Brooke and Jeffrey: Second Date Update - Second Date Update: Halloween Boos and Booze Bar Crawl

Episode Date: October 31, 2025

One critical moment told the ENTIRE story of our listener's date and now they BOTH can’t stop talking about it. Hear how it went down in your Halloween Second Date Update podcast!See omnystudio.com/listener for privacy information.

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I think you can hear on our voices that we're a little villainous. It's the scariest thing you've ever heard, right, Jose? Yeah, my giggle wasn't scary. No, it wasn't either. Hey, welcome to the podcast. It is the Halloween edition. It's Brooke and Jeffrey in the morning. If you do not follow our socials, then boo you.

Come on, she's on you. I'm dressed up as Ursula. I am Maleficent. Whereas I like to call myself maleficante. Hey, okay. A little Latin twist to it. I'm down with that. I'm scary.

Yeah, and election. I'm Cuella DeVim. Oh, dude. I got to say, I am so proud of our costumes this year. Yeah, we all killed it, actually. Yeah, so definitely go look at the TikToks, go look at the Insta. Leave us a comment. Let us know who's is your favorite.

You can see who everyone else is. Yes. Ashley, we have Ashton. Yeah, totally. Oh. Oh, it's scar. It's not to bite me. Yeah.

So, okay, okay. Enough about our Disney villain group costume. Let's get into it. A brand new Halloween second date right now. Second date update. Imagine the night is alive with chaos. Zombies are stumbling down the streets. Yes.

Witches are cackling maniacly. You hear the screams. You see the horrors. You smell. the fireball? And that's when you realize, oh, I'm in the middle of a Halloween bar crawl right now.

And for all the terrifying sights, you'll definitely see, it might also be the perfect setting for you to find true love. Oh, trick-or-tree. And that's where one of our listeners made a connection recently, and he's emailed us for help today with a spooky themed second-date update. I love that. His name is Evan.

So, Evan, we got to catch up. How many shots deep are you right now? I, you know, it's a work day. I'm not going to take shots. Whatever, I'm still at bar four, okay? Okay. I want to know what you were dressed as. That's how I want to start.

Most important. I went as Star Lord and Guardians. I think I have a look that matches. Is that the Chris Pratt? Yeah. Is that hot look or? Yeah, doesn't that cover most of you? I can't remember.

I thought he was a hell. I really don't know. I never watched it. None of us have seen the movie. I've seen the movie. Yeah, it doesn't stick out a ton to me, but. Okay, so we don't approve of your costume. Can you come up with a new one?

Did people know what you were, I guess? That's the question. People knew. Okay. He's a charismatic character. I would trust other people to know stuff more than this group would. So tell us about this woman that you met while you were doing your bar crawl. What's her name?

Oh, her name is Callista. Calista. I honestly can't remember which bar that we met, but it was we were both a two big groups and our groups just sort of naturally kind of like started going on this crawl together. Oh, that's always fun. I mean, that's the whole point of bar crawls, right? To meet new people.

Oh, yeah, run into people. Yeah. Totally. Oh, I thought it was just to get drunk. That's just I thought the social thing was kind of secondary. No, the crawl is so you just like happen to meet people. Oh, okay. You can go hot between bars and drink alone any time. Yeah, exactly.

But this is when you're wearing costumes, so fun. I mean, I would definitely agree with all of that. I was definitely probably steering our group to sick with hers because I was into her. Whereas my friends just wanted to keep drinking. They didn't care about the social part. Okay. So I'll look up with your friends after we're done with this call because they seem like my type of people. How did you and Callista?

I mean, like, what was the connection between you two? What did you have in common? I mean, I think it was just like our type of sense of humor. We just loved the people watching and looking at people's costumes and how silly they look. the cheaper the better we've realized. Oh, interesting. Like, nothing that looked like it was just pulled off the shelf of Spirit Halloween and clearly the hours before, like the big pothos.

Okay, so you're bonding over the shared interest of judging other people for their weird costume decisions. Sounds like big costume decisions is what it was. Yeah, okay. Well, that could be fun. So how did the night go? I thought it was going great. I mean, we were having a great time.

