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Brooke
Hey, it's Brooke and Jeffrey in the morning and this is the second Date podcast, but on a Sunday. But we're doing something totally different that you've never heard on this podcast before. It's something that not gonna lie. We totally ripped off of Jimmy Fallon.
Alexis
Oh, you know the real words.
Brooke
Yeah, it is. And I'm sure he ripped it off of somebody else. Yep. Let's be honest, there's no original ideas, but it's called True Confessions and it's where we confess something embarrassing about our own past. And then each host, we get a time to interrogate each other to see if we're lying or telling the truth.
Yeah, I have I compared to two truths and a lie kind of.
Oh, yeah.
Yeah. Can we convince each other? Because we know each other so well. Are we lying or are we telling the truth?
And if you've ever heard our show do any sort of like embarrassing stories about our lives, I'm gonna tell you, Jeff is always the king.
Alexis
Yeah.
Brooke
He has the most embarrassing moments that I've ever heard.
I don't think he realizes how embarrassing his moments are. Like, he's a little out of touch.
Yeah. So you're gonna get to know Jeff a little bit better. But before we get it started, what are our comments today? Alexis, we love to highlight those listeners who leave. Great ones.
Alexis
Yeah. Kristen Miller said, I'm addicted to these segments. I listen to them on the way to work on my way home, after I get home, when I take a shower, I'm a little addicted.
Brooke
I don't know that there's any groups to help you with that yet, but I'm sure that they'll start soon. Hey, thanks for being here. Please like and subscribe. And True Confessions on your second date Update podcast starts now.
Jeff
I get a lot of Hate from other people. People on this show who are jealous that I went to private school growing up.
Brooke
Yes, that's it, Jeff.
That's why.
Jeff
And it's not fair. I mean, were my school uniforms designed by Christian Dior? Sure. Did my school cafeteria have a full time sommelier?
Brooke
Yeah, obviously you're drinking water.
Jeff
In high school, was my school's equestrian team ranked number one in state. No. Number one in the country, thank you very much.
Brooke
But hey, I suffered, Wyoming.
Jeff
I suffered low moments. Just like the rest of you poor people did. And that's why today we're going to level the playing field as we all share true stories of our cringiest school memories in a special game of True Confessions School Edition. It's coming up right after this. It's Brooke and Jeffrey in the morning. And right now, kids everywhere are counting down the days and the hours to the end of the school year. Many of them are going to be donning a cap and gown, moving on from middle school to high school, high school to college. College. Back to mom's house forever.
Brooke
That's right. Come home, babies.
Come home.
Alexis
Save that rent money.
Jeff
But we make lifelong memories during our school years. Some of them very positive moments that we cherish forever. Others, we chug tequila hoping to forget them permanently.
Brooke
But they still make great stories when you know, with your friends.
Jeff
But today, we're airing out all of our schoolyard shame by playing a special little game called True Confessions School Edition. If you aren't familiar with this, each member of the show has two envelopes in front of them with embarrassing confessions about something we did in our past during school.
Brooke
I'm pretty embarrassed. I'm already embarrassed.
Jeff
Because we all know what's true in our lives. But these could be from graduation night. Could be senior pranks, detention room debaucheries with Mr. Winklehouser, and 1. Jess, no spoilers there. One statement that we say is true. One is a made up lie. Yeah. So we'll pick one envelope, read the confession inside, and then the show only has 30 seconds to ask questions and try to figure out if that's the true story or is it the made up lie?
Brooke
Kind of like, do we know each other well enough to know if we're lying?
I love the interrogation part of this.
I know you do, bro.
Jeff
Well, let's get started with Brooke. Alexis, which envelope should she open first? One or two?
Alexis
One.
Brooke
Okay.
Jeff
All right. Brooke, open envelope and read us your true confession.
Brooke
After our middle school graduation, the entire 8th grade class went on a camping trip. Fun after I checked in the female counselor, asked my sister, what's your brother's name?
Alexis
Oh, no.
Brooke
And that's when I realized she was asking about me.
Jeff
Do you swear on both of your children's lives that this story is true?
Brooke
Oh, that's easy to.
You can't do that.
Jeff
Okay.
Brooke
I'm not gonna do that. Even if it was true or not true. Jeff, bad question.
Alexis
How long was your hair?
Brooke
At the time, my mom had convinced me to get a pixie cut and it would be really cute.
