The Ben and Ashley I Almost Famous Podcast - The Bachelorette Fantasy Draft

Episode Date: October 24, 2025

We love The Bachelorette, but what would it be like if our favorite celebrities showed up to the Mansion to try and get a rose??Ben and Ashley draft their ultimate celebrity Bachelorette season! Who will have the most dramatic entrance? Who will be the villain? And will Ben draft a celebrity who is still alive?? Find out on our ultimate celebrity Bachelorette draft!See omnystudio.com/listener for privacy information.

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and the Nimrods who almost pulled it off. It was kind of like the perfect storm in a sewer. That was dumb. Do not follow my example. Listen to Crimless, Hillbilly Heist, on the IHeart Radio app, Apple Podcasts, wherever you get your podcast. Hey, I'm Cal Penn, and on my new podcast, here we go again.

We'll take today's trends and headlines and ask, why does history keep repeating itself? Each week, I'm calling up my friends, like Bill Nye, Lily Singh, and Pete Buttigieg, to talk about everything from the space race to movie remakes to psychedelics. Put another way, are you high? Look, the world can seem pretty scary right now. But my goal here is for you to live. listen and feel a little better about the future. Listen and subscribe to Here We Go Again with Cal Penn on the IHeart Radio app, Apple Podcasts,

or wherever you get your podcasts. Two rich young Americans move to the Costa Rican jungle to start over, but one of them will end up dead and the other tried for murder three times. It starts with a dream, a nature reserve, and a spectacular new home. But little by little, they lose it. They sort of went nuts. until one night everything spins out of control

listen to hell in heaven on the IHeart Radio app Apple Podcasts or wherever you get your podcasts The Big Take podcast from Bloomberg News keeps you on top of the biggest stories of the day My fellow Americans, this is Liberation Day Stories that move markets Chair Powell opened the door to this

first interest rate cut. Impact politics, change businesses. This is a really stunning development for the AI world and how you think about your bottom line. Listen to the big take from Bloomberg News every weekday afternoon on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. This is the Ben and Ashley I, almost famous podcast with IHartRadio. It's an almost famous podcast.

We're here today with another round of our celebrity. fantasy draft. It was a big hit last time. We want to do it again. Last time we did The Bachelor and this time we're going to do The Bachelor at a little refresher. If you weren't here last time we played, Ashley, walk everybody through the rules. Okay, so basically we have categories and then we just come up with celebrity that we think would fit the description the best if they were on the show. Uh-huh. Yeah. So let's start right here with the location for the celeb Bachelor Manchin. It would be the Bachelorette Mansion.

The Bachelorette Mansion. Bachelorette Mansion. I think of ladies, women, and for whatever reason, I think of Napa. Okay. You guys, because you think of

mommy wine or like ladies having wine. Yeah, I think that sounds fun. That makes sense. Makes more sense that what I was going to go with. I was going to go with like Cabo or something, because you see the Kardashians or the housewives always, like, doing their season trip somewhere like that. That makes sense. Okay.

I like Cabo. I've been to Cabo. You had your Bachelorette party. Bachelor, your bachelor party. Oh, yeah. Bachelorette, Bachelor, it's fine. In Cabo, I could see that too. I don't hate their idea.

I just feel like a Napa choice. It makes more sense, Ben. You're correct. Thank you. Thank you. I appreciate that. All right. On to the next category, Ashley, take it.

way the next category would be show host i'm going to go with nicky glazer i already feel like she's tied to the bachelor franchise and she's had yeah she's had like appearances before was that on katelyn's season oh amy schumer was on katelyn season either or there's a two good female hosts for this show that'll bring a lot of relatable lady humor uh i'm gonna go nate bargatsy who's that great comedian clean comedian really funny and very self-aware i think he would be hilarious also keep everybody in line and i think he would add a good flare to the show in fact i could see him kind of being the host of the show in real life okay i see him and i know his face and i'm sure he's a clean commune he's like yeah he doesn't swear doesn't talk about sex drugs alcohol those

things that we seem to want to group together. I kind of enjoy that. Yeah, you should watch it. He has a good Netflix special. It's a really funny, special. The Bachelorette, Ashley, who would you choose? Hold on. I have, you given it a thought yet?

