Brooke and Jeffrey: Second Date Update - Second Date Update Classics: Fast Service Disservice + Give A Hero A Chance

Episode Date: July 5, 2025

Part 1 One of our listeners had a very awkward and puzzling fact about himself get exposed on the show, but is it an instant deal breaker? Part 2 The guy on the phone today might have set the world-re...cord for “Quickest Time To Ruin A Date” and he did it in under a minute!See omnystudio.com/listener for privacy information.

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Starting point is 00:00:00 So what happened at Chappaquiddick? Well, it really depends on who you talk to. There are many versions of what happened in 1969 when a young Ted Kennedy drove a car into a pond. And left a woman behind to drown. Chappaquiddick is a story of a tragic death and how the Kennedy machine took control. Every week we go behind the headlines and beyond the drama of America's royal family. Listen to United States of Kennedy's on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
Starting point is 00:00:33 On the You Versus You podcast, we welcome Polo Molina, music manager to the stars. From Will.i.am and the Black Eyed Peas, Ty Dolla $ign, YG and Fergie. Here's a sneak peek. Are you so hard on yourself? That's the way I was raised. And the people that were hard on me are not here no more.
Starting point is 00:00:51 So I'm hard on myself. You know, make me cry. Listen to you versus you on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. I'm Bob Crawford, host of American History Hotline, a different type of podcast. You the listener, ask the questions. Did George Washington really cut down a cherry tree? Were JFK and Marilyn Monroe having an affair?
Starting point is 00:01:17 And I find the answers. I'm so glad you asked me this question. This is such a ridiculous story. You can listen to American History Hotline on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. Just like great shoes, great books take you places. Through unforgettable love stories and into conversations with characters you'll never forget.
Starting point is 00:01:42 I think any good romance, it gives me this feeling of like butterflies. I'm Danielle Robay, and this is Bookmarked by Reese's Book Club, the new podcast from Hello Sunshine, an I Heart podcast where we dive into the stories that shape us, on the page and off. Each week I'm joined by authors, celebs, book talk stars, and more for conversations that will make you laugh, cry, and add way too many books to your TBR pile. Listen to Bookmarked by Reese's Book Club on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Welcome to Pretty Private with Ebene,
Starting point is 00:02:18 the podcast where silence is broken and stories are set free. I'm Ebene, and every Tuesday, I'll be sharing all new anonymous stories that would challenge your perceptions and give you new insight on the people around you. Every Tuesday, make sure you listen to Pretty Private from the Black Effect Podcast Network. Tune in on the iHeartRadio app, Apple Podcasts, or wherever you listen to your favorite shows. We got a double dose of second date update, you know, to go with your Advil and Tylenol that you're probably taking today. It's Brooke and Jeffrey in the morning.
Starting point is 00:02:52 Also the leftovers, Brooke. I'm having barbecue chicken for breakfast. Oh, that's a choice. It's delicious. It's cold still too. I appreciate that about you. Hey, thank you for being here. Hope you had a great week.
Starting point is 00:03:03 We will be back Monday with a brand new second date update. Yeah, but enjoy some of the classics right now. Some of them you may have heard, some you may have not. So let's see, it starts now. It takes a lot to make me embarrassed. Cause when you grow up with a mom who sends every person you date photos from your actual circumcision. You develop a pretty hard shell of emotions.
Starting point is 00:03:30 That makes sense. That checks out. It's hard to tell between the flap and the real one, but look, there it is. Yep, I guess so. It's a very straight line. You know, nice cut, am I right, honey? She showed you guys the pictures too.
Starting point is 00:03:42 Oh yeah, we've seen it, buddy. But today, we heard something that got me actually red in the face. Cause a very awkward and puzzling fact about one of our listeners gets exposed right here on the show. And it made everybody in the room instantly uncomfortable. Oh no. Now he swears that it's really common for men to have this but all the women in the room agreed It was an instant dating deal breaker. Oh, yeah, this was to happen Well call me a woman because I agree
Starting point is 00:04:12 Yeah, thank you Jose You're gonna hear it in your second date update right after this Second date update You know we have rules on this show and people tend to abuse those rules. What do you mean? Yeah, I don't really like rules, but... Looking at several individuals in this room specifically. Come on, Jeff, don't be such a hall monitor.
Starting point is 00:04:35 Yeah, screw the FCC, whatever. But, you know, we did get an email for a second day to update recently from a guy named Blake who says, you really should contact me because even though I technically went on two dates It should only count as one because they were both super short. Oh Sounds like two bad dates if they're that quick to me maybe Blake why were your dates so short? I Mean, okay, so it's not my fault. I don't think it's a few different things. I don't think, of course. I mean, it could be my fault.
Starting point is 00:05:10 We just went to two different restaurants and I researched them and went to ones that were like the highest rated. Yeah. And they really did have like super, super good service. But the problem is and what I don't really want to complain about, you know, but also it just came out too quick. Oh, like we put our order in. Boom. Food comes out. I mean, when you're at a fast food restaurant, that's gonna happen We went to a five-star pizza place first and then I just wanted to be casual, you know But then I ordered out that I ordered a pizza and boom it was there
Starting point is 00:05:36 Oh, yeah, let's rewind a little bit before we get into the food and the the horribly fast What's the name of the girl that you went out with? Her name's Kate. Okay. Okay. We always just guess, assume you met her on an app or something. Yeah, we did, we met her on a dating app.
