Gossip Girl Valentine's Day Wishes: Which Upper East Siders Belong Together? - Featured

It's almost Valentine's Day and no matter if you're missing your sweetie or making romantic plans with him or her, there's definitely something all us CW fanatics are seriously missing: Gossip Girl!



So, while we continue to await GG's March return, let's do a little Vday love matching. Gossip Girl is one of the most intertwined, confusing, and sometimes almost incestuous, show when it comes to our favorite characters' love lives, so we want to know who of all the love pairings for the main characters you think they are meant to be with.


For example, I used to be a big fan of Serena and Dan, but now in Season 3, I can't possibly imagine them together ever again! As a true-blue Chuck and Blair fan, I cringe at the rumors of their impending break up!


So how about you? Who of these pairing below (or other unmentioned matches) do you think belong together?


Chuck & Blair

Nate & Blair

Nate & Serena

Nate & Vanessa

Nate & Jenny

Dan & Serena

Dan & Vanessa

Dan & Georgina


Here's hoping all our Gossip Girl Valentine's Day wishes come true!

Comments

76 comments
Default avatar cat
Feb 8, 2010 8:35PM EST

Definitely Chuck & Blair the rest can do whatever they want~~

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Feb 8, 2010 9:15PM EST

Chuck and Blair for life! <3 <3 <3

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Feb 8, 2010 10:41PM EST

Nate and Jenny again, plz!!

Default avatar cat
Feb 8, 2010 11:02PM EST

Blair and Chuck, Nate and Serena or Jenny, Dan and Georgina. Vanessa out, or please make her be less boring!

Default avatar cat
Feb 8, 2010 11:31PM EST

Chuck and blair, as long as we get a bit of the old chuck back, and a lot less of the old blair. She really needs to grow as a character, instead of pretending she's still in school.
Dan and Serena, I still live in hope. I think they are like one of those couples that how ever for away from each other they get, they suit each other the most and the show actually works best when they are together. Basically like what Ryan and marissa were for the OC. I actually feel a huge amount of the shows problems could be solved by bringing them back together. It would certainly bring serena back down to earth. I've hated her story lines recently.
Nate & Jenny, they were only an item briefly but they were definitely a good couple. When jenny matures a bit they should end up together.

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Feb 9, 2010 12:27AM EST

chuck and blair

Default avatar cat
Feb 9, 2010 3:34AM EST

Chuck & Blair - Perfect power couple
Vanessa, eww kill that B* off, make sure the trash stays out of Upper East side.
Nate & Serena because there is so much hotness in that couple that it makes me a little uncomfortable.----- Jenny & Nate would never work they are too brother/sister but with a little bit of west virginia.
Dan needs to find someone else who doesn't mind his self-righteousness; I vote to bring back H-Duf because "Why Not?" ***Anyone who gets that reference kudos to you and more embarrassment for my life. Don't you love the interweb?

Default avatar cat
Feb 9, 2010 3:49AM EST

chack and blair forever. nate and serena. dan and georgina. jenny and a new hot boy to drool over. and i was thinking a good twist would be vanessa and hilary duff seeing they kinda hooked up already.

Default avatar cat
Feb 9, 2010 4:38AM EST

N and S. Hotness. C and B. Again, HOTNESS. But I want Carter back. XD Ayee. I want Carter with like.... a model or something.

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Feb 9, 2010 4:42AM EST

chuck and blair others dont matter haha

Default avatar cat
Feb 9, 2010 4:49AM EST

Def. Chuck n Blair! <3Hopefully Serena and Nate, even tho that would be kinda boring...

Default avatar cat
Feb 9, 2010 4:56AM EST

Blair and Chuck, Nate and Jenny and Dan and Serena.

Default avatar cat
Feb 9, 2010 5:23AM EST

Chuck and Blair Chuck and Blair Chuck and Blair Chuck and Blair Chuck and Blair Chuck and Blair Chuck and Blair Chuck and Blair Chuck and Blair Chuck and Blair Chuck and Blair Chuck and Blair <3 Foerver

Default avatar cat
Feb 9, 2010 6:04AM EST

chuck n blair, nate and serena,

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Feb 9, 2010 6:36AM EST

Chuck & BlairNate & SerenaDan & Vanessa

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Feb 9, 2010 7:14AM EST

Chuck & Blair!

