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IAAI Town Meeting: Feeling Second Hand Embarrassment for Dean and Rory (Season 5 E4 “Tippecanoe and Taylor, Too”)

Dienstag, 13. Oktober 2026 · 16 min

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Well… here we are with a lot of cringey moments for Dean and Rory trying to make their relationship work. Are we already over this relationship?

Who might be the most unlikable person in Stars Hollow… but somehow, that’s exactly what makes them likable?

Plus, why we aren’t buying Zack and Lane’s relationship at all.
See omnystudio.com/listener for privacy information.

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I am all in.

Again!

More, more, more. I want to kiss you more. More, more, more. I want to kiss you more.

I Am All In, Town Meeting with Suzanne French and Tara Sood. An iHeartRadio podcast. Hi guys, welcome back to another episode of I Am All In, Town Meeting with myself, Tara and Suzanne.

Hello.

Today we're talking about season five, episode four, Tippecanoe and Taylor 2, which premiered on October 12th, 2004.

Good episode.

I liked half the episode. Okay. Can you guess which half I had liked and which half I didn't like?

Well, the Dean stuff was kind of weird. Yeah.

So I basically loved the town stuff and hated the Dean stuff.

Yeah. Yeah. That's going to be like a theme through these episodes, I think.

I know. Spoiler alert. I watched the next one right after this. And let me tell you, over the weekend, I actually texted you and Jackie.

Yeah.

So there was like this thing that the girl was like, oh, this is rage bait. And it was on TikTok or whatever. And she's like, my Dean is like, oh, my God. Like, I was like, and then, by the way, I sent that to you guys. And then I watched the episodes last night. And I was like, oh, God. Like, So miserable.

It is. It's all weird, including her showing up to Dean's parents' house and then going upstairs.

Yeah. The whole thing was just so secondhand embarrassment. It was just uncomfortable to even be watching.

And Clara is still annoying.

She is still annoying.

Yeah.

It was, I was surprised to see how fast she grew up. Like it surprised me that like, has it really been that long since we saw her?

Her voice is the exact same.

Yes.

Yeah. But I don't know. And the thing with it, like how long is Rory going to stay? And then leaving the door open. It's like, also like you guys went up to Dean's room. Like, what do you think is going to happen? You guys are going to sit there and like play cards.

Right. Exactly. They went up there and shut the door. Like, of course, his mom is going to be suspicious.

Yeah. It's so weird. Yeah. And then they're in some like forest with the car.

Yeah. It was like a swamp or something.

It was like, where are you? You just drove like off the road. Right.

And then they just drove out again. So it was like not like she didn't have to back up or anything. I don't know. It was like, are they just on a road?

But like, are you trying to hook up that bad? Get a hotel.

I know. I know. Yeah.

That's my thought on the road. Yeah.

It was pretty cringy. Yeah.

But then on the flip side, the Taylor and Jackson stuff was great.

That was good. Yeah. Yes. Yes. Taylor, he's so good. I love Taylor. Like, I just love to not like him because he's just, he's so.

Unlikable.

Unlikable, but he's so unlikable that you like him. You know what I mean? Like, it's like Emily is like that too. Like, they're just so, they're such terrible people that it makes them good characters and you enjoy watching them.

Well, I think for the first time, when he's sitting by himself in the ice cream, whatever, his shop, and he's just putting whipped cream down his mouth, you actually feel really bad for Taylor for the first time. And then Lorelai's trying to get people to vote for him. He got 10. Yeah.

I mean, he actually had some humanity in that moment, which we don't see very often. So yeah, they did a good job of making us feel sorry for him, realizing that's Like the town is really all he has in his life.

I also like how it was very like early on that Jackson's like, oh crap, I actually can't do this. Like I don't want to do this. I don't have time. And then what did Jackson say when he got on stage? Like he wants like a re-election or no. What was it? What was the wording?

Oh, Taylor talked about a recall.

There we go.

Yeah.

And I was like, I like how that happened. And then like Jackson got like fired up, I guess again. Like, it was like, no, I won.

Yeah, it was funny. I thought Jackson sometimes gets on my nerves, but I liked him in this episode. Like, he thought he was right about his situation and darn it, you know, he was going to take it into his own hands and, you know, make a change. And then he's like, well, wait a minute. I can't. I can't really do this. Like, I have all these other commitments.