Starting point is 00:05:56 Okay. Nice. And did she stand out for a particular reason? Her profile was kind of like quirky, like it seemed like she was funny, you know what I mean? And she was really cute, and it just seemed like we'd have a lot to talk about. Cool. All right.
Starting point is 00:06:08 So, I mean, it's good that you went on two dates with her if they both went by that quickly. Like, tell us what happened. So the first one was a pizza place. And then we went to another like kind of American, like bar food, soul food type of thing. So I ordered mac and cheese. And again, it came out and like, literally, and like that's the thing, I feel like such a, I don't know, I don't like complaining about the food coming out so quick,
Starting point is 00:06:28 but both these places, the food came out and mac and cheese, you don't wanna let it get cold and hard. So, you know, we were focused on the food again. So we- It's like the one time you want the service to be slow because you're on a date. Right, exactly. And then of course they're like.
Starting point is 00:06:40 But even if it came out fast, like you would parlay that into, oh, I wanna keep hanging out with you, let's go get a drink. Mm, no. Yeah. No? No. I didn't plan beforehand,
Starting point is 00:06:52 and also I don't wanna push it, you know? I feel like first dates, you just kinda wanna go to one spot to feel each other out, you know? It's not like a whole, like, let's paint the town red thing. Okay, so how is the feeling of each other out? You know?
Starting point is 00:07:03 How did she feel physically? I don't know yet. I don't know yet. But no, I mean, I think it went really well. She's really funny. She's cute, like I said. And I mean, the conversation went seemed to flow too, which is another thing. It went so fast.
Starting point is 00:07:16 Our conversation was just like effortless, you know. That's so good. It's like the date can take an hour and you feel like you've talked so long. Wow, we've covered so many things. So it really felt like 30 seconds whenever it took 45 minutes. Yeah, flies by. Can I ask,
Starting point is 00:07:31 because now you have two dates to compare them to, right? Like, and obviously she went out on a second date. So the first date, full success, right? Was the end of the second date different? Did you get a different vibe than the end of the first date? I mean, it was a little bit awkward because it felt rushed I didn't know if it was like time should I go in for a kiss yet so it's kind of more just like a just like a hug and goodbye but it didn't seem crazy awkward you know what
Starting point is 00:07:53 I mean like I don't know if my radar is off but it seemed like she was into it. See this is you should have just kept ordering food. Once it came out too fast like oh can I get a can I get this? That way, you're like meal prepping for your whole week. And you get more time. You're buying more time. And then you look like a baller signing a $2,000 check. More a competitive eater. Yeah. I don't know that that's a good look.
Starting point is 00:08:13 Like Joey Chestnut over there. She might not want to get into a long-term relationship with me because my blood pressure's going to be so high. That's true. OK, I mean, it sounds like the biggest problem for you, what you're saying, is that everything went too quickly you wanted to Slow things down for your dates, right?
Starting point is 00:08:29 Hey, well, I guess it went too quickly at you Sometimes you kind of want one of those awkward pauses every once in a while or something's funny and cute to happen So you remember it but it all just went so smooth like it went perfectly That's your problem. Yeah, the service is too fast. The conversation is too good. I don't know you guys In that short of a time I mean I don't know that there's like somebody who's gonna not call someone back because it was too fast too good like that's not This is gonna sound weird, but I can kind of see that because if there's nothing he said there's nothing memorable that happened There's nothing for you to be like all that was exciting or that was
Starting point is 00:09:06 It was just too I mean if we're able to get Kate on the phone and convince her to do a third date What's gonna be your game plan for that to make sure you don't make the same mistakes? I was gonna say I was thinking about a baseball game Yeah, but I heard that they have new rules in place to speed up the games or something Yeah game yeah but I heard that they have new rules in place to speed up the games or something yeah I'll try and get me a gift card for the slowest restaurant in town okay it also sounds like you talk really fast yeah maybe that's what it is okay I'm excited you know okay so hi how are you what's your name how was your day what do you do for a living nice to meet you? Bye
Starting point is 00:09:45 But it's charming and fast that's what it is Well we're gonna try and slow things down here for just a second and then when we come back We'll pick things back up call Kate for you and try to convince her to go out on a third date Hopefully much longer than the first two when we do a second date update next second date update Two dinner dates both at record speed I'm afraid to do that. Yeah, what'll happen to Blake's voice? Fast talker, but one was pizza one was mac and cheese and Blake basically told us that he blinked and the food was
Starting point is 00:10:27 Suddenly there in front of him blinked again. The table was bust and the date was over. Yeah great service That's why he did two of them But both times the service was just too quick And I mean here's what I think we need to do we kind of need to game plan as a show before we make this call How's it? I think that we shouldn't say that everything happens so quick when we call Kate like cuz she might have a different Perspective on it. You know what I mean? It's usually not a negative thing, right? Like if you feel like time passes quickly, it usually means that you had a great experience
Starting point is 00:11:02 Yeah, but he didn't he didn't say that they ever actually talked about that that was just his perception that the waitstaff moved too quickly So I think we asked her open-ended questions. How do you feel about that Blake? Yeah, I want to see what she thought too I don't know if I'm just like looking at it from a one side like a single faceted for like Do you know we never asked you are you guys texting or communicating at all? Uh, Not really not as much as I'd like to I mean, I've reached out to her a couple times and she'll kind of be polite But okay, okay getting you getting cold from her via messages. Yeah, so that's why I came to you guys. Yeah Let's swoop in like the waiters at those restaurants real quick and just get things going I'm gonna dial her number right now. You're gonna have such a hard time not mentioning that. Yeah. Yeah. You are. The phone better only
Starting point is 00:11:48 ring one time by the way. Okay. Well thanks for having confidence in me. Here we go. Dialing your number right now. Hello? Hey is this Kate? Yes it is is. Hey Kate. What's up? We're broken Jeffrey in the morning Whole morning show from the radios here. You're from the radio. I don't know who you are Yeah, we also do a podcast so that's cool We do a segment on our show to help people with their dating lives. It's called Second Date Update. And you're calling me? Well, you don't need the help. Someone you went out with needs help. Right. You're great at dating. That's what we've heard from one of our listeners.