Alexis
Did you have glasses?
Brooke
Oh, big ones.
Jeff
Yeah.
Brooke
Huge glasses.
I know this picture of Brooke. I have seen her from this era.
Oh, my gosh.
Alexis
It was on Brooke and Jeffrey insta recently. And you did look like a boy.
Brooke
What?
Alexis
Double down.
Jeff
Alexis, I didn't get to ask if you had already hooked up with that teacher yet.
Brooke
In eighth grade, no one would kiss me.
Jeff
Oh, okay.
Brooke
I really wanted to kiss everyone.
Jeff
Alexis, what do you think? Is that a true statement or did she make it up?
Alexis
Based off the photo I saw, I can see it.
Jeff
True, Jose.
Brooke
I am confident it's true.
Jeff
We were all very confident that really happened to Brooke. Brooke, is it true or not?
Brooke
Yeah, it's true. Very true.
Jeff
Yeah, no surprise there. Now we're going over to Jose. It's your turn, Brooke. Which envelope should he open? One or two?
Brooke
Let's go. Two.
Here we go. I was fired as the school mascot for being too lazy. Let me finish. They said I talked to the cheerleaders too much instead of dancing.
God.
Jeff
Do you swear on both of Brooks children's lives that that statement is true?
Brooke
I do. I absolutely do. Both of them.
Hey, did you have to audition for the job?
No, they. Come on, it's me.
Alexis
What was the mascot?
Brooke
Oh, we're Tigers Stadium. Tigers.
Oh, my God. And your mom always thought that you would be Tigger. Like, I know your mom was obsessed with that.
Jeff
What was one school chant that you had to do?
Brooke
Let's go, Tigers. I mean, literally, they were like, just go dance. I have the energy, so.
Okay.
I didn't last long.
Jeff
I don't think it's true.
Brooke
You don't?
Jeff
I don't think Jose had the commitment even to audition. I'm sorry.
Brooke
I think it's true, Alexis.
Alexis
I think the flirting with the cheerleaders is true. True, but not as a mascot. I think it's not true.
Jeff
Is it true?
Brooke
It is a lie. I was wrong. Yeah. No. One of my teachers didn't suggest it to me, though. She'd be like, you'd be perfect for Our mascot. But I was already JV on the football team.
Jeff
If you're just joining us, we're in the middle of a game called True Confession. School Edition. Where we're going around sharing cringe worthy stories from our school years, trying to figure out if. If they're true or if they're made up. Alexis, it's your turn to confess. I think you should open envelope number one.
Alexis
Okay. Sorry. It's hard with fake nails to open these. Okay. We had a final track banquet my senior year. After the awards and dinner, I went to drive home and hit a car in the parking lot.
Brooke
Oh, man.
Jeff
I'm not sure we need to ask any questions at this point.
Brooke
Well, you got.
Alexis
You got time.
Brooke
What kind of car were you driving?
I had.
Alexis
My first car was a gold Lexus. It was really old and the trunk didn't close.
Brooke
Okay. Did you report the accident, Brooke?
Jeff
Did you even stick around for the accident?
Alexis
It's been long enough. I think I could say no, I did not report the accident.
Brooke
How much damage? Like did you lose a bumper? Was it a dent?
Alexis
I don't really. Look, I just hear how proud of.
Jeff
Your mom was you.
Brooke
How proud of your mom.
Alexis
I don't think I need to answer that wrong.
Brooke
Graham is Jeffrey.
Are you mother.
Jeff
All right, Brooke, what do you think? Is that true?
Brooke
I actually. I want to believe it, but I think it's false.
Jeff
Really?
Brooke
Okay, Jose, I'm kind of with Brooke. I say it's false.
Jeff
Old habits die hard. I say it's true.
Brooke
Hey, Alexis.
Alexis
It's true. I got cars.
Jeff
Okay, so I'm a Jose. Which envelope am I opening here?
Brooke
Let's go. Number two.
Jeff
Number two. Okay. My senior year highlight was being featured as a tap dancing waiter in the musical hello Dolly. The non highlight was all the dudes on my soccer team showed up to the performance and were like, what the hell are you doing? You're the captain of the soccer team.
Brooke
He's good with his feet though.
Alexis
Jeff was the team captain?
Brooke
No, he's bragged about it. Remember when we played soccer with a pineapple and he was terrible and he's like, I would the team captain. I swear.