Yeah. Oh, yeah. I filled this out way ahead of time. Zendaya. But she's engaged. Doesn't matter. There's going to, it's like, this is a fantasy world. Okay, so it doesn't matter.

In a fantasy world? Oh, my gosh. well in a fantasy's world i'd want it to be taylor swift what yeah because everybody's always been so interested in taylor swift's love life let's just air it uh okay and for so long we're rooting for her to find actual love and this would have been a great way to watch it happen you're not wrong you're not wrong at all contestant most likely to show up in a costume getting out of the limo so these are guys now yes we're going into the man very great Pete Davidson 1,000 he is on my list he's coming in as a jokester but he's also coming in as like a guy that's

going to get further than you expect I put jack black here okay yeah do you see that in the reasoning why yeah it's just obvious you don't even have to explain it next category the contestant that cries the most Ben I have Pete Davidson in this category actually Oh actually damn That's a good one Because he is very in touch with his emotions

And I love that part of him Yeah I think Pete Davidson has to be on the show And then also I think he would find it Very emotional to walk through this journey Dating Zendaya Oh my God that is so fantastic okay well if taylor is my lead then the contestant who's crying the most

john mayor you know what can i just steal that from you i'm yeah okay yeah let's do that john mayor i'm thinking about all of her famous exes i'm like which one would actually cry over her and admit that he's crying over her yeah there is that guy that the band um i mean probably her her ex um Yeah, what was his name? He was in... Poor guy.

Now we forget his name. He's a beeless, seeless actor. Joe Alwyn. He's not crying over her. He's trying to be way too tough for that. Yeah. The villain, I stretched a little bit here, but I think I like it.

I had two choices. Do you want me to share both choices or the one I ended up falling on? Well, let me tell you my villain, so I don't steal one of yours. Okay. If Taylor's the lead, then I would say that Maddie Healy has to be the villain.

Yeah, that's a good one. You know the lore? Okay. I'm glad I'm making sure. Yeah. Well, Bansy in like 1942, right? 1975. 1975?

Yeah. I like that song about chocolate. Yeah, me too. That's a good song. My villain I had two. I originally was like, no question, Jake Paul. He's just like a, I feel like he'd just be a good villain. He just stands out as a villain.

He's kind of made a career. I'm being the villain. But then I was like, that's too easy, but a little bit too boring for me to have Jake Paul as the villain. It's too expected. So who do I think could be a villain that would not shock us, but that we could really get behind? That's Jared Leto to me.

That we could get, okay. Like that we would be like, no, you are a villain. You think you're great. You think you're awesome. But you're the villain. Do you want to know a funny story about Jared Leto with me? Yeah, I don't think he's a good dude, right? Like, did I get that right?

I don't know him at all personally, so I cannot, I cannot vouch. There's not like a lot of, there are some rumors and speculation about him out there, but like, I can't say that I'm also familiar with the lore. When I was 22 or 23, so this is years ago, I went to a 30 Seconds to Mars concert and I still, I love 30 Seconds to Mars. Some of my very favorite songs, I feel like come from them. my sister and I as per we usually do somehow like got in like the front row some security came up to us and was like who do you guys want to go watch the show on the side of the stage and to me I was like in one of those like I'm a little too scared for this like Jared Leto like he's a little too scary for me but like Lauren let's go for it for you you know you enjoy this

moment and of course what happens Lauren wants to murder me um he comes up to me puts his arm around me on the side of the stage when he like falls off when he like goes to the side of the stage to like get a drink of water or something and he looks at me with like his face like two inches far from mine and goes I like your belly button ring and I was like holy shit that's really cool but also Lauren he's all yours I figure I used to have a belly button do you still have a belly button ring no but I need to get it re pierced I really really want to get it reappears I hate having just the hole there oh yeah stays that doesn't, like, heal up?