Starting point is 00:12:36 Yeah, from one of our listeners Blake who met up with you not once but twice. Oh gosh. Oh. Oh gosh is right yeah I think it's a pretty easy question all we want to know is like how'd you feel about Blake I mean he was nice probably not the person for me but he seems nice I don't know okay well did you like not have fun on the dates or the dates were okay? Nice and okay. What'd you say a little what strange strange? Yeah, we kept talking to Blake and he did not bring up anything strange. What did you think about the length of the date? Is it mama bear papa bear or baby bear? What you think mama bear papa bear baby bear about the length too short too long just right
Starting point is 00:13:39 You're asking how long the date was These are normal questions that radio hosts always ask I do it's endearing Kate the length of the date was a normal length. I think I mean You have to tell her why you asked that okay Well because the reason that I'm asking is when we spoke to Blake The impression that he got was that the service was Really really good and delivered the food a little bit too quickly for his taste Like he felt like maybe the date was rushed and he couldn't make the connection
Starting point is 00:14:21 He wanted to with you like the service was good But both times that we ate, cause we went to dinner both times, he ate his meal super, super fast. Oh my God. Oh, you know. Dude, I could see that when we were talking to him. He has a lot of energy.
Starting point is 00:14:36 Yeah. I mean, imagine going to dinner with the cookie monster. Okay. It's 30 seconds. There's crumbs everywhere and then we're done. Oh. You're like, how is he even picking anything up with those giant hymns? And then he tries to teach you about letters afterwards. Rum, rum, rum, rum, rum.
Starting point is 00:14:52 Me want cookie. Remember the macaroni and cheese, when we talked to him, he mentioned like, when you get the macaroni and cheese, you gotta eat it right away, because if you don't eat it right away, then it's gonna be cold. Is that what you're talking about? Yeah, he said that he would gag if the temperature of the cheese
Starting point is 00:15:10 Was like room temperature. He gag Not really though. Like he just meant he didn't like it when he was room temperature. Was he serious? No, no, he meant he physically couldn't handle it. Like he was gonna hurl Oh my god. Is it texture thing? Weird. At least you don't wanna puke on your date. That's nice. Yeah.
Starting point is 00:15:29 Or just dry him. How do you feel about that explanation? I mean, it got worse, to be honest with you. Like. How? What? Really? Well, it started this really odd conversation
Starting point is 00:15:40 about texture that he can and can't handle. Uh-huh. Oh. Was it a long list? I'm one of these people, probably. Yeah. about textures that he can and can't handle. Oh. Was it a long list? I'm one of these people probably. Yeah. Yeah, it just got me thinking. Like I'm looking at him thinking,
Starting point is 00:15:51 okay, let's say we're in a serious relationship. Well, what would that be like? I'm not sure though. I do think it's good that you are thinking about down the road, a future possible long-term relationship Not anymore Through this this is just a little speed bump Yeah in a possible relationship pop you right over that speed bump and connect you to Blake right now because he's on the other line
Starting point is 00:16:18 listening and wants to talk to you I Don't think that that's that weird people have textures people have likes and Hi, I'm sorry, I kind of hurt my feelings a little bit I mean people are just let people be people, you know, I mean why is that we had a great time? I thought the conversations were great. I think like we were both kind of into the same stuff. Just cuz I eat weird Did she hang up? I don't know. Oh, she's still there. Okay No, he was on the phone. Yeah, sorry. That's how these work Go ahead and talk to Blake about his aversion to certain food textures Yeah, it's a little like I said, I'm not trying to be mean.
Starting point is 00:17:05 It's just a little high maintenance, but I have to kind of bring up because it's not just the food thing. It's like the other thing that you said that you can't do. I don't think I don't. I don't even need to talk about that on the radio. What's that? Wait a minute. Blake, you can't leave us in the dark on stuff. It sounds important. I just prefer not to have it out in the radio. What's that? Oh, wait a minute. Blake, you can't leave us in the dark on stuff.