Jeff
You guys can ask me a question instead of just roasting me during the 32nd.
Alexis
Jeff, like he's not in the room.
Brooke
Okay, let's get the. What position did you play in soccer?
Jeff
Center mid.
Brooke
Oh, you were. You're a striker? Pretty much.
Who invited them to the show? You or your mom?
Jeff
It was probably my mom, but they may have come on their own accord.
Brooke
Okay. Were you actually embarrassed or were you proud of your performance?
Jeff
I was proud of my performance, but embarrassed. Embarrassed that everybody saw.
Brooke
I want this to be true.
Jeff
Brooke says true, Jose.
Brooke
I don't know I'm gonna say false.
Alexis
Alexis, I'm with Brooke. I want it to be true.
Jeff
No one actually believes it. Was I the star waiter in the musical hello Dolly when my soccer team showed up? Of course that's true.
Brooke
And boo on your soccer team for not being more supportive. I mean, obviously you got fancy feet. That's why you're good at tap dancing and soccer. So take that.
Jeff
That's why we made it to the quarterfinals in the playoffs.
Brooke
I see.
I could just see him PR him down a soccer field as fast as he could.
Those boys should suck it.
Jeff
I don't know what other shameful stories that we have to share, but there is one of mine left that I hope I don't have to tell. We're going to find out as we do more True Confession School Edition right after this. We're in the middle of True Confessions School Edition. Going around the room trying to figure out who's telling the truth, who's being a nasty little lie man. The way that it works is we all have written down confessions about embarrassing things we did back in our school years. One confession is true, one's a made up lie. Ready for a brand new round starting fresh with two brand new envelopes in front of us. Two brand new confessions. And it's Brooks turn again. Jose. Choose which envelope she's gonna open. One or two?
Brooke
Well, I guess I gotta go. Two.
Okay.
Alexis
All right.
Brooke
I was a journalism major and at the end of my senior year, I had to give a commencement speech to the class.
Oh.
But I stayed up all night and didn't prepare. The next day with hardly any notes, I gave the worst speech in the school's 120 year history.
Jeff
What was the speech about?
Brooke
Just. I basically said I love you all over and over again. It was supposed to be you're graduating from college and you just spent X amount of money and how life will be great for like, it's Montana.
You could have just like, like spit in a cup. And.
Alexis
What were you doing the night before?
Brooke
I was a director on our student documentary. So I was. I was trying to finish it because we all nerd.
You were up late doing other.
Alexis
That's not what I thought you were gonna say.
Brooke
Drinking with a boy.
Yeah.
Jeff
Okay. Jose, what do you think?
Brooke
You know, I just feel like Brooke is such a superwoman. She would never let Herself, even if she's wildly hungover. Fail that miserably on his big speech. So I'm gonna say it's false.
Jeff
I know. Brooke's, like, such an over planner for stuff. There's no way she wouldn't do anything before the speech. It can't be true.
Alexis
Really? See, I think Brooke will be like, I got a charity event tonight. Oops, gotta talk in five minutes. So I think it's true. Yeah.
Jeff
Is it true or not?
Brooke
It's true. You guys, it was the most mortifying 15 minutes of my life. I have never. Oh, it was so long. The guy I was dating at the time, I finally got off the stage, and he's like, who? Well, that was a speech.
Wow.
Jeff
I did not see that.
Brooke
It wasn't good. So to my professors, who are still lovely people, I apologize. You picked the wrong person.
Jeff
Jose, you're up. Alexis, which envelope is he gonna open? One or two?
Alexis
One.
Brooke
Okay. At one of our high school football games, I was injured and I couldn't play. So instead of sitting on the sideline with the team, I ended up spraying my entire body with cologne and sitting in the stands next to my crush.
Jeff
Of cologne.
Brooke
Was it Aqua Digio? Text in if you own a bottle of it.
Still, were you breaking a rule by leaving the team?
I mean, I wasn't like, varsity, so, like, I. It wasn't a big deal for me to not be on the sidelines with everybody else, you know?
Alexis
What was your injury?
Brooke
I tore my sacroiliac right back here in my hip. Yeah. And to this day, I still have issues with sacroiliac.
Alexis
Why did I ask?
Brooke
A guy pushed me down and I had back spasms for months.
I should, like, pull his pants down and do more of demonstration if you'd rather, Alexis.