And so I just, I thought it was good. I thought it was a good storyline. Like, he kind of had that.

I also love that Suki wanted to be the first lady of the town. That pink outfit was really cute.

It was cute. You know, I noticed, I didn't write down the episode, but there was an episode maybe three or four episodes ago where Emily had a similar jacket that was like that with a little fringe around the edge.

Yeah, I actually do. Now that you say it, I do remember her wearing it. And I feel like she's worn other colors of that style before, right?

Yeah, it looked good.

Pink looks great on her.

Yeah, it looked good. And this is the first time that we heard the band's name. This was the first time. Yeah.

Okay. I don't know why they thought that song was so terrible. Was it just because it wasn't a rock song? Because I was like, it's actually a fun song.

It is a fun song. And it's it's it was kind of a cheesy 70s song. And if Anybody doesn't remember. It's the theme song from a TV show. Yes. That was called Greatest American Hero.

Yeah.

My mom and I used to watch that when I was a kid and it was, you know, one of one of our favorite shows. And so, yeah, but it's it's like a peppy, upbeat, fun song.

I thought it was just a theme song. I didn't realize it was like an actual song.

Yeah, well, it was the theme song, and then it was on the, like, I guess they released.

It, like, as a same- Like how Friends, like, wasn't it, isn't that how the Friends theme song happened?

Right, like, it was the theme song first, and then it was on the radio because it was so popular as a theme song.

Got it, okay, yeah.

And Welcome Back, Cotter is another one like that, too. But, yeah, so we hear the name Hep Alien for the first time because the last time that we saw them perform was that house party where Dean and Jess got in the fight, and- they didn't have a name. And so Rory just like mumbled something into the microphone. Yeah.

This is when we.

Finally got to hear the band's name. So that was a milestone.

I did like their rendition of it though. And then like Suki made a comment like, Oh, that was an interesting like version or something.

That was peppy.

Yeah. But she was like, Oh, that's peppy. I thought it was very funny.

And when she and Lorelai were standing there as they were playing and she's like, I guess it sounds different live.

Yeah, it was so funny. And also, I was so confused when, oh my God, what's his name? What is that character's name? Blonde guy.

Gil?

No, other one.

Zach.

Zach, thank you. I can't remember his name for the life of me. I also was really confused when Zach just like pulled the two girls up and took her on stage. Obviously, they were going backstage, which was like, I thought it was so, I don't know. It was just like, understand what they were trying to do like oh like rock band whatever but like maybe just go meet up with them after yeah and then when they were in their apartment at the end I was like this is so weird and obviously we get Lane spilling her guts yeah You know, I guess just saying.

Zach is just annoying to me in these episodes. Like, he's just such a brat.

Zach's always annoying to me. I think he's a terrible character.

He's just whining and complaining about everything. And he was whining in the grocery store. And he's, you know, whining about Brian watering the lawn. Like, he just has a complaint about everything.

But that's his entire character.

Right. And then we're supposed to somehow believe that Lane likes Zach. that and that that's attractive I don't know I'm just not buying.

It as a relationship I feel like Lane just finds it convenient she's hanging out with him all the time.

Yeah possibly I mean definitely the writers find it convenient that's true they're just like recycling this character into something else because they.

Need we don't have to pay another actor find another person he's just there so we're gonna give this to him Yeah, I mean, I was kind of proud of Elaine, though. I'm not going to lie. At least she just admitted it.

Yeah, yeah. I mean, she's clearly been doing some introspection about this whole thing. And she even said to Rory, and now I'm wondering if it was this episode or the next one, where, oh, I think it's actually in the next episode. But she's on the phone with Rory, and she admits that that's part of the attraction is his, you know, gruntiness and his caveman behavior. Yeah, yeah.

It's not that hot.

No, not really. I mean, I guess if you're 19 and you don't know any better, maybe, but I don't know.

I mean, also Rory should be not be giving advice.

Let's not ask for romantic advice from Rory.

I didn't have any call outs this episode, but I did want to say the decoration for the election was amazing. the details in Luke's diner to like the polls to the actual part. like it was just so well done.