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Feb 9, 2010 7:33AM EST

Nate and jenny

Default avatar cat
Feb 9, 2010 8:14AM EST

Chuck and Blair, Nate and Jenny, Serena and Carter and Dan and Vanessa, or Dan and Serena. Although actually I like most of the pairings on this show, those are just my ideal ones. The only ones I really don't like is Vanessa with Nate or Chuck.

Default avatar cat
Feb 9, 2010 9:55AM EST

Nate & Serena <3 <3Chuck & Blair <3Dan & VanessaEnd Game.

Default avatar cat
Feb 9, 2010 11:00AM EST

Chuck and Blair! For sure!Then Comes Nate and Jenny.And then Dan & Vanessa.
Serena can have the pick of the litter for all I care.

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Feb 9, 2010 11:29AM EST

Nate & Serena and Chuck and Blair

Default avatar cat
Feb 9, 2010 11:31AM EST

Chuck & Blair

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Feb 9, 2010 11:45AM EST

Chuck and Blair, Nate and Serena, Dan and Vanessa :)

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Feb 9, 2010 11:58AM EST

Nate and Jenny but not yet, i want them to get together on the last episode or like season 4. Chuck and Blair obviously but i want more of the old chuck back. I think serena should be with no one for a while then in like season 4 find the love of her life and stick with them like chuck and blair.

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Feb 9, 2010 12:18PM EST

Chuck and Blair obviously!!

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Feb 9, 2010 12:40PM EST

Chuck & BlairNate & SerenaDan & Vanessathe end :P

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Feb 9, 2010 1:01PM EST

Chuck and blair , dan and serena and nate and jenny

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Feb 9, 2010 1:15PM EST

Chuck and Blair & Dan and Serena!

Default avatar cat
Feb 9, 2010 1:26PM EST

CHUCK & BLAIR!!!And then Nate & Jenny and Dan Serena. Nate? With me!!!

Default avatar cat
Feb 9, 2010 1:33PM EST

Chuck & Blair, Brake up. Am I the only one which wants the show to be how it was at the beginning. Chuck being an asshole/playa and Blair being a totall bitch, omg this show is getting lamer with every new episode its like watching Big Brother or smth. Chuck cut your hair and stop acting like 70 year old.

Default avatar cat
.M.
Feb 9, 2010 1:54PM EST

Nate & Serena are really the best! <33

Default avatar cat
Feb 9, 2010 2:41PM EST

Nate and JennyChuck and BlairSerena and Dan

Default avatar cat
Feb 9, 2010 3:04PM EST

Chuck & BlairNate & Serena
Dan, Vanessa and Jenny need to find themselves new ppl!!!

Default avatar cat
Feb 9, 2010 5:50PM EST

Nate and Jenny
Chuck and Blair
Serena and Carter
Dan and Vanessa
I hate Serena and Nate together. and Dan and Serena are brother and sister thats gross!!!!

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Feb 9, 2010 5:58PM EST

#1 couple-Chuck & Blair forever
#2 couple-Nate & Serena
#3couple-Dan & Vanessa
#4 Lilly and Rufus

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Feb 9, 2010 6:00PM EST

Nate & Vanessa= too cutteeSerena & Dan= fairy tail love, lonely boy and the Vanderwood(?) princesChuck & Blair= sexy mysteriousNate & jenny= secretive, mysteriously, and sensual but very lovely couple

Default avatar cat
Feb 9, 2010 6:38PM EST

Chuck and Blair (!!!) <3Nate and JennySerena and CarterVanessa and Dan
I dont really like Serena and Nate together, cause i just dont see the chemistry. Vanessa and Dan... i dont really know if i like them together or not, but i think we should give it a try ;)

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Feb 9, 2010 7:44PM EST

C & B! Brill couple but brake them up...let's have a twist on the show.
N & S...Zzzzzzzzzzzzzzzz!

