Brooke and Jeffrey: Second Date Update - Second Date Update: Doodle Worthy

Episode Date: June 16, 2025

One of our listeners tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was WAY more cringe than he thought it would be… You’ll hear what happened in your brand new 2nd date update podcast!See omnystudio.com/listener for privacy information.

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It's a miracle I was brought back. Alive Again, a podcast about the strength of the human spirit. Listen to Alive Again on the iHeart Radio app, Apple podcasts, or wherever you listen to your favorite shows. We got a brand new second date update for you. Welcome to the show.

It's Brooke and Jeffrey in the morning. And today is really a debate for you. Welcome to the show. It's Brooke and Jeffree in the morning. And today is really a debate, you know, creepy or romantic? Yeah. I went with romantic. You did. I'm going to lean more creepy. Yeah, yeah.

You decide what the gesture is. You're going to hear the whole thing coming up, and we can't wait to hear your thoughts, of course, in the comment section, which we love to read. Alexis, what do you like? Seriously, I do. I saw one from a Barb who said, these will never fail to make me laugh.

These people's uncomfortable situations make my day so much better. If I ever get a call from y'all though, I'm hanging up. Oh, yeah. You say that. You say that now. You are a Barb. You would be interested. Come on.

You just want to talk to us, be like, oh my God, I have a bad dating life. I just wanted to say hi, but I want to hang up. But I have a couple questions. That's right to say hi, but I want to hang up That's right, that's absolutely right. All right, your brand new second date starts right now second date update Few months ago We heard one of the more romantic date stories from our show

Oh about a guy who was out with a woman when she randomly suggested they go into Ross' dress for less and then she disappeared. I don't remember that one. Later found out she had messed her pants and was looking to buy a new outfit in the store. God, if you would have led with that part, I totally would have remembered. Thankfully, they ended up going out again,

but it didn't work out in the long run. It didn't? Nope, their situation got too messy, according to him. Okay. Don't know if that was a again, but it didn't work out in the long run. It didn't? No, their situation got too messy, according to him. Okay. Don't know if that was a bad one. I don't think we're gonna ask for details or a follow-up on what that means. No, I only know that though, because he's back on the show today, looking for love with a different woman. So let's welcome back Julian to the show. Julian, did this new lady run into a Walmart this time or a Bass Pro shop? I'm trying to get a jump on this. Where are we at? Hey guys, great to talk to you again.

Oh, well that's good. Way to ignore my question. That's what's up. I guess we'll get to it in this. He thought it was more of a joke, less of a real question. I only do serious stuff on the show. You know that, Julian, but let's start with the name of the new girl that she met. What's her name? Fiona. Fiona, that's a nice name. the new girl that she met. What's her name? Fiona. Fiona, that's a nice name. How'd you meet her? I actually met her at the supermarket. That's cute.

Nice, nice. Yeah, so we exchanged numbers and you know, text, and she greets her, go with me, which is great. That's cute, I love this. Were you like really optimistic about this date, or what were you feeling? Mostly about 70%. You always have the nerves, but you know what? Let's just take a chance.

Okay. Yeah, so what did you end up doing for your hangout? Well, basically I picked up her place and we went to Glow in the Dark mini golf. Bye. Oh. I had a middle school field trip to a Glow in the Dark mini golf place.

Never forgot it. Lots of shirt action. I don't think that's the analogy or the story that you wanted. Well, I mean, it was sexy for me as a 12 year old as you smile and your teeth just glow. Yeah. So I feel the vibe. How was it for you? I enjoyed it. You know, sometimes, of course, people could think it's just for kids, but it was actually a little romantic.

And also, you know, we had drinks first. OK. And then we start to play. But crazy enough, they didn't allow drinks on the green, I guess we would call it. What? On the green. What kind of place doesn't allow drinking where children are? Maybe it's just too dark. Like, it's glow in the dark.