No. Just stick it through one night. It won't go through. It won't go through either. I think I'm just going to get it repierced. Oh, I've tried a lot of pressure. I'm going to have to go to the tattoo place. Anyway.

Contestant that says the villain isn't here for the right reasons. Ashley? Oh, my gosh. Wait, does Jake Gyllenhaal my villain? No, we're going to go a little bit more modern. Maddiehiel is to my villain. Yeah. Like, who's, like, a duck up?

celebrity like guy celebrity who's just like oh like who would be like celebrity men let me just google celebrity men for a second because you know how sometimes you're thinking about it and you cannot oh you know how i can totally see doing this and i don't think he's stuck up or anything but i can see him being that guy on the show glen powell hmm good choice there i had tom holland based on his relationships with Zendaya. Oh my God, Heather goes, Justin Baldoni. I know you're going with this, but we're not even going into that drama with this bracket.

Yeah, I feel like Tom Holland will be protective of Zendaya. That's genuine. That's genuine. He's not getting eliminated because he's being a title tale. No, he's like really into it. He's like honest and earnest. In the new podcast, Hell in Heaven, two young Americans moved to the Costa Rican jungle to start over. But one will end up dead.

The other tried for murder. Not once. People went wild. Not twice. Stoned. But three times. John and Anne Bender are rich and attractive, and they're devoted to each. other. They create a nature reserve and build a spectacular, circular home high on the top of a hill.

But little by little, their dream starts to crumble, and our couple retreat from reality. They lose it. They actually lose it. They sort of went nuts. Until one night, everything spins out of control. Listen to Hell in Heaven on the I-Heart radio app, Apple Podcasts, or wherever you. you get your podcasts. Here we go. Hey, I'm Cal Penn, and on my new podcast, Here We Go Again, we'll take today's trends and headlines and ask, why does history keep repeating itself?

You may know me as the second hottest actor from the Harold and Kumar movies, but I'm also an author, a White House staffer, and as of like 15 seconds ago, a podcast host. Along the way, I've made some friends who are experts in science, politics, and pop culture. And each week, one of them will be joining me to answer my burning questions. Like, are we heading towards another financial crash like in 08? Is non-monogamy back in style? And how come there's never a gate ready for your flight when it lands like two minutes early? We've got guests like Pete Buttigieg, Stacey Abrams, Lily Singh, and Bill Nye. When you start weaponizing outer space, things can potentially go really wrong. Look, the world can seem pretty scary right now,

Because it is. But my goal here is for you to listen and feel a little better about the future. Listen and subscribe to Here We Go again with Cal Penn on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. The Big Take podcast from Bloomberg News dives deep into one big global business story every weekday. A shutdown means we don't get the data, but it also means for President Trump that there's no chance of bad news on the labor market. What does a bacon, egg, and cheese? sandwich reveal about the economy. Our breakfast foods are consistent consumer staples, and so they sort of become

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Listen to the big take from Bloomberg News every weekday afternoon on the IHeart radio app, Apple Podcasts, or wherever you get your podcasts. The Crying Wolf Podcast is the story of two men bound by injustice, of a city haunted by its secrets, and the quest for redemption, no matter the price. White victim, female, pretty, wealthy, black defendants. Chicago, a white woman's murder, a black man behind bars, for a crime he didn't commit. I had 90 years for killing somebody I have never seen it. He says the police are his friends and then that's it.

They turn on it. A corrupt detective. How he was interrogated the techniques. That's crazy. A snitch and a life stolen. They got the wrong guy. But on the inside, Lee, he was. Lee Harris finds an ally in his sally, Robert, who swears to tell the truth about what happened to leave and free his friend.

And if you're with me, you're golden. I'll take care of you. I'm going to be with you. You stuck with me for life. Listen to the Crying Wolf podcast, starting on October 22nd, on the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. Hey there, I'm Kyle McLaughlin. You might know me as that guy from Twin Peaks. in the city or just the internet stand.