Jeff
I kind of want that demonstration later. But just for the term sacro iliac. There was no way he could make that up. That has to be true. That's what I'm saying. It has to be true.
Alexis
I got true on that.
Brooke
I see. I think that all that happened, except for him leaving the bench. I think he would be forced to sit on the bench. Any good coach.
Jeff
I think it's false, Jose.
Brooke
It is true. Yes. I got out of the game. I told him I couldn't make it because I was so hurt. But then I snuck into the stands, and I remember putting on myself, and this girl would not sit next to me. And I kept moving to her. And eventually later, her friends were like, dude, she said, you smell really strong.
And I'm like, oh, the coach is like actually smelling.
Jeff
So that turns out to be true too. If you're just joining, we're in the middle of a game of True confession. School edition. Going around sharing cringe worthy stories from our school school years, trying to figure out if they are real true stories or if they're just made up. We're gonna keep it going with Alexis's turn. I think you choose envelope number one.
Alexis
Okay.
Brooke
If Alexis tore her sacroiliac, I'm gonna be.
Alexis
So I had to sit out from running.
Brooke
Yeah.
Alexis
And I sat with my crush. Okay. At the end of high school graduation, one of my teachers came up to me and said he saw me cheating on my test all semester, then gave me a fist bump. What?
Brooke
Wait, a fist bump? That's not how I thought it was gonna end.
How old was the teacher?
Alexis
I don't you think I know Teachers ages.
Jeff
What class did they teach?
Alexis
AP World History.
Jeff
How did you cheat?
Alexis
Well, it was AP class. How am I supposed to get by that on my own job?
Brooke
Wait, how did you get into AP if you were cheating?
Jeff
Wait a minute.
Alexis
Once I was in it. Can't anybody get into ap? I'm thinking you just sign up.
Jeff
They usually reserve it for the upper echelon, but maybe. Maybe in your school. Okay, so is that true or is that false?
Brooke
I know she's really proud of her cheating history. Yeah, we've talked about it multiple times.
Jeff
School cheating. School cheating.
Brooke
Yeah.
Alexis
Yeah.
Brooke
By the way. But I don't know that a teacher would fist bump you. That'd be terrible. I'm gonna say false. I think she's lying.
I think this is true.
Jeff
I've read her Instagram captions and I could tell she's taken ap.
Brooke
So I'm gonna say Kylie Jenner's caption.
Jeff
Absolutely. It's true.
I
Thank you, Jeff.
Alexis
It is true. Yeah, he was a soccer coach. He's a kind of laugh. But it's a two story building, so he'd look down and see me cheating.
Jeff
Wouldn't stop you.
Brooke
You weren't even a very good cheater.
Alexis
I didn't know that he was above me.
Jeff
All right, it's my turn. Brooke, which envelope am I opening? One or two?
Brooke
Oh, two.
Jeff
Two.
Brooke
Please. Let it be the embarrassing thing. Jeff's embarrassing story is just really.
Alexis
They hit different true ones.
Jeff
Let's see. On graduation night after high school, I went to my first house party ever, drank vodka for the first time and attempted to ride a donkey.
Brooke
Oh, my God.
Is that true? Why did they have a donkey?
Yeah, because he's rich. I just thought of that.
Jeff
It was on a property that had a barn. And in the barn was a donkey.
Brooke
Why were you never invited to a party before this? Yeah, if you were the captain of the song.
Alexis
He was busy with the tap dancing girl.
Jeff
Yes. I have so many extracurriculars going on in my life. There was no time for me be to cool.
Brooke
Okay, you weren't invited for a reason.
How was the vodka? Did you handle it well? Life of the party.
Jeff
I was life of the party for the first time.
Brooke
I don't know.
I've been drunk with Jeff and that's hard to believe.
Yeah, that's.
I feel like he was passed out at a corner somewhere.
Jeff
It's really hurtful. Okay.
Brooke
I had with Jeff before and you were. You were the life of the party.
But for how long?
Not in a good way. Everyone was focused on Jeff. So I'm gonna say this is not a roast.
Jeff
It is a true confession segment. Alexis. I'm not even gonna ask. Alexis, please.
Alexis
Again with the drunk. Also, I don't see you going to a barn.
Brooke
You know, after I went any barns ever.
Jeff
After grad night, I went to my first house party, drank vodka for the first time, was the life of the party and tried to ride a donkey. That's true. It's true.