It's too dark. They're worried people will drink. Like, you add alcohol to the mix. It's actually a little bit of a bummer. I was wishing we can drink and do this. Yeah. But it was so cool what she did, right? She actually had snuck some airplane shots

and took them out of her purse. Nice. She came prepared. So we had shots like behind the glowing dragons, of course. Oh, that's a metaphor. Now you are back into sneaky middle schoolers. OK, so. The great thing is she's sarcastic, just like I am. That's a metaphor now you are back into sneaky middle schoolers Okay The great thing is she's sarcastic just like I am okay all right

So you guys got each other's sense of humor you're drinking illegally on the mini golf course Yeah, this all sounds good so far and I feel a 30% was I was I was kind of nervous because I didn't tell her where We were going so She wore heels. Oh, to play mini golf. Oh, because it was a date. So that's my fault.

I wanted to be kind of like spontaneous. Did she complain about her feet hurting? Cause that's a lot of holes to. She did a little bit, but you know what? I'm going to take one for the team. We're going to do something different. So we exchanged shoes. Wait, what?

Wait. You gave her your shoes and you wore her heels? Yeah Not really I think more part of her shoes are just a few holes because I'm like a size 11 and a half and I decide seven women so thankful. She was wearing strappy heels instead of yeah So thankful she was wearing strappy heels instead of yeah Yeah, I mean so far the date sounding pretty good. It's playful. You guys are being sarcastic and fun with each other Maybe you look even better in the heels than she looked when she came Are you saying that's a bad thing like she was jealous? Yes, she could be intimidated by you

Is that possible julian? I played the fifth. Where's the bad parts? Where's the stuff that make you think that that's why you're not getting a second date? Um, so after the date we go back to our place. Okay. Okay. Are you still wearing her heels? We get back to her place and honestly, I thought she would invite me in but she doesn't Looking back. I feel like cringy about this but made a couple of excuses like oh is there any shows or anything? You can put me on to oh you asked to go Yeah, or you have any coffee inside or? How many times did you try I tried like two or three different excuses. Oh, okay.

That can come off looking a little bit desperate. Yeah. Did you know when you were saying these things that you should shut your mouth? I kind of did, but by the time my mouth started, my brain couldn't catch up. Yeah. To get myself out of it. So do you think it made her feel like you were there for not the right reasons? maybe but I liked her personality, I liked hanging out with her and

I said when it's some private time where her too But maybe on the first date that's a little bit too much Yeah, so what's happened since then have you been able to stay in contact with her? Well, that happened five days ago now She stopped answering my texts and I said hey, thanks for a great night It took her about an hour to respond to that and then she just said you too I've sent a couple of texts and just just random stuff. Asking for shoe recommendations, right?

Let me joke her to there. You know, so sarcastic, maybe a movie reference like that. And usually just sponsored or a laugh or like that. And there's nothing. I wish this was a textual healing because that would be a good joke about the shoes. That'd be a good in like well We can still ask that question when we call her for the second date update different now. Yeah, maybe Maybe she's still hung over from that airplane shot that she took that one shot

I mean sometimes hangovers last for a long time We'll find out when we call her and try and get you your second date update right after this hold on second date update right after this. Hold on, man. Second date update. It's hard to imagine a better first date than what we just heard from our listener Julian, where he took Fiona to glow in the dark mini golf night, and they drank alcohol around kids. They made each other laugh, even swapped outfits on the golf course. Just shoes. Shoes specifically, but that's the most important part of it. Yeah. The awkward part though happened at the end of the night when Julian tried to casually invite himself into her place. Oh, he is an eager fella. It was not just

once, a few times times and he got rejected Yeah, so Fiona may believe Julian was only interested in you know what? But that's not true The brand of her fridge, right? I don't think that's true right Julian. You don't even enjoy doing that stuff with girls. I like women I'm not gonna deny that. No, you don't need to, no one's asking you to. No, but it's kind of the whole point of what we're doing for you right now. But he realizes he may have messed up in trying to make that move multiple times. Hopefully that's not the reason and we can at least help get him a second date here. Yeah, because if you seem too eager at the end of that date, it's not eager at all to have a radio station call her. No. Very cool. I mean, it's going on five days.