Starting point is 00:17:25 That sounds important. I just prefer not to have it out in the open. Is it more embarrassing than you not being able to eat like potatoes or something? I don't think it's embarrassing, I think it's normal. Okay, then. It's a more private kind of thing. There's a texture that you can't handle?
Starting point is 00:17:43 It is the texture that I can't handle, yeah. Okay. I don't get it. Like the texture of someone's lips, like you'll never kiss her? If it's what I'm thinking that it is, maybe he's right and we shouldn't talk about this on the radio. I don't get it. I don't get it either. She said he thinks it's normal.
Starting point is 00:17:58 What are you thinking that it is now, Jeffrey? Like, are you thinking something dirty? Yeah, maybe a little? It's a little dirty Anyway, that's just that's too bad for you. Yeah Okay, all right. I mean are we right are we in the ballpark? I'm just gonna say To me I know he could have a texture issue, but intimacy is important, and I don't know how to do that.
Starting point is 00:18:26 We're at home place. I should have started with that over the pizza date. Like why do we waste time talking about pizza date? It's all time. Yeah, and we all be like, yeah, no wonder she's not calling you back. Dumb. I think it's going to be real hard to find a woman to date when you're delivering that type of information on the first date.
Starting point is 00:18:34 Blake. That was the second date. It was the second date. Okay. You know, it's like a partnership. You give, and you- We give. We give.
Starting point is 00:18:42 We give. We give. We give. We give. We date, it was the second date. Oh, okay. You know, it's like a partnership. You give, and you... We know. Right, okay, so... Yeah.
Starting point is 00:18:52 Maybe Kate's willing to go without that part of a relationship. No way, I would not recommend that. Kate, if you are, then we would pay for the third date that you and Blake went on to a place that doesn't serve any cheese whatsoever. Kate, are you interested still? Because I think everybody here is just uncomfortable. Yeah we are. I mean you wouldn't want me to live a life like that would you? No.
Starting point is 00:19:16 You guys are the best for me. You need to fix something. What I tell my kids with food is that you have to try it ten times. Don't talk about your kids! You have to try it ten times! Tell your kids to try it ten times! What I tell my kids with food is Let's call the therapist Sorry, but this technically is all your and you do have some work to do on yourself. So good luck, my friend. I'll do my best. I'll try.
Starting point is 00:19:48 Time's a charm. Okay, I'll try. Talk to Brooke's kids about this. Yeah. Brooke and Jeffrey in the morning. So what happened at Chappaquiddick? Well, it really depends on who you talk to. There are many versions of what happened in 1969
Starting point is 00:20:02 when a young Ted Kennedy drove a car into a pond. And left a woman behind to drown. There's a famous headline, I think, in the New York Daily News. It's, Teddy escapes, blonde drowns. And in a strange way, right, that sort of tells you. The story really became about Ted's political future, Ted's political hopes. Will Ted become president? Chappaquiddick is a story of a tragic death
Starting point is 00:20:25 and how the Kennedy machine took control. And he's not the only Kennedy to survive a scandal. The Kennedys have lived through disgrace, affairs, violence, you name it. So is there a curse? Every week we go behind the headlines and beyond the drama of America's royal family. Listen to United States of Kennedy
Starting point is 00:20:43 on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. American history is full of wise people. Well women said something like, you know, 99.99% of war is diarrhea and 1% is gory. Those founding fathers were gossipy AF and they love to cut each other down. I'm Bob Crawford, host of American History Hotline, the show where you send us your questions about American history,
Starting point is 00:21:16 and I find the answers, including the nuggets of wisdom our history has to offer. Hamilton pauses and then he says, the greatest man that ever lived was Julius Caesar. And Jefferson writes in his diary, this proves that Hamilton is for a dictator based on corruption. My favorite line was what Neil Armstrong said, it would have been harder to fake it than to do it. Listen to American history hotline on the iHeart Heart Radio app, Apple podcasts, or wherever you get your podcasts. This is the one time that I didn't want to do a part three and talk more about something.
Starting point is 00:21:57 I don't ever want to know how it goes for him. Me either. But I will say after we recorded it it Blake did email the show with five words Oh, he said I would if I could that is not Your response maybe you're just not interested in women Did you hear his words he would if he could it's a. This man is just as tortured inside as she is. Oh, that's what it is. I feel really bad for him. The desire to do something, but the inability physically.
Starting point is 00:22:31 He just wants to skip that part. Writing down the excuse, I would if I could. That's a sweet thing to say to someone. Yeah, that's good. I mean, we do all sorts of stories on this show about tech trends and new inventions. Scientists better be working on this. make a pill for it or something. They need to upgrade Blake It's really not a rampant problem
Starting point is 00:22:52 I'm just telling you it is a big problem though for him He's gonna be single for a long long time after they don't do something about it But remember you can always hear all of our second second date updates on our podcast at Brooke and Jeffrey. Go check it out. Make sure you follow and subscribe. Yes, please. Yeah. So you never miss us.
Starting point is 00:23:11 Texture when you listen is perfect. Yeah. Brooke and Jeffrey in the morning. If there was a Guinness World Record book for dating, Alexis would probably be in it for fastest to ask to see a W-2 form. I have no shame in that. I'll take the record. I'm glad you're getting proof, girl. Yeah.