I have a new podcast called What Are We Even Doing? Where I embark on a noble quest to understand the brilliant chaos of youth culture. Daddy's looking good. Each week I invite someone fascinating to join me. Actors, musicians, creatives, highly evolved digital life forms. And we talk about what they love. Sometimes I'll drizzle a little honey in there too from feeling sexy in the morning. What keeps them going?

And you're maybe my biggest competition on. They're from media. Like when a kid says bra to me. And how they're navigating this high-speed roller coaster we call reality. In Australia, you're looking out for snakes, spiders, and f***is. Right. Hey, he's no train McDougall. This is like the comment section of my Instagram.

Join me and my delightful guests every Thursday. And let's get weird together in a good way. Listen to what are we even doing on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Contestant that crushes it during the talent show. I mean, probably in my case, it's going to be Travis Kelsey. He's going to do something that's not even a football-related thing. I just feel like he has some weird physical talents. Like he'd probably pick her up and like, oh, I was going to say he was like going to pick her up

and like spin her around, which I think she enjoys. Based on her songs, yes, it sounds like she does. I put Donald Glover here. That's great. I love Donald Glover. I was on Donald Glover's tour bus too. This is how freaking weird. Literally, what is wrong with me?

I never hooked up with any of these guys, just letting you know this. It's just like we just, we're little bandgirls. It's actually more impressive that you didn't than you did. Like for you to be like, no, we didn't. It's like, that's more shocking than if you're like, like Jared Letta, Donald Glover, like all these guys, like just loved me. That would make more sense than you'd be like, yeah, I just went on there and had a good time.

Yeah, we just went on there and had a good time. Actually, we brought our guy friend on that. Like, he wanted to fanboy over Donald Glover, straight guy. You are that girl. And we were like, we will get you to meet Donald Glover if you want to meet him at the show tonight. And we did. Ashley, you are one of a kind. Okay. Contestant that gets so competitive, they injure themselves during a group date.

Do you have one off the top of your head? Travis Kelsey. I know. Damn it. Now I wasted my Travis one. Mm-hmm. You did. So he gets injured. Can I come back to this one? Actually, you can do whatever you'd like to do, but yes. Okay, I'm coming back to this one. Contestant most likely to say, I'm not here to make friends.

maybe like Timothy Shalman interesting choice he's also part of my list he'll pop up here in just a bit I have Shane Gillis under this category I think Shane Gillis would be eager to find love

and very excited about the opportunity to find Zendaya and not really wanting to make any friends along the way because he's a very friendly man contestant that experiences a weird medical emergency during filming Weird, radical emergency.

Okay, so this is definitely, especially in Taylor's story, Taylor Lautner. And then she's going to, like, write a song about how it probably ended too short for them. I had post Malone because he's on those Bud Light commercials. And I just think you drink too much Bud Light, faint in the hot tub from dehydration, and still be amazing doing it. All right. Next category is contestant most likely. likely to friend zone the bachelorette but enjoy their time at the mansion oh i love this one i would say i'm damn it did i really ruin my my my pick again by not picking taylor

laudner for this one because this is taylor lottner written all over it and this is why you plan ahead ultimately friend zoned but he is just gets along with everyone and is this the sweetest A guy, very sweet man. The best. Guy who gets friends on but has a good time. I feel like I crushed this one. Bradley Cooper? That makes sense, yeah.

I mean, he just seems like, you know, he gets along with everyone. Especially after his recent, I think he just got a facelift. Yeah, it's not good. Not the best. They'd be really rocking it during this. I put, I think I, this is the one that I felt most confident in my choice. Okay. Benny Blanco, big fan of him recently.

I get why Salino's so Why are you killing this game so hard? Well, I take time. I got crushed last time. I mean, absolutely destroyed with my Betty Davis choices and stuff like that. I just got absolutely murder. Yeah, you're right.