We're also not supposed to turn. Hey, I mean, what have you got to lose now? Sure. Might as well. If she thinks it's weird, we'll just tell her it was our idea to call, not yours, okay? Thanks, I appreciate that. Yeah, we called you out of the blue,

and we're like, hey man, you got any dating issues right now? What a coincidence. He is a friend of the show, because remember, he's been on this segment multiple times. Maybe we shouldn't tell her that. I hope all the listeners know we could call you at any time because you're our friend. Yes, so always have your phone on.

It's a good point Alexis, a regular of the second date is not going to be a green flag. All right, we'll limit what we tell Fiona if we can get her to answer, but I'm dialing the number right now. Here we go. Hello? Hey, is this Fiona? This is she. Hey, thanks for answering. We're a radio show. We're called Brooke and Jeffrey in the morning, and thank you for being on it. Yeah. Jeff, thank her twice. Is he nervous? I don't know thank you you have a really pretty voice Fiona um why are you guys calling me I kind of forgot why for a second but now I've

remembered there he is nervous guys look well it's just we've heard a lot of good stuff about you Fiona from a guy that you went on a date with recently a guy named Julian oh yeah okay blow in the dark mini golf guy yes yes yes yeah memorable date you had a memorable day that's usually a good thing, I guess it was I guess it was It was for Julian too, which is why he's asked us to reach out to you in this segment It's called a second date update and we're trying to help him figure out if there's a reason why after I guess it's been five days since you hung out. There hasn't been another meetup or any Yeah there hasn't been another meetup. Or any communication really. Yeah.

Did you plan on getting in touch with him and you were just busy? Not really. The date was fine, it was cute. But he did something at the end of the date that was a little weird and off putting in it I just like kind of felt uncomfortable, you know It's funny you say that because Julian did mention something that he's embarrassed that he did multiple times Yeah, where he was trying to basically get an invite to hang out with you more in your place

You have that was honestly a little much for a first date invite to hang out with you more in your place? That was honestly a little much for a first date, but I feel like I would have given him another chance after that. Oh, that's not the reason that's not what you're talking about. No, no. Okay. Well then in that case, Julian is like totally in the dark. It really helped if you could like just give a little bit of an explanation that we could pass along to him. Um, yeah, I mean, maybe it'll help them in the future. Okay. And that's the point of the whole segment, right? Yeah. So I was talking about the date afterward with a friend and she asked what he looks like. And I was like, Oh, well, he walked me up to my door, which

a lot of guys don't do anymore. I thought that was kind of oh, well, he walked me up to my door, which a lot of guys don't do anymore. I thought that was kind of sweet, even though he was trying to come in. Classy to an extent. Yeah. So I was like, I have him on the ring camera, like, let me show you the footage. And then I noticed that when I shut the door,

he stood there for a second, like, talking to himself. What did he say? Yeah, what? Wait. He was like kind of debriefing the date and like almost like giving him a house self a pep talk. Aw. And then he was like, she's prettier

than the pictures I drew of her. What? Whoa. He said out loud, I drew pictures of her. Like what a weird statement. Yes. Yes, exactly. Well, in his defense, if there are stick figure drawings,

then anyone can do that. It kind of sounds like it's supposed to be a compliment. Maybe he's talking about, like, his dream girl, and she's prettier than what his dream girl was. Mental pictures! Maybe. That'd be better. Fiona, do you have any idea what you meant by that I?

Don't I have no idea we didn't talk about it at all well in that case Maybe you should just talk directly to him because he is on the other line listening to this call What was going on Response here no stop. He's not yeah Julian you there I am Probably disappointed in himself I Buddy I didn't I didn't know you heard that well. Yeah I didn't know you heard that well. Yeah What are you talking about with the pictures that you drew that aren't like what she looks like what does that mean?