Brooke
It's true. According to you.
Jeff
It is true.
Brooke
If you went to school with Jeff, text us. Let us know if you were at.
Alexis
The barn donkey party.
Jeff
Okay. Segment.
Alexis
Done.
Jeff
That was true confession school. Ed.
Brooke
Yeah. Get Jeff some vodka.
Jeff
Now I'm gonna go cry. It's Brooke and Jeffrey.
Alexis
That's what we expected.
Brooke
That's what he did at the party.
I was at Brooke and Jeffrey in the morning.
Alexis
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Summer on the south side of Chicago is heating up.
Jeff
You planning revenge?
Brooke
Aren't you?
Jose
The shy is back. May 16th on Paramount. Plus it's the season of the women.
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No one is backing down in the Showtime Original series from Emmy Award winner Lena Waithe.
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Why do Black women always have to save the day? If we don't do it, who else will?
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Brooke
You're listening to an Iheart podcast.
Podcast Summary: "Brooke and Jeffrey: Second Date Update"
Episode: True Confessions: School Edition
Release Date: May 25, 2025
Introduction to True Confessions: School Edition
In this special episode of Brooke and Jeffrey: Second Date Update, hosts Brooke and Jeffrey introduce a brand-new segment titled "True Confessions: School Edition." Inspired by popular formats like Jimmy Fallon's, the segment invites the hosts to share embarrassing stories from their school days and challenge each other to discern truth from fiction. This engaging and humorous game aims to reveal hidden aspects of their past, fostering a deeper connection with their listeners.
Setting Up the Game
At [03:05], Brooke explains the mechanics of the game:
"It's called True Confessions and it's where we confess something embarrassing about our own past. And then each host, we get a time to interrogate each other to see if we're lying or telling the truth." (03:22)
She likens it to "two truths and a lie," emphasizing the challenge of convincing each other of the veracity of their stories due to their deep familiarity.
Listener Engagement
Before diving into the confessions, Brooke and Alexis highlight listener comments, showcasing audience engagement and appreciation:
"Kristen Miller said, 'I'm addicted to these segments. I listen to them on the way to work on my way home, after I get home, when I take a shower, I'm a little addicted.'" (04:12)
This interaction sets a friendly and interactive tone, encouraging more listeners to participate.
First Round of Confessions
The game begins with Brooke sharing her first confession:
Brooke's Camping Trip Revelation
Interrogation:
Outcome:
The trio concludes the story is true, with Brooke confirming:
"Yeah, it's true. Very true." (08:28)
Brooke's Mascot Fiasco
Interrogation:
Outcome:
The group determines this confession is a lie. Brooke admits:
"It is a lie. I was wrong. Yeah." (09:43)
Second Round of Confessions
Next, Alexis takes the spotlight:
Alexis's Senior Year Accident
Interrogation:
Outcome:
The confession is revealed as true, with Alexis confirming:
"It is true. Yeah, he was a soccer coach." (18:48)
Alexis's AP Class Cheating Incident
Interrogation:
Outcome:
Jeffrey's Embarrassing Stories
Jeffrey shares his own tales of school-day embarrassment:
Jeff's Musical Misstep
Interrogation:
Outcome:
Jeff's Graduation Night Party
Interrogation:
Outcome:
Final Reflections
Throughout the episode, the hosts blend humor with vulnerability, sharing personal anecdotes that resonate with listeners. The interactive nature of the confessions fosters a sense of camaraderie and relatability, allowing the audience to connect with Brooke and Jeff on a more personal level.
Notable Quotes:
Brooke on the game's inspiration:
"Yep. Let's be honest, there's no original ideas, but it's called True Confessions and it's where we confess something embarrassing about our own past." (03:22)
Alexis on her addiction to the segment:
"I'm addicted to these segments. I listen to them on the way to work on my way home, after I get home, when I take a shower, I'm a little addicted." (04:12)
Jeff reflecting on his musical experience:
"I was proud of my performance, but embarrassed. Embarrassed that everybody saw." (12:28)
Conclusion
The "True Confessions: School Edition" episode of Brooke and Jeffrey: Second Date Update offers an entertaining glimpse into the hosts' pasts, blending humor with heartfelt moments. By challenging each other to discern truth from lies, Brooke and Jeff create an engaging narrative that both amuses and connects with their audience, solidifying their place as relatable and entertaining podcast hosts.