Mind the (Age) Gap

New York City. Long story there, but you know, sometimes when you're traveling, you just need to find a nice quiet space surrounded by shoes, shirts, possibly demons to record a podcast. So what we're gonna do today is I'm going to talk about topics that we've gathered from the week dating topics. Hot topics, if you will. We have a couple of emails. Our favorite part of the episode in the first topic that we have comes from Kaya Gerber Eastern Mark. Do you know who Kaya Gerber is? Yes?

Kya Gerber is the daughter of Cindy Crawford and Randy Gerber, and she briefly did she date Pete Davidson. At one point it says that yeah, it says that she was linked to the Saturday Night Live cast member earlier last year, tells the nineteen summer around there. I'm a big Pete Davidson fan. I'm not gonna lie. What was that movie he just did? Staten Island, Kingistan Island? A little bit long for my taste. All the Judd Apatel films are like a half hour too long. But I really like

Pete Davidson. Mark you kind of like grinned when I said no, No. I like him too. I'm a big fan of Saturday Night Live, and I'm just impressed with the incredible level of woman he finds himself involved with. Twin Kaya gerber Uh David, Cassie David, Larry David's daughter whatever her name is, Kate Beckinsale Ariana grand Day. I mean grand Day was the biggest one. They were engaged right for like six months. And who is the latest rumor, Pete Davidson Paramore. I have no idea, but Pete Davidson

does get himself some hotties. It's crazy. He's a hero for all skinny weirdos out there, Like like, he's an absolute hero for someone like me. Oh Phoebe Dinnivore from bridget Good God, this man, he's obviously got a he's he's he's probably well well endowed. Uh so Kaya Gerber the daughter of Cindy Crawford. Uh this is a big topic because lately we've been talking about age gaps, uh with the Ben Affleck video, the Matthew Perry video that

came out on TikTok So. Katie Gerber has been a model since she was thirteen years old, and she says that she likes dating older people even as a teenager. Quote, she said, I found myself in situations where I was like, I actually don't have the life experience that I need to handle this, she told the Insider Um. And she goes on and she says that she wound up dating older people simply because they were the ones surrounding her

in the fashion industry. Quote, I got put in situations where one day I'd wake up and be like, how did I get here? I have no idea what I'm doing, and I need help. The supermodel didn't name any past partners in her interview, but as Mark said, she was linked with Pete Davidson and she was eighteen at the time. Back in nineteen, Pete Davidson was twenty six. I don't think that's weird at all. I don't know why that's even like an age cap. I mean, that's only eight

years and he was twenty six. My dad was twenty seven, my mom was twenty when they got married, and I've never thought of that as being weird. That's the precise age gap of me and my wife. She was eighteen and I was twenty six when we met. All right, so you're low creepy, you get it. Um, it wasn't really my point. How old were you when you guys met? Oh? Okay, yeah, that's not weird. That's not weird at all. Eastern six months, she's six six months older, is she's Do you ever

think you'd date an older woman? You know? I always dreamed of it. I had. I had sex with an older woman one time. It was a thrill. And uh now that a married wine, it's also a thrill. Well, hold on, hold on. When you say you had sex with an older woman, how much older were we talking about? I was twenty four and she was thirty seven. Wow, Yeah, that's that's pretty awesome. I'm not gonna lie. Why is it a fetish of guys to be with an older woman,

Like let's just like, let's this's a guy's podcast. We're just gonna call spade a spade. Like one of the most popular porn searches I would imagine is milt Why is Why is that a thing? I mean, it's an edible thing, right, yeah, I think it's gonna be a deep psychological thing. I don't think I have that, by the way, I think the oldest woman I've dated was maybe two years older than me or three. I don't

think I have that. And you can talk to my search history too, Oh please, I definitely have a little bit of it, or had a little bit of it when I was so the oldest I probably ever dated. I was seventeen at the time and she was twenty two or twenty three, and I lied about my age. I said I was eighteen because it was so backstory. Every year, we go on this trip with my my neighbors to Block Island, which is an island off the coast of Rhode Island. It's a very summer town and

they do this thing every year. And my friend had an older cousin super hot, like the prototypical hot older cousin always had a boyfriend. Then I went when I was seventeen, always thinking this girl's hot. She was twenty two or twenty three and she was single, and I have no idea what came over me, but I was just so cocky and confident because in my head, I was like, there's no way this is ever happening. So

I was flirting with her the entire time. Time I lied about my age, I couldn't believe I did that. I said I was eighteen. And then that night we come back to my friend's house and then she asked for a ride home. Because I'm seventeen, I can drive. At this point, I drive her home. I'm like shaking because I'm so freaking nervous. I don't know what the hell to do, but I'm trying to just hide it. And then we pull it and she leans over it and kisses me and we start making out, and I'm like,

holy sh it, I'm the coolest guy alive. And that was my own, like my one real experience kind of being with an older woman, and it was a great experience. She yeah. So, anyway back to this article, So I think this is getting more play because the ben Affleck video just came out. That was obviously a big gap. And then we have we had um Um, the girl that released the Matthew Perry video on TikTok, we had her own podcast a couple of weeks ago. That was

a big discussion. I honestly felt bad fro Matthew Perry Win the whole thing came out. People will call him creepy. It's like, listen, it was a FaceTime video. I understand he's an older guy. She was nineteen at the time, but I mean, honestly, if you're if you're in your fifties and you're able to get like twenty year old girls, what do you You're not supposed to, like at least like talk to them or have fun. I don't know. I'm not advocating it. I'm also not saying it's wrong.