Well, I do drawings like I think a lot of people do drawings Yeah I mean everyone has different artistic outlets, so what was the picture that you drew? It was just of her. I mean it wasn't a painting or anything. It's like the doodles multiple was that plural Come on Alexis when you had a crush on somebody in high school I'm sure you like wrote his last name down or you know like what's the difference? I didn't need him in the supermarket and then draw his face bro Fiona are you feeling better now that you've heard that it's just doodles of you. I I mean, I guess it's

Crazy in depth but it's more than a stick figure right? Maybe you need to talk more to Julian about it If I'm being honest, like I only throw people that I like I draw my mom, my landlord, and you. Oh, that's a list. Wow, he likes three people in the whole world. Come on, give him a break. No, I don't need. I wish it had waited till you got to the car because like, kissing you was kind of weird,

but I guess it is, to hear your explanation, it doesn't sound as weird. I mean, if he would have showed up, if he would have showed up to the next date with a cute little doodle Drawing of you that would have been like, oh right like it'd be a cute moment alexis. No You don't have to be a professional artist to be an artist. Am I right? I got you. Yeah, like it should make a difference and if we hang out again, I could definitely show you. Oh, see, now it feels harmless.

Yeah. What do you guys think it is, like a topless doodle or something? Oh, you said it! Oh my god! Honestly, that was kind of my thought. No! Stop it. It could be a very flattering topless dude, I love you. Quick! Scramble out the top of the photo! Got it!

Julian, can you confirm or deny? No comment. Hey! Oh, Julian! Hey, some of the best artists work with nude models. Oh, God! Why, you so Titanic? Yeah.

Now it feels a little weird. Okay, okay, if you don't know, listen. He's got a little crush, which is totally normal. You went on a date, you liked each other. Like if he hadn't said that out loud, I don't think any of this would have freaked you out. Brooke, maybe if you hadn't said the topless part about how sexy that would be, then maybe we wouldn't be in this weird scenario

that we're in. At least you didn't say bottomless. One time my husband and I did each other's up, no, no, no, no. No clothes. No. Okay. At a game. Nobody believes that. Nobody believes there were clothes on. Okay. Fiona, disregard everything you heard from my female co-host. I swear. And just consider going out on a date with Julian one more time. Honestly, I've been on so many dates before and I've never drawn people. But you are worth drawing.

Oh, you're worth drawing. Doodle worthy. You're a muse. Doodle worthy. No, I still don't like it. I'm just repeating what he said. She's trying and I appreciate that. I'm gonna draw Alexis later.

Okay, what do you think, Fiona? Give him one more chance. I think, yeah yeah we can go out Maybe leave that for the third date Maybe I can do to you in person. Oh. Oh. Is that like the Brooke style doodle or your own freeform? All doodling is fun, Jeff. You should give it a try.

Of course Brooke says that. Brooke and Jeffrey in the morning. I'm Andrea Gunning, host of the podcast Betrayal. Police Lieutenant Joel Kern used his badge to fool everyone. Most of all, his wife Caroline. He texted, I've ruined our lives. You're going to want to divorce me.

Caroline's husband was living another life behind the scenes. He betrayed his oath to his family and to his community. She said you left bruises, pulled her hair, that type of thing. No. How far would Joel go to cover up what he'd done? You're unable to keep track of all your lies, and quite frankly, I question how many other women may bring forward allegations in the future. This season of Betrayal investigates one officer's decades of deception.

Lies that left those closest to him questioning everything they thought they knew. Listen to Betrayal on the iHeart radio app, Apple podcasts, or wherever you get your podcasts. Made for This Mountain is a podcast that exists to empower listeners to rise above their struggles, break free from the chains of trauma, and silence the negative voices that have kept them small.

Through raw conversations, real stories, and actionable guidance, you can learn to face the mountain that is in front of you. You will never be able to change or grow through the thing that you refuse to identify. The thing that you refuse to say, hey, this is my mountain. This is the struggle. This is the thing that's in front of me. You can't make that mountain move without actually diving into it. May is Mental Health Awareness Month, a time to conquer the things that once felt impossible

and step boldly into the best version of yourself to awaken the unstoppable strength that's inside of us all. So tune into the podcast, focus on your emotional well-being, and climb your personal mountain. Because it's impossible for you to be the most authentic you. It's impossible for you to love you fully if all you're doing is living to please people. Your mountain is that. Listen to Made for This Mountain on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. Does anybody else get the feeling

that when Brooke gets her caricature done at a fair, the artist has to tell her to keep her top on? Wait, you're supposed to leave it on? Yes, the bra too, Brooke. You gotta keep her top on. Wait, you're supposed to leave it on? Yes, the bra too, Brooke. You gotta keep all that on. I love when they make them look so big. I just, I never thought of- Two big watermelons.

