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Team Dean, Team Jess, or Team Logan? The debate over Rory Gilmore's perfect match has raged for years! Join us as we examine the pros and cons of all her love interests from Stars Hollow to Yale. From Dean building her a car to Jess's literary connection to Logan's charming ways - we're analyzing every relationship to determine who was truly the right guy for our favorite bookworm.
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00:00I know we're friends, and I'm glad we're friends, but I don't want to be just friends anymore.
00:08Welcome to Miss Mojo, and today we're exploring the question that Gilmore Girls fans still have
00:12a lot of feelings about. Which of Rory's boyfriends was the best?
00:16You want to make a pro-con list? Do not mock my pro-con list.
00:20I am not mocking your pro-con list. I actually think the list will come out in my favor.
00:23The many romances of Rory Gilmore. Was Dean the first boyfriend who should have been the last?
00:28Would Jess's bad boy attitude soften over time? Did Logan have the upper hand because he and Rory
00:33came from the same world? Aside from April Nardini, there's one topic that's sure to make an entire
00:38section of the Gilmore Girls fandom want to throw hands.
00:41Hi. Hey. Men in this family aren't chatty. Sorry? I'm gonna go explore a little more.
00:48Debate over who was Rory Gilmore's perfect match still rages to this day. While none of her boyfriends,
00:53crushes, and potential suitors were perfect, we're going to give each one their due to decide
00:58once and for all who should have been the one.
01:01Me. Pick me. No. Pick me.
01:03Pick me. Pick me. Pick me. But I'm exotic.
01:05So is the Asian bird flu. Wow. A room full of guys and still extremely slim picking.
01:09Dean Forrester's prose.
01:11Hey, how did you know I was reading Moby Dick?
01:14Uh, well, I've been watching you.
01:17Watching me?
01:18I mean, not in a creepy, like, I'm watching you sort of way. I just, I've noticed you.
01:22When we first met Dean, he's a nice new kid from Chicago who is immediately charmed by Rory's
01:27enthusiasm for reading. Although he initially mistakes her inexperience for disinterest,
01:31he quickly falls for her.
01:32Are you my boyfriend?
01:34In the broader sense of the word way?
01:37No, in the real, hi, this is Dean, my boyfriend kind of way.
01:42Blame if you want me to be.
01:44I do.
01:47Okay.
01:48So it's settled.
01:49Yes, it is.
01:50You're my boyfriend.
01:51That's a consensus.
01:52He may not have been as smart or ambitious as Rory, but Dean was generally supportive
01:56of her aspirations. His best quality, though, was how giving and attentive he was.
02:00Compromised.
02:01What?
02:01You go look at the astronomy section, we'll go see Lord of the Rings, and on the way home,
02:05we'll rent Audemon, New York, and mock it for the rest of the afternoon.
02:08With full-on impressions?
02:09With full-on impressions.
02:10Deal.
02:11Go. I'll wait here.
02:13Smiling. Not at all bored.
02:17There was a sweetness to him that made us root for him at first.
02:20The guy even built her a car for her birthday.
02:23As far as romantic gestures go, that's hard to beat.
02:27Now, if you don't like it, I bet I can sell it to someone else.
02:29Don't you dare.
02:30Dean, that's amazing.
02:31Let's drive. Can we drive? Does it drive?
02:33Does it drive?
02:34Oh, no, I know it drives, but oh my god, I can't believe you finished it.
02:38You built me a car.
02:39Dean Forrester's cons.
02:40Although Dean is devoted to Rory, it's sometimes verged on too much.
02:44As he felt her slipping away, he became more insecure in their relationship and acted out in anger and jealousy.
02:49You told me you were doing laundry tonight.
02:51I was.
02:51And now you are here with Jess.
02:53And Paris.
02:54Jess, Rory.
02:55Well, I swear, I didn't...
02:57You didn't what? You didn't know he was coming over?
02:58I didn't.
02:59And you also didn't know he was going to stay, right?
03:01It just happened.
03:01How does that just happen?
03:02It's not as if Rory handled it well, either.
03:05She lied about her closeness with Luke's nephew, Jess Mariano, further eroding their trust.