Yes, it was. And they all had like those straw hats. Like it just was like small town.

Very Yankee doodle.

Exactly. Exactly. That's a good way to put it. Yeah. So yeah, it was fun. I enjoyed it. I did have a couple things. So there was, I don't know if this was intentional or not, but there was a callback to season four, episode four, which was chicken or beef. And there was a town meeting when Lorelai and Suki were presenting. That was the one where he made them like go through the historical review and he wanted them to replace the porch with plastic and all that. And they went to the town meeting and they were talking about their plans for the dragonfly and, And Taylor said, he asked Lorelai how many parking spaces and she said 18.

And he said that that wasn't going to be enough because he was anticipating 20 cars because two people times 10 rooms. And she said the parking would be fine. Well, now here we are a whole season later and she's trying to get Taylor to sign off on two more parking places. So he was right. Back in season four.

I remember that storyline, but I definitely didn't catch the callback.

Yeah, I don't know if it was intentional or not, but I just thought it was funny that he called out that 18 parking spaces was not going to be enough.

I feel like that was intentional then.

Yeah, it probably was.

Someone remembered that storyline in a town meeting and was like, oh, let's add it in.

Another thing that I thought was interesting, so I actually noticed this before, and I meant to call it out in the last episode, but I accidentally deleted my notes, and then I couldn't remember what I had. So Dean's parents' house. So season five, episode two, so two episodes ago, she drives up to the house, and the Dean came out and they were talking on the front porch. And then in this episode, or not this episode, but the last episode, the front doors were completely different between episode two and episode three. So like a week goes by and it completely replaced the front doors.

I thought it looked different because I was like, where is she going? Like, I didn't know where it was, but I didn't know what the difference was.

Yeah. So I went back and looked and initially there were like these rounded doors and they were like kind of green and this off white color. And then in season three or episode three, they were like square with like a transom window and side lights. And it looked like they updated and it looked a lot nicer. So I just thought it was just a week later. Yeah.

The front doors have been completely.

Maybe the house wasn't available. Yeah.

Yeah. Yeah, maybe. Maybe it was just a different location.

They just thought no one would know. They thought no one 30 years after would be. 20 years?

Yeah, I know. They weren't anticipating that we'd be streaming it on giant television screens.

That are so clear.

Right, exactly. Where we could see, you know, every freckle on their face. And then the only other thing I had, and I think I had pointed this out previously, is the Dean's mom's name was... When Rory said hi to her, she called her May, but that wasn't her name. When did we talk? Oh, oh, it was in the, it was in the episode where there was like a newspaper announcement about Dean and Lindsay getting married and they said his parents' names and it was a different name.

What was the name? Do you know?

I can't remember what it was. I meant to go back and look it up, but I can't remember what it was. It wasn't related to, like, it wasn't like a nickname kind of thing. Like it was a completely different name.

Totally different name. Again, they didn't know we'd be streaming it this many years later. Exactly. Picking them apart. These poor writers. I know.

I know. They could not have seen us coming.

Like, who are these two schmucks telling us what to do? But, yeah, all in all, it was a fine episode. I mean, again, I don't really care for the Dean and Rory storyline, but the town stuff was very fun.

Yeah, yeah. The election stuff was fun. It was fun to see, like, the whole town. Well, not the whole town because I did the math and they only had, like, a 10% voter turnout. But, yeah.

He had like 1,000. Jackson had like 1,300 votes, and then Jackson had 10.

Yeah, I wrote it down. 1,114 for Jackson and 10 for Taylor. But the Stars Hollow sign says the population is like 9,900 people. There's no way, by the way. I do not believe there are 9,900 people in that town. Oh, yeah. I think a lot of them must stay home a lot because we just see the same.

100 people over and over again.

Yeah, yeah.

Oh, my God. That is so funny.

But still fun, fun small town stuff. It was good. I liked it.

Yeah. All right. Well, next episode we're going to be watching is Season 5, Episode 5, We Got Us a Pippi Virgin. Oh, yeah. We'll see you then.

Meeting adjourned. Oh, yeah.

Hey, everybody, don't forget, follow us on Instagram at I Am All In Podcast and email us at gilmore at iheartradio.com.

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