Starting point is 00:23:31 Jose would hold the record for longest time spent talking about himself. That's true. Get me started. And Brooke holds the mark for most cousin ears nibbled in one night. Jeffrey! Ew! You had competition? Stop it!
Starting point is 00:23:47 Her whole family is the competition. But one of our listeners would definitely be in there holding the record for quickest time to ruin a date. Oh, really? Because he pulled it off in under 60 seconds. Wow! And it all started when he invited her up into his apartment at the very start of the night. You're going to hear what happened in your second date update next. Second date update.
Starting point is 00:24:14 Something my dad always used to say to me growing up was you can control alt delete a computer virus from an adult Chinese website, but you can't control all delete a bad first impression from an adult date. It's wise. I know very wise stuff to my father. Not a super quotable man. Your dad. You remembered it. You say that, but those words were ringing in my ear when I read an email from one
Starting point is 00:24:40 of our listeners, Kyle, who says he screwed up in the first minute of his date But things that went a lot better after that. How do you screw up in the first minute? We're gonna find out Kyle welcome to the show good morning. How's it going guys? Okay, you haven't messed this up yet, so congrats. Well. We're not yeah, we're not through the full minute And we'll get to your screw up here in just a second, but first tell us about the person that you went out with. What's their name? Her name is Rebecca, and we actually met off of a dating app. Oh, okay.
Starting point is 00:25:11 Yeah, great. What did you like about Rebecca? Honestly, I mean, she's beautiful, and we really just kind of had a very natural vibe right off the beginning, and it was easy, you know? And a lot of the times, it's not easy, and that's usually when it's like why am I trying everybody loves women that's great so what did you and Rebecca do for a date we gotta get to the minute of screw-up right isn't that where we're at how does that happen in the first minute so the day of our date my car actually had to be taken to the shop last
Starting point is 00:25:46 minute so Rebecca had offered to pick me up so she got there I invited her and I introduced her to my roommate and I should have probably left it at that but I was a hundred percent honest with her from the beginning and told her that my roommate and I used to date and that we had broke up two weeks ago. Two weeks? Whoa! What do you mean, two weeks ago? I thought you were going to say like you were high school sweethearts or something. And you're introducing them? I'd be like moved out by then.
Starting point is 00:26:14 I'm having a panic attack for you. I don't know what I honestly I don't know what I was thinking in the moment. I really felt like if I'm just kind of honest. Also this had been a breakup that was like a long time coming. So okay. You have mentally broken up. I'm just kind of honest. Also, this had been a breakup that was like a long time coming, so. Okay, wait. You had mentally broken up. Can I ask though, were you still in a one bedroom apartment?
Starting point is 00:26:29 Or are you guys, are you sleeping in different rooms? Yeah, at this point, like we were pretty much sleeping in different rooms, so. Pretty much, wait a minute. I think it's a good thing. To be that honest? Well, no, you're showing Rebecca, like look what I was working with last time see now you
Starting point is 00:26:51 Now look I moved on to something better You were just doing this to make your ex jealous No, I actually really that was not the case because I'm the one who wanted to end the relationship So some people like to rub in their new relationships and other people's faces though too. Sounds like an honest mistake that could have happened to anybody. So what did you do for your date?
Starting point is 00:27:11 It's so specific. I thought it was funny. Clearly no one else in the room thought it was funny. So I merely just said, we're gonna be late for the reservation and we left. Wait, did Rebecca not ask any other questions like in the car when you guys are driving to the restaurant Yeah, she was a little funny about it. She was like, oh wow
Starting point is 00:27:28 I didn't know you were living with your ex and you never said that Let's get past the ex slash roommate and get to the restaurant tell us how that So we're driving to the restaurant and it's in an area I'm usually never ending like I see this past it. Yeah, so we're driving to the restaurant and it's in an area I'm usually never in. Like I see a Best Buy. So in the moment I was just like, oh, can we stop here for a few minutes? What?
Starting point is 00:27:50 Wait, you need to pick up another TV? There's a CD I wanna buy in here, hold on. What? Why would you have it run in errand with you? Well, there's this camera standing there that I wanted to buy for six months and I've never around this Best Buy. Okay.
Starting point is 00:28:03 Like a tripod? We weren't actually running late for the reservation. I just never around this Best Buy. Okay. Like a tripod? No. We weren't actually running late for the reservation. I just was trying to get out of the awkwardness of the situation. So you were really cutting it short. The geek squad to the rescue. My ex says that we need to mount the camera next time. So we take this up. Stop, Jeffrey.
Starting point is 00:28:22 It actually ended up being fun. We got to look around, you know, we got a chance to talk about like photography, which is something that we both care about and telling our wife, you know, camera stands are all different and the nuances and then we look at, you know. Thrilling. I can't believe you were able to turn yourself in. While she's hungry waiting for a dinner reservation. I'm sure she loves it.