03:09What are you talking about?
03:10You don't want to be with me, Rory.
03:12Yes, I do.
03:13Oh, please.
03:14You've been into him since he got to town.
03:16And I've spent weeks, months, actually, trying to convince myself that it wasn't true, that everything was fine between us.
03:22But now I know that I was an idiot.
03:24A shared commitment to mess led to their doomed second attempt at a relationship and the breaking up of Dean's marriage.
03:29Ultimately, he just didn't fit in Rory's world once she went to Yale.
03:33The prevailing perception of Dean among fans seems to be either outright hostility as flaws or an acknowledgement that he was a good first boyfriend for Rory, but not her endgame.
03:42What am I doing here, Rory?
03:44You're picking me up.
03:47I don't belong here.
03:51Not anymore.
03:52Tristan Dugray.
03:53Are you new?
03:54Yeah, first day.
03:55Well, Remy's class is rough.
03:57Yeah, it seemed very intense.
03:59You know, I could loan you my notes if that would help.
04:01Really? That'd be great.
04:03Yeah?
04:05How great.
04:06Although he didn't stick around for long, the Chilton students spent much of the first season teasing Rory.
04:10Of course, this turned out to be a cover for his crush on her.
04:13You did not.
04:14Well, I did too.
04:15You did not, because you are not stupid.
04:17Why, thank you.
04:18Slimy and Weasley, yes, but stupid, no.
04:20You'd have to be stupid to think that given our history, I would ever, barring a piano or a safe falling on my head, want to go anywhere with you.
04:28While Tristan's teasing verged on the cruel at times, he eventually starts to show Rory the real him.
04:32Could they have had a future together? Unfortunately, we'll never know.
04:35I don't know what to say.
04:37Well, I imagine you're overwhelmed with the relief of knowing that soon I will be gone.
04:41I'm so sorry.
04:44Well, I'm a big boy. I can handle it.
04:46The anyways-to-lovers storyline was cut short when Chad Michael Murray decided to leave the show after the first season.
04:52Some fans have even theorized that the snobbish rich boy with a softer side storyline was later reconfigured for Logan Huntsberger, but more on him later.
05:01I'm going to go find my mother.
05:03Wow, meeting your mom.
05:05Looks a bit sudden, but okay, I'm ready.
05:08Jess Mariano's prose.
05:09You've read this before.
05:11About 40 times.
05:12I thought you said you didn't read much.
05:14Wow, what is much?
05:16The second season sees Rory falling for Luke Dane's nephew, the surly, sullen and sharp-witted Jess.
05:22Unlike Dean, Jess was Rory's intellectual equal, and he shared her interest in literature and creative expression.
05:28Worship Kerouac and Bukowski. God forbid you'd pick up anything by Jane Austen.
05:31Hey, I've read Jane Austen.
05:33You have?
05:33Yeah, and I think she would have liked Bukowski.
05:35Throughout the series, they inspire each other to be better.
05:38When Rory decides to leave Yale, it's Jess who is able to give her the tough love that she needs to hear.
05:43What are you doing?
05:44Living at your grandparents' place?
05:46Being in the DAR?
05:47No Yale?
05:48Why did you drop out of Yale?
05:50It's complicated.
05:52It's not.
05:52It's not complicated.
05:54You don't know.
05:54This isn't you.
05:56At the end of the day, fans love Rory and Jess for their incredible chemistry.
05:59The sparks are constantly flying between these two, even when they'd rather not admit it.
06:04It's the push and pull that makes them so irresistible.
06:07Understand?
06:08Not at all.
06:09It's more fun that way, isn't it?
06:19Jess at Mariano's Cons
06:20Jess's bad boy attitude has its drawbacks.
06:24From the very beginning, he has an issue respecting boundaries.
06:27This culminates in an unforgivable moment in season three that sees him trying to pressure Rory into a more physical relationship.
06:33What's wrong with you?
06:34Nothing is wrong with me.
06:36Someone could walk in that door.
06:37And Santa Claus could come down the chimney.
06:39Whatever.