One of the bars had just paper. I'm assuming it was from one of the, their trivia nights is papers and pen and we just started like giving out awards like we just picked people and be like you have like the craziest food costume you have the ugliest blank costume

second worst costume of this bar that's awesome all right so you and Kalista made a lot of enemies that night probably it sounds like but you're in your own world and that's all that matters is you two right even if someone's upset you're like oh my god we really made that guy mad let's make out

yeah yeah wait did that happened did you make out yeah good question uh i wouldn't call to make out but yeah at the last bar of the night we definitely kissed up the we kissed yes good yeah that happened you're painting a really nice image for us we want to know is there anything in your mind that you remember that went wrong with the evening on the last bar they had a dance floor and she really wanted to get out on the dance floor regardless of what i was dressed up by us because we know star lord is a dancer i am not a It's just not my thing.

Like you're a bad dancer or you won't even try? All of the above. Did she try to pull you and dance at some point? You said no. Multiple times. You may seem like you're not fun then, you know? And it is a bummer because it's like, in my mind, there's no such thing as a bad dancer. If you fully commit, you're fun, no matter how good you are at it.

Even bad dancing is fun dancing. Yeah, exactly. That's exactly what bad dancers say. All that matters is I'm having a good time Last place in the dance competition So I'm kicked off every dance floor So you're thinking that she's just turned off Because you came across as kind of a party pooper

Is that right? Yeah, I think she might think I'm just some stick in the mud Or a bit of a lameo And I mean we've had a lot of texts back and forth It's just non-commit She won't commit to going on a day Maybe maybe having a radio station call will prove that you're the fun guy, you know?

Like the party guy. There we go, yeah. I mean, if that's the case, Alexis, would this be a deal breaker for you if you're out with a guy who prefers not to dance? I mean, yeah, I can't look bad alone out there. I'm not good. Someone's got to come down with me. That's true.

Think of all the weddings you have to go to in the future if you end up a couple. Yeah, totally. Dancing is such an important part. All right. A social life. Well, let's see if, ironically, you dug your own grave on Halloween bar crawl. Holy much. When we come back and get you your second date update right after this.

Second Date Update. Imagine the movie Footloose, but instead of Kevin Bacon being told not to dance, that's really funny. He chooses not to. That's right. Because he's embarrassed about his lack of dance moves. Oh, his feet aren't loose at all, Jeff. Reverse.

Yes, that's exactly what we're dealing with today. Reverse footloose for our listener ever. who met a woman named Callista during a Halloween bar crawl but when Callista tried to get him out on the dance floor he said no sweetheart Daddy don't move like that He just sits in the corners

Saddest movie ever Is that the reason that Callista's been avoiding another hangout We're trying to get to the bottom of it today with your Halloween themed second date update I was hoping someone else would jump in Oh, I was hoping that he would answer you. Oh, yeah.

Where is he? I'm still here. Was that a terrifying recap for you, Evan? Yeah, it was kind of. I was like, oh, no, this is probably going to go bad. Honestly, I don't know if it even has to do with the dancing. It may just be like, Halloween's meant kind of for just, like, flirting and hooking up. Yeah, while you're awesome.

Yeah, it may have nothing to do with your dancing. It might just be your personality sucks, bro. I'm saying, like, you're out in costume. You're not looking for a relationship, typically. So maybe that's just not where her head was at. You think she's a flusie? No, I don't. Wow, Brooke, why would you say that?

What do you think? I don't really know. I just mean, like, you're out partying on Halloween. It's not meant to be more dates. Yeah, the guy had like a fun makeout and doesn't accept that it was just a fun makeout. Yeah, that's all it is. Why does everyone else get me except Jeff?

I don't know if Jeff's ever had just a fun makeout, Jeff. Want to try one? No, thanks. I mean, could that be the case, Evan, where you're taking this as a more serious connection than what Callista saw it as, more of like a one-night fun thing? That could be the case. I guess I just misread it.

I don't think that's bad. I think it's something you can fix. Yeah, but clearly he wants more. So we're putting in the effort. We're going to at least call and try and figure out why. And bro, even if it was just a kiss, like, just know you're attractive enough for her to come and make out with you. You should feel good about that.