Default avatar cat
Feb 9, 2010 8:23PM EST

OBVIOUSLY CHUCK AND BLAIR!! the show was made for them!! And I think they should have Blair sing on the show XDThen Jenny and Nate, they were so intense in their 5 minutes togetherthen Serena and nobody because she isn't interesting in the slightest (but if she has to be with someone then Carter cause he's the only one that gave her a decent storyline).then Dan can be killed off cause I really hate him, he is so friggin' full of himself!! Also Vanessa is really boring too, I agree with others saying she should be with H.Duff that would be hot.

Default avatar cat
Feb 9, 2010 9:21PM EST

chuck and blair forever, loads of sexy time pls !serena and nate, for now that'll dovanessa killed off or sth, moved out somewhere else etc.dan and someone newgeorgina back and with some new boy/girl toyjenny not with the drug dealer, maybe some rock starish indie boy...perfect ! :D

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Feb 9, 2010 9:56PM EST

Chuck & Blair
Nate & Serena
Dan & Vanessa
the end, cause those are the perfect couples of the show, if they break them up then the show wouldn't be so fun!!! ;P

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Feb 9, 2010 10:38PM EST

Chuck & Blair (:

Default avatar cat
Feb 9, 2010 11:25PM EST

Chuck and Blair.Serena and Dan.Vanessa and Nate.

Default avatar cat
Feb 9, 2010 11:44PM EST

NATE AND SERENA!!!and chuck and blairand i cant stand dan nor vanessa so they can be annoying together

Default avatar cat
Feb 10, 2010 1:00AM EST

Dan & Serena

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Feb 10, 2010 10:52AM EST

Nate and Serena!!!

Default avatar cat
Feb 10, 2010 1:06PM EST

chuck & blairnate & jenny

Default avatar cat
Feb 10, 2010 3:26PM EST

Chuck and BlairNate and SerenaDan and Vanessaat the end of everything
for nowchuck and blair (of course): would be bad when they really break up, needed a million episodes to get togetherwant dan and hilary duff backjenny should hook up with that drug guy, she's playing with

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Feb 10, 2010 9:07PM EST

Nate and Serena
I've been waiting for them since the first sentence, I'm trying to remain patient for March.

Default avatar cat
Feb 10, 2010 11:22PM EST

Chuck and BlairNate and JennyDan and Vanessa

Default avatar cat
Feb 11, 2010 3:21AM EST

Chuck and Blair
Nate and Jenny
Dan and Georgina
Vanessa becomes a lesbian :) and I dont care what Serena does.

Default avatar cat
Feb 11, 2010 12:18PM EST

Why all the Vanessa hate?! Not only is she GORGEOUS, her character is awesome. She empowers women; shes strong, independent, intelligent, with a sweet heart...one of my favorites!! I think she should end up with one of the upper eastsiders...Nate preferrably - he's...BLAZIN.Chuck and Blair are the perfect couple.Dan & Serena were great together.Jenny...with a new hottie.

Default avatar cat
Feb 11, 2010 7:59PM EST

Well... Chuck and Blair are definitely a great couple! But I'd also say that Serena and Nate are very cute together!!

Default avatar cat
Feb 12, 2010 3:23AM EST

errr for some reason... i can't stand nate and serena... it's all a bit too mushy mushy if u kno what i mean -_-
i guess there's no question for chuck n blair... i just cant see it any other way
but jenny and nate were great together
and i agree with a lot of people here. DAN AND SERENA just have that connection... u can try pairing them with other people, it wont work, its just like ryan and marissa of the oc u know :(
please get rid of vanessa OMG... she was the reason jenny and nate didn't work (its funny that the blame was on jenny when vanessa was the first one who lied about the letters), she was the reason dan and serena almost didn't work, she was the reason dan and whoever it was that hilary duff played didn't work, she almost jeopardized chuck n blair when she slept with chuck...
OMG pleaseeeee get rid of her or at least make her a villain... dun try to make us like her! grrrrr!!!

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Feb 12, 2010 3:37PM EST

chuck and blair!

Default avatar cat
Feb 12, 2010 7:27PM EST

Definitely CHUCK and BLAIR!! They are amazing together; but I do want to see a little bit of the fun Chuck back. Also I kind of want to see BLAIR and DAN... I know itz weird and probably won't ever happen; but still they would be very interesting. As for Serena and Nate. That could be interesting; but Dan and Serena are better. And Jenny and Vanessa... well, I really wouldn't miss them if they weren't there.
BUT I hope CARTER comes back! Maybe with Blair?!? or Serena?