06:39You did not think that it was going to happen like this, did you?
06:42I don't know what I think anymore.
06:44Jess.
06:44Rory, stop!
06:45Just stop!
06:46I did not invite you up here.
06:47You came up here on your own.
06:48I don't know what I did.
06:53He's often mercurial, disrespecting the people Rory cares about because he doesn't feel like being nice, even for her sake.
07:00Jess also seems to find it unnecessary to let people in or communicate how he's feeling or what he's doing.
07:06He even leaves stars hollow and Rory's life without saying goodbye.
07:09That's fine, I get it, but that's it for me.
07:11I'm going to Europe tomorrow and I'm going to Yale and I'm moving on.
07:15And I'm not going to Pine.
07:17I hope you didn't think I was going to Pine, okay?
07:19I think...
07:20I think I may have loved you, but I just need to let it go.
07:26The timing never seems to line up for these two.
07:29Where Rory had her life together, Jess was a mess.
07:32When Jess finally seems like he's on the right path, Rory is lost in an identity crisis.
07:36This might be a case of mismatched growth.
07:39No, no, no, no.
07:41Don't say no just to make me stop talking or make me go away.
07:44Only say no if you really don't want to be with me.
07:47No!
07:48Marty, the naked guy.
07:50Some of their first interactions had the makings of a rom-com meet-cute.
07:54Marty was a working-class Yale student who felt out of place due to his social and economic standing.
07:59That feeling only intensifies when Rory finds him lying naked on the floor of their dorm.
08:03There's a chance that no one but me has actually seen you yet.
08:06Oh, yeah?
08:07I promise I won't say anything.
08:09And if there's a chance that you could refrain from, you know, being naked again in the wrong hallway at the next party,
08:14then there's a chance you might get a completely different nickname, like the never-naked guy.
08:20You're a very kind person.
08:21Alas, it isn't meant to be.
08:23Their friendship doesn't last that long, as Marty's feelings for Rory clearly aren't reciprocated, and he quickly leaves the picture.
08:29Please come back in. We can watch Duck Soup again, please.
08:31I don't really want to watch Duck Soup right now, Rory.
08:34I really like Duck Soup, so I really don't want it associated with this particular night.
08:40I understand.
08:42Yeah.
08:43His final arc on the series sees him pretending not to know Rory in front of her friend Lucy, who is also his girlfriend.
08:50That doesn't stop him from hitting on Rory later, though.
08:52Like many things that happened in the last season, it's totally weird and really out of character.
08:58Still, Marty never had a chance.
09:00I like Logan.
09:03Yeah, I figured.
09:05I don't know why.
09:06Really? Because I've got a few guesses.
09:08Logan Huntsburg as prose.
09:10Excuse me, can I help you?
09:11No, thanks.
09:12Hey.
09:13Don't put your number, don't put your number.
09:15I'm not putting my number, I'm putting your number.
09:17That's my room.
09:19Okay, put my number.
09:21Where Rory is someone who frequently worries too much about her place in the world,
09:24and what she wants to do with her life, Logan is the perfect antidote.
09:27Isn't this the point of being young?
09:30It's your choice, Ace.
09:31People can live a hundred years without really living for a minute.
09:33You climb up here with me, it's one less minute you haven't lived.
09:36He is as supportive of her happiness as he is her ambitions.
09:39He even stands up to his family when they ambush Rory at family dinner.
09:42Perhaps most importantly, despite her skepticism of him, he respects Rory's mom, Lorelai.
09:47I don't need you to be impressed by me, I just need you to know it wasn't easy.
09:50I know that.
09:51I didn't get anything like boom, you know?
09:53I worked hard for everything I got.
09:55I want to work.
09:57I'm ready to work.
09:58I want to work hard.
09:59While he can be an immature and often reckless rich boy,
10:02Logan is charming, charismatic, and genuinely eager and willing to change for Rory.
10:07What's more, he was an equal match for her on practically every level.
10:11This duo has true power couple potential.
10:13There's an article on Greenspan, he gave an interview with all this technical economic jargon.
10:18I know the jargon, I'll take this.
10:19Are these proofed?