I'm really concentrating on how this is gonna look. I know, it's definitely gonna happen. I never thought of doodling as an intimate act before, but now Brooke's ruined that for all of us. Yeah, art can be very, very sexy. Yeah, but it doesn't have to be. And see, you doodle all day at work and now I'm starting to think you're in a different headspace than I thought.

Yeah, exactly. How hot is it in your head, bro? Look the other way. Let me get a picture of you. Oh, gosh. Oh, no. I'm just glad we didn't ruin Julian's chances and we were able to get him a second date because honestly he seems like a good guy that just gets nervous I was honestly trying to help him yeah

exactly what you're trying to help but if you want some help the PG kind you can always email the show will email that person who's not calling you back Brooke will do the higher rated versions 13 seems appropriate yeah but we'll call that person who isn't calling you back go check out all of our second day appropriate. Yeah. I don't know. I think we got NC17 in this week. Whoa. Yeah. You might have to pay extra for it. But we'll call that person who isn't calling you back. Go check out all of our second day podcasts wherever you get yours at Broken Jeffrey. Hi, guys.

I'm Andrea Gutting, host of Betrayal. I'm excited to bring you all season four, a story of a cop and his double life. I wanted to let you know that you can get access to all episodes of Betrayal season one, two, three, and Betrayal Weekly and every single episode of Betrayal season 4 ad-free with an I Heart True Crime Plus subscription, available exclusively on Apple Podcasts. Plus, you'll get access to all episodes of Betrayal season 4 one week ahead of everyone else, available only to I Heart True Crime Plus subscribers. So don't wait.

Head to Apple Podcasts, search for I Heart True Crime Plus subscribers. So don't wait. Head to Apple Podcasts, search for I Heart True Crime Plus, and subscribe today. Over the years of making my true crime podcast, Hell and Gone, I've learned no town is too small for murder. I'm Catherine Townsend. I've heard from hundreds of people across the country

with an unsolved murder in their community. I was calling about the murder of my husband. The murderer is still out there. Each week, I investigate a new case. If there is a case we should hear about, call 678-744-6145. Listen to Hell and Gone Murder Line on the iHeartRadio app, Apple Podcasts,

or wherever you get your podcasts. Sometimes as dads, I think we're too hard on ourselves. We get down on ourselves on not being able to, you know, we're the providers, but we also have to learn to take care of ourselves. A wrap away, you gotta pray for yourself, as well as for everybody else, but never forget yourself.

Self-love made me a better dad because I realized my worth. Never stop being a dad. That's dedication. Find out more at fatherhood.gov. Brought to you by the U.S. Department of Health and Human Services and the Ad Council. Hi-Key.

Looking for your next obsession? Listen to Hi-Key, a new weekly podcast hosted by Ben O'Keefe, Ryan Mitchell, and Evie Audley. We got a lot of things to get into. We're gonna gush about the random stuff we can't stop thinking about. I am Hi-Key going to lose my mind over all things Cowboy Carter.

I know. Girl, the way she about to yank my bank account. Correct. And one thing I really love about this is that she's celebrating her daughter. Oh, I know. Listen to High Key on the iHeart radio app, Apple podcasts, or wherever you get your podcasts. What happens when we come face to face with death? My truck was blown up by a 20 pound anti-tank mine.

My parachute did not deploy. I was kidnapped by a drug cartel. When we step beyond the edge of what we know. I clinically died. The heart stopped beating. Which I was dead for 11.5 minutes. In return. It's a miracle I was brought back.

Alive Again, a podcast about the strength of the human spirit. Listen to Alive Again on the iHeart Radio app, It's a miracle I was brought back.