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Feb 12, 2010 8:20PM EST

chuck and blair
nate and serena
dan and vanessa
jenny and georgina
<3

Default avatar cat
Feb 14, 2010 2:42PM EST

Chuck and BlairSerena and NateSerena and DanNate and JennyVanessa and Dan (MAYBE...)

Hidden profile
Feb 14, 2010 5:47PM EST

Chuck & BlairDan & SerenaNate & Vanessa

Default avatar cat
Feb 15, 2010 7:28AM EST

Easy: Chuck and Blair ♥♥Nate and Jenny ♥Dan and SerenaGeorgina and Damien (drug dealer guy)Vanessa - deserves to be alone, she's so annoying!
:):)

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Feb 15, 2010 7:39AM EST

Chuck & BlairNate & Jenny

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Feb 15, 2010 8:28AM EST

Blaire & Chuck for sure, they're meant for each other.
I use to like Serena & Dan but they've ruined that one for me. xD So I'd like to see Nate with Serena.
Dan with Vanessa or bring Hillary Duff back.
Jenny is so irritating, I'd like to see her get pushed off a building. (=

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Feb 15, 2010 11:16AM EST

I only actually believe in Chair now cause Chuck & Blair are just soo amazing together 8 words 3 letters!
Serena & Jenny & Vanessa are all whores i just can't stand them anymore they're soo annoying.
I think Nate needs some loving cause everyone keeps messing him around its so sad.Dan's an idiot though he really shouldn't get together with Vanessa.
Although can't wait to see Jenny get together with Kevin Zegers character :)

Default avatar cat
Feb 15, 2010 2:55PM EST

Chuck & Blair---- can't imagine it any other way
Nate & Jenny----- honestly, since season one these two have got more chemistry than nate and blair or nate and serena
Dan & Serena---- they were cute together but knowing what we know now... don't know how that would work
Vanessa & Chuck---- just in case chuck and blair should break up, then chuck and vanessa can take a stab at it... afterall it's not like they havent 'done it' before...
But I really hope they bring on a love interest for Nate... a storeyline that people actually cares about (well i know i dont care about his family and their problems).

Default avatar cat
Feb 16, 2010 4:08AM EST

Chuck and Blair!! Nate and Serena, Dan and Vanessa

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Feb 16, 2010 8:09AM EST

Chuck and Blair, the perfect couple :D

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Feb 16, 2010 11:08AM EST

Obviously Chuck & Blair forever

Default avatar cat
Feb 16, 2010 11:47AM EST

Nate & Jenny
Chuck & Blair

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Feb 16, 2010 5:28PM EST

Dan & SerenaNate & JennyChuck & BlairFav couple are Nate & Jenny though

Default avatar cat
Feb 16, 2010 8:44PM EST

Why is everybody hating on Vanessa? She's great and not to forget; gorgeous!Altough I don't have any idea what could make her more interesting for the overall storyline. I have to agree she's a bit boring and Dan + Vanessa would make a boring couple too.
love Chuck & Blair, definitely. But I think it's time for a little shake up. I would be sad if they break up though.
And somehow I don't really like Serena + Nate. Maybe some new blood in the series?
And I hope Jenny won't turn out as a junky.

Default avatar cat
Feb 17, 2010 6:38AM EST

Chuck and Blair!Serena and Dan back together.and about the othery, maybe someone new?
but i really hope it's not gonna be serena and nate...don't like it.

Default avatar cat
Feb 17, 2010 11:16AM EST

Chuck and Blair

Default avatar cat
Feb 17, 2010 6:21PM EST

Nate and Serena!Everyone else can do whatever they want.

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Feb 17, 2010 8:16PM EST

Chuck & Blair FOREVER!!!!!!! <3 <3 <3
Dan & Serena <3 <3

Default avatar cat
Feb 22, 2010 6:38AM EST

chuck and blair
the other characters don't matter

Default avatar cat
Mar 5, 2010 11:09AM EST

Chuck & Blair <3 <3 <3Dan & Vanessaand DEFINITELY NATE & SERENA <3 :D

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