10:20Yeah, but they're not typed in yet.
10:22I'll do that, it'll be faster, I type 90 words a minute.
10:24You do?
10:25You really did only like me for my looks, huh?
10:26Logan Huntsberger's cons.
10:28On the surface, it's easy to dismiss Logan.
10:31He's a snobby rich kid with a rude, elitist family
10:33who doesn't feel the need to be responsible or mature.
10:36You know, Logan, I actually didn't know exactly when you were coming back and I gave out the beats.
10:40That's fine, though, I'll take whatever one you got left over.
10:42Actually, there's none left.
10:44Perfect, just the one I wanted.
10:46Relax, Doyle, I'm just here for the pretty picture of my father's head.
10:48I'm not going to be any trouble at all.
10:49Oh, Logan, please, you trouble.
10:53Stop.
10:54His entitlement is everything Lorelei hates about her parents' world.
10:57You could make the case that Logan was partially the reason that Rory stole that yacht
11:01and ended up dropping out of Yale for a while,
11:03though Rory herself bears the brunt of the accountability there.
11:05I didn't tell you to quit Yale.
11:07You did that.
11:08I gave you one month, you went beyond a month, and it had nothing to do with me.
11:11It was all you. Now, you want to change, change it.
11:13But don't blame me. Don't you dare blame me.
11:15Although Rory leaves Logan at the end of the original series finale,
11:18their relationship in 2016 Revival series sees the two sneaking around behind their partner's backs.
11:24We could consider this a major step backward for both their characters,
11:27but it's a step backward they're both making together.
11:30Look, we have an agreement.
11:32What happens in Vegas stays in Vegas.
11:35We do.
11:37And when we leave Vegas, we forget about Vegas until we're back in Vegas,
11:41and then it's just us in Vegas until we're not.
11:42Throw me a rope, man.
11:45Oh, we almost forgot Paul.
11:47Unfortunately, Rory did too.
11:49You're kidding.
11:50No, he was at the house this whole time.
11:52Didn't you notice his car out front?
11:53No, didn't you?
11:55There you are.
11:56Before we continue, be sure to subscribe to our channel
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12:12Logan is Mr. Right.
12:14You did good, Ace.
12:15It was a lifetime experience.
12:17Only if you wanted to be.
12:18While many fans are certain that Jess is the one,
12:21this might be a case of wishful thinking.
12:23Their parallel arcs just made them better off as friends.
12:26By the end of the series,
12:27only one suitor truly fit Rory for the journey that she'd been on
12:30and the person that she was,
12:32Logan Huntsberger.
12:33Want me to go?
12:38Rory, you want me to go?
12:39No.
12:41Good, because if you think climbing in that window is hard.
12:44Shh.
12:45Over several seasons,
12:46Logan grew in a way that made him a match for Rory.
12:49He is the only boyfriend who showed that he was willing to be what Rory needed
12:52and his own flaws complement hers.
12:54It helps that of all of her love interests,
12:56he was the only one who never put her on a pedestal.
12:59Word was a bear dragged you off.
13:01No bear, I just wanted a quiet place to collect my thoughts.
13:04You found it.
13:05Thanks, I'm eating.
13:07Good.
13:08This is for me.
13:08To Logan,
13:09Rory is a complete human being,
13:11with many qualities he admires and aspires to equal,
13:14and faults he doesn't hesitate to call out.
13:16Their relationship is a true partnership,
13:18in a way none of her others were.
13:20I'm not sure exactly what I'm going to be doing next,
13:22and I know I want to start putting my ideas out,
13:24I know I want to start working,
13:25but I think you should do what you want to do,
13:27and then,
13:28and then maybe I'll factor you in.
13:31Oh,
13:31you want to factor me in?
13:33Yeah,
13:34I like that.
13:35That's not to say that they weren't a mess in the show's limited revival season.
13:38Maybe someday we'll get an update that sees them learn from their mistakes.
13:42Oh,
13:42I have time.
13:44How long?
13:45Long enough.
13:46You've heard our reasoning.
13:48Who gets your vote for Rory's best match?
13:50Tell us in the comments.
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