Starting point is 00:28:43 At any point, do we end up getting to the restaurant or does it end? So then we we leave you know like at this point we both were ready for dinner I spaced out the reservation and we actually couldn't get in when we get there, so I'm just like So I guess when I booked the reservation I had you know booked it for a different time I thought you said you only screwed up the first minute. I know. We're an hour in and it's all bad I disagree Kyle. I think you're hitting it out of the park with this Thank you, thank you for your encouragement You know obviously it was all going downhill at that point.
Starting point is 00:29:29 Yeah. We went with the flow, you know, we made the best of it. We ended up banging out at this place next door. We drank a decent amount because we both were just probably trying to get like, you know, drunk at this point. And I can drink a lot. Anyways, she ended up driving me home after dinner, no kiss.
Starting point is 00:29:44 But I really do want to make up for the first impression. I feel like I really screwed a lot. Anyways, she ended up driving me home after dinner. No kiss. But I really do wanna make up for the first impression. I feel like I really screwed it up and that's why I'm trying to get another shot at it. Can we tell her, like when we talk to her, do you have plans to move out with the apartment with your ex? Of course, our lease is ending in two more months. Oh, two months.
Starting point is 00:30:01 Still a long time. I get it, I get it. That's hard. Yeah, I mean, good for her for sticking out the entire date She could have just barreled out of her car while she was driving home. I was gonna say leave him a Best Buy Jeffrey Yeah, she's gonna kick you out, but she did so maybe there's hope here We're gonna call Rebecca and try and get you your second date update. Thanks right after this If you're just joining us for the second date update, really hard to find
Starting point is 00:30:27 any red flags on Kyle's first night out with Rebecca. Let's just recap his story really quick. He introduced her to his roommate aka ex-girlfriend who he still lives with. That he broke up with two weeks ago. Little sticky situation. And little details. Yeah. And then on the way to the restaurant They stopped at a Best Buy to pick up a camera stand that he really really needed they ended up missing their dinner reservation So to make up for it hit up a bar where he drank heavily and totally redeemed himself Yeah, so it's such a cute look if anything Maybe there were a couple hiccups, but Kyle the good news here is Brooke has dated much much worse We can always rely on that
Starting point is 00:31:12 Mexico who actually tried to harvest her kidney after they hooked up so I'm giving her a 50-50 shot here That was kind of sweet I mean we didn't ask you have you reached out and apologized to her for what a train wreck your guys' first date was? I actually didn't. It wasn't a train wreck. I basically reached out and was just trying to focus on the positive and all the good things that came out of that.
Starting point is 00:31:37 That's good. I like that attitude. And Brooke is always trying to get men to apologize for everything that they do. Well, it doesn't sound like she responded to him. So I don't know. Well, yeah, that's rude of her. Maybe she should apologize for not responding Soon as she picks up the phone Hi, is this Rebecca? Yes, perfect. Hey Rebecca, my name is Jeff from a radio show called Brooke and Jeffrey in the Morning. Hi Rebecca. Hey. Have you ever heard of us before?
Starting point is 00:32:20 That's okay. I think my mom listens to me. Aw, thanks for lying. I think my mom Your mom sounds like a good person because We do we do something on the show called a second date update and we'd like you to be a part of one right now. I What what's that? It's basically where listeners ask us to reach out to a person they went on a date with recently to try and figure out why a second date hasn't happened yet. Okay.
Starting point is 00:32:54 You went out with a guy named Kyle the other night who's a little curious what's going on. Okay. Oh, you're laughing. Is that a good laugh or like Kyle should know laugh? Did he talk to you already? Yeah We heard a little bit from Kyle. Yeah, just a quick summary. Nothing too bad though. Not in our opinion. Was anything bad in yours? In Jeffrey's opinion, Alexis and I saw a couple red flags when he was describing the date.
Starting point is 00:33:24 Mm-hmm. I would love to hear your side of the story of the first like 30 minutes. Alexis and I saw a couple red flags when he was describing the date. I would love to hear your side of the story of the first like 30 minutes. Yeah. Just like, give us the start from your eyes. Okay. So yeah, I went to pick them up and you know, as a normal person you text me like I'm here and they come out and you're like, Oh, come in. So I was like, okay. And when you went into his apartment, what'd you think? Um, the apartment was fine, but like, he was like, okay. And when you went into his apartment, what'd you think? The apartment was fine, but like, he was like, oh, this is my roommate, blah, blah, blah.
Starting point is 00:33:51 And then he goes, yeah, like, we used to date. And then I find out they broke up like two weeks ago. Oh my God. Yeah, we found that out too. What was going through your head? What, a cat? Uh. I'm so jealous. I was just like, never met an ex in the first minute,
Starting point is 00:34:10 or really at all on a date. And my second thought was she's really pretty. Like, is that what he meant when he had car trouble? He just walked me to meet his ex because there were other moments where it was just he just kind of felt like he was posturing or whatever What do you mean what moment does sound pretty convenient? Well, I would say this is my own thing with people pleasing or whatever I was like, okay, like I can move on from this so we get in the car and we're driving and then you say
Starting point is 00:34:40 Oh, can we go to Best Buy and I need to get this camera stand or whatever and I was like And then he's like, Oh, can we go to Best Buy? And I need to get this camera stand or whatever. And I was like, OK, second thing that's super weird. But you sound very patient and nice so far, just so you know. It's again, she said it's her people pleasing problem. Yeah, exactly. Thank you. It's probably not for the best.
