finds out that she slept with the bastard the bastard get it bastard so in season 2 Nate dates Vanessa for a while but he breaks up with her and him and Blair end up getting back together with this bout of them dating trust issues really come to the Forefront while he Witnesses Blair's scheming and plotting as we know scheming and plotting is what tends to get Blair and Chuck to become close again so sort of as a result Blair and Nate break up for the final time so yeah overall Nate and Blair's relationship was a very much High School one it was very sort of prim and proper their families loved each other they were a good looking couple and on paper they should have worked but they just didn't I feel like it's because Blair has that kind of dark side to her that Nate doesn't have he's just like Pretty Boy no thoughts head up T and that leaves Nate as Blair's least evil boyfriend overall some of these relationships were super light super light in comparison to others I feel like of all the people on here Blair only ever truly loved Nate Louie and Chuck and I feel like she really only loved Louie for a very brief point in time and then Marcus and Dan they were just very very light relationships which is why I feel like they're so high up I feel like if these relationships were longer they would have probably done worse stuff to her but yeah this is my ranking do you agree do you disagree tell me in the comments below I really really want to know that is the end of my Blair Cornelia Waldorf video These are the suitors of Blair Waldorf being covered up by her gorgeous face right now though thank you guys so much for watching if you liked this video don't forget to give it a thumbs up subscribe if you haven't already and if you'd like to follow me on my social medias they will be in the description bar and at the end of this video so I have so many video ideas I'm so so excited to get started on those um but if you have any shows any movies you want me to watch please let me know I really want to know I want to do videos that I want to make but I also want to know what you guys want okay thank you so much for watching I hope you have a lovely lovely week and I will see you in my next video [Music] bye [Music]

Channel: shay a

Views: 122,397

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Id: p_RzOlM-qW0

Length: 52min 40sec (3160 seconds)

Published: Fri Mar 29 2024