Because I only made out with hot guys when I was single. I would never drunkly make out with some. Someone's not wrong. You look like Star Lord, okay? Yeah, it's not undermine anybody's confidence. We're just going to call her, and hopefully she picks up. But here we go. Hello?

Hey, we're looking to speak with Callista. Yeah, who's this? Hey, this is a radio show. We're called Brooke and Jeffrey in the morning. Hey. Hello, good morning. Hi. This is a segment that we do.

It's called a second date update. Okay. Okay. So we're trying to help out one of our listeners that you met the other night. He described a really cool hangout between the two of you at a bar crawl. He described a really drunk hangout between the two of you. Cool, drunk, fun. It was all the emotions.

Halloween time. I'm talking about a guy named Evan. Yeah. Okay. Ooh. Maybe she likes him to be called. It's called Star Lord instead, and that was a problem. Is that right, Callista?

Star Lord. Do you like that better? Not necessarily. Oh, Star Daddy. All right. Well, look, if you weren't feeling it with him that much, then we understand. We get it. But we spoke with Evan, and he was saying he felt like he really connected with you during

the bar crawl, and now you just, you don't seem to want to meet up one-on-one with him. I mean, we had a fun night. but it was what it was. Like it didn't, I don't think it's like a long-term thing. I mean, is that just because it was Halloween and you're at a bar crawl and it's just... A few drinks deep. Yeah. That's not where your mind was at.

No, I mean, I don't know what he told you or I don't know how this works, but we had a kind of serious conversation. Oh. And it was just like a real turn off for me. Oh, turn off. Are you saying you had a conversation because we heard that you talked about other people's costumes and how horrible they were. Yeah, that's the serious talk to. It sounds like she's talking about Jeff. She could read it as a serious. This guy's really judgmental about other people and their last minute outfit ideas. No, I think that was that was the fun part. Yeah. Yeah, I mean, I was trying to

like have fun with him and get him to dance with me. And then he basically told me he doesn't like dancing because when he was 10, his mom put him in this like play where he was like a pumpkin and he had a dance in front of everyone for hours. Oh, cute. And I was just kind of like, if you're that affected by something like that when you're 10, you pretty much probably can't handle anything in life.

Whoa, whoa, whoa, whoa, whoa. All of that sounds so serious. He's probably just trying to share a lighthearted story to make you laugh about why he can't dance. Yeah, school play one time. But he still can't dance as an adult. Like, that's crazy, especially when you're a little bit drunk,

like you're still that upset about it like that just was a huge red flag okay so you see your point you took him very very seriously with that comment like i asked him to dance like three times like he was serious about it and his reason for not dancing that he told you was that when he was 10 years old his mom forced him to in a play in a play oh it wasn't for a play it was for the town festival where everybody was watching wait there's guys on his phone yeah sorry about that colista but uh evan is actually on the other line, listening in on this call. That's how this segment works.

Yeah. My mom would force me into this thing in front of the festival. And this wasn't just like one time. This is like from 10 years old till 15. I mean, at 16, I stopped refusing to do it. And because you were a pumpkin and scarred you from Halloween. Just to get it clear on the details, you're saying that when you were a kid, your mom made you join a Halloween-themed festival where you had to dance. What?

You're making me say it again. Okay. Sorry. My mom would force me to wear a skin tight, like, orange suit and put a pumpkin on my head to go dance in front of the town. Oh, pumpkin on your head. I love that. God, why couldn't she have gone with something cool, like, just made you do thriller or something? I became pumpkin man to everybody.

I was known as Pumpkin Man every year. Yeah, but, like, it was such a long time ago. Like, I just, and you're not going to have. fun and dance as an adult, like a grown man. It's just, like, a lot of issues. Well, not everyone likes to dance. It sounds like... We have friends that don't like to dance.

Sounds like Colista and your mom may have more in common than you realize. Oh. Well, look, you're right. You gave him the ick, Brooke. I probably shouldn't have brought it up. I should have gotten out there. But... So, like, hypothetically, if we went to my friend's wedding and I was like, hey, dance with me,

You're never going to dance with me because of this experience when you're 10. It was just the idea that you were just like trying so hard to make me dance. It just was like you were my mom in that moment. Oh, yeah. And all I could think about it was being the pumpkin man in my pumpkin helmet forced to dance in front of everybody. So, Colissa, to answer your question, if your friend invited his mom to the wedding, too, to force him to dance, then he would definitely be out on the floor with it. We're not inviting anyone's mom. to wedding.