You did some research this time. Yeah, and I think I have watched multiple Benny Blanco videos recently and I see why she's into him. He's a sweet man. He's a caring man. He also has a really good sense of humor about he has a comment where he's like,

I am so not good looking that I'm good looking. Like I've gone so far. That does happen. That happens. On the other way that like now I'm an attractive man. I think that's a great take. I think it's a fantastic take. I love that so much that he knows that that is a thing and that he possesses it.

Yeah. The contestant most likely to self-eliminate before a rose ceremony. I'm going to go with Joe Jonas on this one because he called her in. such a quick phone call to dump her. This was also when he was 19 years old. Oh, okay. Sorry. Didn't mean to offend you, Ashley. You offended me. Sorry. I have Timothy Shalame here because I think you get really, I just feel like he's like existential. Like he thinks deeply. And he would be there and he'd be like, this isn't how I'm going to find love. What does love really mean? And then he would just walk out in his own accord because he felt like it was the proper thing to do given the

circumstances. Okay. I like that too. I totally see him doing that. Let's see. Next one is the contestant that is most likely to interrupt and steal the bachelorette while on a group date. Ben, do you have one off the top of your head? For this, I had to think of somebody that everybody is just going to love and they're going to be okay with it. Yeah. No. This is usually the person that annoys us. Well, I think they have that quality. quality to them, but they also, in this, I've always been a fan of the interrupt you for a second. If it happens once, if it happens every time, it's a little annoying. But once is okay because it shows initiative.

I think Theo Vaughn would do this. I think you would show initiative. People would be like, gosh, dang it that dude. Like, I don't get him. I don't quite understand him, but I love him. And I can't get that mad at him because he has a mullet. That would be so funny. Yeah, it'd be good.

Okay. I'm going to go with Gavin Castle and go. No. I don't know how to say his last name. You guys, it's Jeremiah Fisher from the summer I turn pretty because we can just see him doing this. And Taylor would be like looking at his eyes. We love, we know that she likes pretty eyes. She sings about that a lot. And she would fall for it. And all the other guys would be like this guy like is being so immature right now, just like his character in the summary term pretty. I'm reaching a little bit. But. So now we're done with all the contestants. There's something very shocking to me that happened during this with you, Ashley. Harry Stiles was never brought into the equation. I know, of course. I was trying to fit in Harry somewhere. But you didn't. But I couldn't figure out where.

Maybe he just wins. Maybe he's just the winner. I thought for sure Theo James and Harry Stiles is going to be on your list at some point. Okay. Well, producer Heather is reminding us. that we have not answered who is going to be my most competitive that they injure themselves

during a group date. Harry crossed my mind there. I just didn't think that it fit him. No, that would be a terrible choice. So I can't put him in there. I think that Harry just is like the guy that like we all just love

and that she just can't help but love. And so he wins to me. And that category is not on our list. Even though Travis Kelsey technically is the one that wins. but, you know, in a different era. If I don't win this one, I've done something pretty wrong. So, yeah, the contestant that gets themselves injured

during a group activity, it's going to be in the Taylor world, it's going to be the guy whose name I always forget, the actor that she dated and said, and then he wore the I Love Taylor shirt at the Beach House in Rhode Island. What's his name? You're asking the wrong person here. Heather is going to tell me in one second, because I always blank on this guy's name,

the one that is in the DC, he's not the DC universe, he's in the Marvel universe. His name is Tom Holland. Tom Holland. Hidleston. Not said Tom Huddleston. Tom Hittleston.

He's a mess. He's Loki. Wow. I'm really a mess right now. But yeah, Tom Hidlson definitely gets injured. It's kind of embarrassing. Mm-hmm.

Because their relationship only lasted like two months and it was like kind of like a weird getaway car. So all the Swifties are out there like, loving my illusions to different songs, Ben. So like you may think that I really lost this round, but like the Swifties would be on my side. And I know you're not like a person who appreciates Swifties. And I will actually say this. Whoa, whoa, whoa, whoa, whoa, whoa, whoa. Before the Swifties come after me, let's rephrase that comment because, Goodness gracious, you just place something on me that could ruin me.