Starting point is 00:34:57 Yeah, maybe not in this case. So did something weird happen at Best Buy? I mean, besides just going there? So besides just going there, he takes about an hour looking at camera stands and mansplaining to me. And I'm like, I'm not the one buying a camera stand. I don't care. But if you think about it, that's an hour of free electronic education
Starting point is 00:35:17 that he gifted to you. She just said he was mansplaining her. Well, she doesn't mean it or want it. I don't like the energy that I'm getting in this moment. Let's move on to the bar. Tell us about what happened when you and Kyle were over at the bar together. Oh, so you already know that we didn't even go to the restaurant. OK. Yeah, I mean, we're calling that a little hiccup. Go ahead.
Starting point is 00:35:38 So like there's a bar nearby. If we just walked over to the bar, he's getting drinks. I don't want to drink that, because obviously I'm driving. And he goes, I just want you to know that I have this blood condition, where I can handle a lot of alcohol. And I was like, okay. And he takes like six shots.
Starting point is 00:35:56 And within like 30 minutes, he's face down on the bar. Oh my God. I can't believe you drove him home. I would have left him. I wish I didn't. You're so right. But like, so I'm like basically dragging him back to my car and he's like, you're so pretty. And he's like, did you know that I'm a Navy SEAL in training? And I'm like, what does this have to do with anything? A Navy SEAL in training? Yeah. Oh, he's just trying so hard. That just even feels like a lie
Starting point is 00:36:25 Hello, I am a Navy SEAL in training. What are you talking about? Oh? What's that? Hey? Yeah, Rebecca Kyle's been on the other line listening this entire time. It was supposed to wait till we called them in but Honestly, I feel like this is something you should tell the people right away You're right. I'm sorry. We were just so caught up in the terrible stories that you were sharing. I didn't get terrible from anything that she said. On top of all of his other positive qualities, he wants to surprise her too. No, Kyle, you should be embarrassed after hearing all of that. I think it was more positive than negative, to be honest.
Starting point is 00:37:01 I do. I think there were a lot of hiccups at the beginning, but I thought it ended on a good note. With you sloppy drunk in her car. Kyle, clearly they're not understanding this. Why don't you mansplain all the positive things that happened during the day? Go ahead and list them all. I'll take my headset off. Well, initially, you know, when we talked about photography and everything, like you seemed really into it. So I thought when we were at Best Buy, you seemed pretty engaged.
Starting point is 00:37:24 You laughed. I got a couple of laughs and smiles out of you and we were there for a while and I thought that was pretty positive I mean, what was I supposed to say? I feel like it would have been rude for me to be like, well, this is boring Let's go Yeah, I guess that's fair, but I didn't see it that way Didn't see anything as rude because you were like here pick me up here meet my roommate here meet my ex Here let's go to Best Buy here. Let's miss our reservation. That's a lot of things that he did for you there What's something that you did for him? Being sarcastic right now. I mean that that is all really selfish stuff man. Were you ever thinking of her?
Starting point is 00:38:01 Yeah, I mean, yeah, I told her she was pretty I was thinking about her thinking of her? Yeah, I mean, yeah, I told her she was pretty. I was thinking about her. Oh. Are you serious? That's sweet. This is, like, I think I'm speechless. Good work, Kyle.
Starting point is 00:38:10 You got her speechless by that charm. No, it's because Kyle's so clueless. Honestly, I disagree with you guys. Like Jeff said, I gave her like an hour of education on cameras. Oh, God. I feel pretty good about that. Yeah, you'd have to pay for that most places I mean Kyle, who are you training with to be a Navy SEAL? I'm looking at like YouTube videos, you know
Starting point is 00:38:44 Kyle's gonna prove you wrong on that one, Jose. I hope he does. It's like he proved me wrong with his blood condition that he could drink six shots in a row. Rebecca, I'm gonna ask you a question here, and I really hope that you don't turn down a future Navy SEAL on a second date that we will pay for. And I promise you that on the date, he'll prove that he can hold his breath for two minutes in the bathtub while his ex watching Navy seal training with that mounted camera that you helped by Circle training with that mounted camera that you helped buy. Keep the video rolling. It's coming full circle.
Starting point is 00:39:26 Keep the YouTube video on. What do you say, Rebecca? What an opportunity, Rebecca. Give a hero a chance. A future hero. I mean, that is a very enticing offer. Yeah. But he's proven everything, and I never want to see him again.
Starting point is 00:39:39 Yeah. Where's the people-pleaser? Good job, Rebecca, finding some boundaries. Yeah. Oh, yeah. I'm sweating bullets over here. job, Rebecca, finding some boundaries. Yeah, good. Oh, yeah, I'm sweating bullets over here. I'm about to hang up and just hyperventilate. No, you'll be good. You'll be good.
Starting point is 00:39:50 You're a great sport. I think everybody understands. And I think Kyle, once he does some reflection, has learned, we'll kind of soak in some of this, hopefully. When he's taking down the next Bin Laden, for sure. Yeah! I'm just a drunk guy trying to make his way. I'm calling you guys back just so you know.