Okay, wait, wait. I think you're thinking of this the wrong way, though, Colista. Like, maybe just give him a chance to dance with you eventually because the good experience will outweigh the trauma that he had. And maybe he'll learn to love it all over again.

I mean, honestly, I was going to say, like, hard no, but I guess I'm open to it. I just want to be with someone that is, like, fun and can dance, and I don't want to be dealing with their past traumas. Okay.

I mean, good luck with that. Yeah, that's going to be others. That's totally fair. Like, does that not exist? No, it's 100% okay to ask. And Evan, if you're willing to commit to dropping all of your past traumas right now, then she would be willing to give you a chance. Oh, that's all I got to do?

I'm perfect now. We're joking, but I think that what he's trying to say is that everybody comes with baggage, okay? And if your baggage is simply that you are a little traumatized to dance, like, that's pretty light baggage. You can see you're dating the Pumpkin King. Yeah. Come on. I mean, all right, but you have to dance with me. Next time, we're going to, second date, I'm only going if you go dancing with me.

Wow. As long as he doesn't have to dress in an orange skin-tight outfit with the pumpkin over his head, he should be able to overcome it. I mean, I'd be open to wearing still that pumpkin skin-tight suit, just not the helmet. Oh, what? That just shows off his guns at this point. I see. All right.

So with, I know I'm going to go with don't wear that. Yeah. But it's up to you, man. Her own trauma. I mean, I wouldn't even carve pumpkins as a couple. I would just stay away from them. Yeah, that's our suggestion. But again, this is your decision, Evan.

And Colista did say she was up for giving you one more chance if you danced. Yeah, let's do it. I'll get out there. I'll show what little moves I have. Oh, hey, all right. No one expects guys to have many moves. I don't know. Why do I feel like after like six or seven years as like the pumpkin guy, he's going to be the best dancer of all time?

They let them come back every year. Yeah. Lord of the pumpkin. is what he is. Yeah, I mean, I'm, I'm proud of you. I mean, I'm, I was... Careful, you're sounding like his mom now. I was expecting to say no, like, 100%,

so I think you handled it really well, so... Oh, that's actually pretty cute. All you got to do is dance, gentlemen. All right. All right. We're back to Kevin Bacon again. Here we go. Brook and Jeffrey in the morning.

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That's where I went wrong with this. It's the perfect pairing little baby back ribs, followed by some traumatized kids. Oh, man. I mean, gosh, if this was your mom, Jeffrey, she would have already sent us the video of you doing the dance in the orange band decks. And talked about how good your jazz hands were. Yeah, but that's the thing my mom continues. to traumatize me well into adulthood.

It's nothing to do with the past. No, I'm not ready for therapy yet. It's trauma in progress. But I don't know. It's cool that they went out together that they agreed to give it a shot. Text in the 7-8-5-9-2 if you think they're actually

a good match for each other. Okay, yeah. And share your trauma stories from your childhood. Is that what we want? No, don't do that. No, we all have them. Okay.

How about bad dancing videos instead? Bad dancing videos? Yeah. Say your childhood traumas directly to Brooke's Instagram. We don't want that. At Brooke Fox Fox. Yeah. Is that right?

Yeah, we're trauma bonded. There we go. And remember, you can find all of your second date updates. We put them up on our podcast wherever you get them at Brooke and Jeffrey. In the heat of battle, your squad relies on you. Don't let them down. Unlock Elite Gaming Tech at Lenovo.com. Dominate every match with next level speed, seamless streaming, and performance that won't quit.

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This person writes, has been blasting music every day and doing dirt rituals. And now my ceiling is collapsing. I try to report them, but things keep getting weirder. I think they might be part of a cult. Hold up. A real life cult? And what is a dirt ritual? No clue, Dakota.

To find out how it ends. Listen to the OK Storytime podcast on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts. Chicago. A white woman's murder. A black man behind bars. For a crime he didn't commit. 90 years of killing somebody I have never seen.

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