It's so divisive. I am a supporter. I appreciate the art. Yes. I am not engaged into the ins and outs of that world. I do not have any problem with any of you out there who just like literally crossed an X through my face and your notebook. I am not a Swifty. No, but I am not one.

And I appreciate her candor in her album so that we can all get a picture of her love life, good and bad. Wow. Love that statement right there. That was close. Location for finale or proposal. I went with Bora Bora. It just feels like where The Bachelor, for whatever reason, fits.

I can picture Zendaya in like a silk gown walking down the beach, probably towards Donald Glover, the two of them ignite and a passionate Donald Glover is going to be marrying Zendaya in your world? Yeah, it fits. Think about it long enough, it fits. All right, in my Bachelorette world, Taylor Swift will be getting engaged

on the cliff that her house in Wachillard Island sits on couldn't get better than that visual and who's she getting engaged to oh I guess Harry Styles what about Travis Kelsey your Swifties are about to come after you now that's good oh wait wait sorry sorry

like this no this is good let's end it here hey this has been almost famous no no I forgot that I had to use somebody from my actual bracket to which yes of course she's going to be married Travis the the watch Hill house goes really well with Travis is very

Americana. It would maybe be weird to marry a Brit there. I'm just reaching again. I don't think you can dig yourself out of this whole. Goodness, I started falling, and the Swifties will come after you next. Hey, this has been The Almost Famous Podcast, Celebrity Bachelorette Brackett. We hope you enjoyed it. We're going to share this kind of picture on our social media.

Fill it out yourself. Maybe tag us once you do. I'm sure you agreed and disagreed with some of our choices. Maybe there's some better choices out there. We did our best, and we know you can do better because you do far greater things than us. And then next time, we'll do Bachelor in Paradise. Oh, I like that. I like that.

This is fun. Until next time, I've been Ben. I've been Ashley. See ya. Thank you. Bye. Follow the Ben and Ashley I, almost famous podcasts on IHeartRadio or subscribe wherever you listen to podcasts. Johnny Knoxville here.

Check out Crimeless. Billie Heist, my new true crime podcast from Smartless Media, Campside Media, and Big Money Players. It's the true story of the almost perfect crime and the Nimrods who almost pulled it off. It was kind of like the perfect storm in a sewer. That was dumb. Do not follow my example. Listen to Crimless, Hillbilly Heist, on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Hey, I'm Cal Penn.

And on my new podcast, Here We Go Again, we'll take today's trends and headlines and ask, why does history keep repeating itself? Each week, I'm calling up my friends, like Bill Nye, Lily Singh, and Pete Buttigieg, to talk about everything from the space race to movie remakes to psychedelics. Put another way, are you high? Look, the world can seem pretty scary right now. But my goal here is for you to listen and feel a little better about the future. Listen and subscribe to Here We Go Again with Cal Penn on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

Two rich young Americans move to the Costa Rican jungle to start over, but one of them will end up dead and the other tried for murder three times. It starts with a dream, a nature reserve, and a spectacular new home. But little by little, they lose it. They actually lose it. They sort of went nuts. Until one night, everything spins. out of control. Listen to Hell in Heaven on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. The Big Take podcast from Bloomberg News keeps you on top of the biggest stories of the day.

My fellow Americans, this is Liberation Day. Stories that move markets. Chair Powell opened the door to this first interest rate cut. Impact politics, change businesses. This is a really stunning development for the AI world and how you think about your bottom line. Listen to the big take from Bloomberg News every weekday afternoon on the IHeart radio app, Apple Podcasts, or wherever you get your podcasts.

Hey, I'm Kyle McLaughlin. You might know me as that guy from Twin Peaks, Sex and the City, or just the Internet stand. I have a new podcast called What Are We Even Doing, where I embark on a noble quest to understand the brilliant, chaos of youth culture. Each week, I invite someone fascinating to join me to talk about navigating this high-speed rollercoaster we call reality. Join me and my delightful guests every Thursday.

And let's get weird together in a good way. Listen to what are we even doing on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. This is an IHeart podcast.