Starting point is 00:40:09 All right. Well, happy hours coming up. Brooke needs somebody to party with. I'm good. Kyle's not my type of guy. Brooke and Jeffrey in the morning. So what happened at Tappaquiddick? Well, it really depends on who you talk to.
Starting point is 00:40:23 There are many versions of what happened in 1969 when a young Ted Kennedy drove a car into a pond. And left a woman behind to drown. There's a famous headline, I think in the New York Daily News, it's, Teddy escapes, blonde drowns. And in a strange way, right, that sort of tells you the story really became about Ted's political future, Ted's political hopes. Will Ted become president? Chappaquiddick is a story of a tragic death and how the Kennedy
Starting point is 00:40:49 machine took control. And he's not the only Kennedy to survive a scandal. The Kennedys have lived through disgrace, affairs, violence, you name it. So is there a curse? Every week we go behind the headlines and beyond the drama of America's royal family. Listen to United States of Kennedy on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts. America history is full of wise people. Well, women said something like, no, 99.99% of war is diarrhea and 1% is glory. Those founding fathers were gossipy AF and they love to cut each other down. I'm Bob Crawford, host of American History Hotline, the show where you send us your
Starting point is 00:41:36 questions about American history and I find the answers, including the nuggets of wisdom our history has to offer. Hamilton pauses and then he says, the greatest man that ever lived was Julius Caesar. And Jefferson writes in his diary, this proves that Hamilton is for a dictator based on corruption. My favorite line was what Neil Armstrong said, it would have been harder to fake it than to do it. Listen to American History Hotline on the iHeartRadio app, Apple podcasts, or wherever you get your podcasts.
Starting point is 00:42:10 And I was hoping we'd be able to get a second date. Just so Kyle could go back to her apartment and gather intelligence behind enemy lines. Because that's what a Navy SEAL does. Oh. That's right, I forgot to use that Navy SEAL. I need all of it, Jeffrey. Jeffrey, people do not always pick up on your sarcasm.
Starting point is 00:42:32 It just spit everywhere, sorry. Sarcasm with a lot of S's. Yeah, well, that's their problem. That's not my fault. That was a disaster. Yeah, conversation did go a little whiskey tango, emphasis on the whiskey. Yeah.
Starting point is 00:42:48 And terrorist won that round of dating. No foxtrot there. No. No. But at the very end, Kyle did say he would be calling us back. Yeah, great. At least he has confidence.
Starting point is 00:42:58 He can't understand that maybe he did anything wrong. He's like, oh, I'll be back. Well, I think the missing context of that is I'm definitely gonna ruin a future date My email in your contacts He's got two months of being in a roomie with his ex So I think there's gonna be plenty of bad dates in his future Maybe that's what we're calling maybe we're gonna do an awkward Tuesday to finally kick her out
Starting point is 00:43:22 If you ever need help with your dating life, email the show. We can call that person who wasn't calling you back to help you out. Jeffrey will stick up for you no matter how dumb you are. Yeah. Yeah, that's what we guarantee. I'm a hero this time.
Starting point is 00:43:35 Mm-hmm. So what happened at Chappaquiddick? Well, it really depends on who you talk to. There are many versions of what happened in 1969 when a young Ted Kennedy drove a car into a pond. And left a woman behind to drown. Chappaquiddick is a story of a tragic death and how the Kennedy machine took control.
Starting point is 00:43:56 Every week, we go behind the headlines and beyond the drama of America's royal family. Listen to United States of Kennedy on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. On the You vs. You podcast, we welcome Polo Molina, music manager to the stars. From Will.i.am and the Black Eyed Peas, Ty Dolla Sign, YG and Fergie. Here's a sneak peek.
Starting point is 00:44:22 Are you so hard on yourself? That's the way I was raised. And the people that were hard on me are not here no more, so I'm hard on myself. You know, make me cry. Listen to You vs. You on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. I'm Bob Crawford, host of American History Hotline, a different type of podcast. You the listener, ask the questions. Did George Washington really cut down on a cherry tree? Were JFK and Marilyn Monroe having an affair?
Starting point is 00:44:54 And I find the answers. I'm so glad you asked me this question. This is such a ridiculous story. You can listen to American History Hotline on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Just like great shoes, great books take you places. Through unforgettable love stories and into conversations with characters you'll never forget. I think any good romance, it gives me this feeling of like butterflies. I'm Danielle Robay and this is Bookmarked by Reese's Book Club, the new podcast from Hello Sunshine and iHeart Podcasts where we dive into the stories that shape us on the page and off. Each week I'm joined by authors, celebs, book talk stars, and more for conversations that will
Starting point is 00:45:40 make you laugh, cry, and add way too many books to your TBR pile. Listen to Bookmarked by Reese's Book Club on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Welcome to Pretty Private with Ebene, the podcast where silence is broken and stories are set free. I'm Ebene, and every Tuesday, I'll be sharing all new anonymous stories that would challenge your perceptions and give you new insight on the people around you. Every Tuesday make sure you listen to Pretty Private from the Black Effect Podcast Network, tune in on the iHeartRadio app, Apple Podcasts, or wherever you listen to your favorite shows.

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