I'm just saying it's kind of a thing. It's consenting adults. You know, I think that's Anything's fine, right, I agree to consenting adult time, fine with And then our next article that we talked about it's kind of in the same vein so Lisa Rena, you guys know who this is. Rent oh god Mark is correcting me on names. See this is bad. I feel like I'm an older soul than Mark. This is bad. Well, you should do your TikTok ran down the show because that was pretty funny.

Oh my god, I can't stand TikTok and I go on, TikTok. That's the problem. I go on. I like hate watching videos because I was always telling these guys earlier, like if I hear that b b rexas song war word time where it's like you want me, I want you bad? Is that who it is? Do a lipa? Okay? All right? I knew I had, and I was really confident with what I was saying. I thought if I said it with conviction, I'd be correct. And the baby, oh the baby that's what I call lois Uh what was I

gonna say? Oh yeah, uh TikTok man. I just like I'm on it and I just know I'm wasting my life away. And if I hear that like it's just the same song over and over again, or like the trend that Nick just did with us were like this. You know, you get shot and as you get shot, you get called out on stuff that you do, and I'm like, what's what's going on here anyway, Lisa, Rena, Rena, Rena, that's fine. Uh so the headline is she says that

daughter Amelia Hamlin's relationship with Scott Disick. I'm a big fan of is quote. It is what it is. So Lisa had a lais fair attitude when it comes to

her daughter's dating life. While appearing virtually on Watch What Happens Live Wednesday, the fifty seven year old real housewife of Beverly Hill Start opened up about her daughter Amelia Hamlin's relationship with, of course, Scott Disick when asked by host Andy Cohen what her quote first reaction was to learn in the Hamlin, nineteen years old, was dating Dissick, thirty seven years old. The reality star initially shied away from the question, saying, uh yeah, as Cohen fifty two

dug deeper as a good journalist does. He then asked Rena if she had been in contact with Chris Jenner over the romance. Oh, man, I feel like Chris Jenner might be the most difficult person to get on the phone. I have not, she said, before adding I have met him now. He was very nice and we had a very nice time. She continued, adding that Dissick also met her husband, Harry Hamlin. I don't know who that is. Great name. Rena then added of the relationship, it is

what it is, guys, it is what it is. As for their eighteen year age gap, the source said that the couple doesn't feel decades between them. She grew up in the industry and knows how all of this works. The source added about Hamlin, it's a different type of maturity and they really don't feel the age difference. So she's nineteen six thirty seven. Again, I don't find that that weird. I do. I'm sorry hypocrite because I was

twenty six and my wife was eighteen. But I also have a question for the women, and maybe Riley and Hannaken weigh in on this. I feel like when a guide dates a string of teenagers, like Scott Dissac has with Sophia Richie prior to this, I feel like it's a sign of poor character. I feel like that's how it's perceived, whether that's the case or not. Any thoughts

on that, Riley, I want to hear your perspective. I think it's a little weird, and I think that it kind of labels that he will only go for a younger girl, and that I'm either either that's kind of a turn off, but also that I don't really apply to his type. Why why don't you apply? How old are you Ronnie? One of the geriatric millennials we've been hearing about lately. I guess Disick. I forgot that he

had a teenage girlfriend before this. That's right. He was daying in nineteen year old before this, right, well for three years, so she did edge out of her teen years, but that's probably you know, Yeah, and then he broke up with her and started dating in nineteen year old again. It's like, it's like Matthew McConaughey and Davison confused. I keep getting older and they stayed the same age. I don't think that's what you want to aspire to. No, definitely a line that I'm not sure it'd be socially

acceptable today. Um, I guess I get dissac had passes because I don't think he's like I don't want to say this like a dick, because I actually really like Scott Distick. But it's not like I'm not striving to be like Scott Distick, you know what I mean? Like he's here from my entertainment purposes, and I think he does a great job. Got a role model. Yeah, it's like if my son was like, hey, I just want to be exactly Scott Distick, I'm like, okay, listen, buddy,

we need to sit down and have a conversation. I'm probably tainted by the fact that I have a fifteen year old daughter and a couple of years I don't want her bring it home a forty year old that I would definitely have a problem with. Yeah, that would be weird. High. I guess it's different. Yeah, once you have a daughter, all bets are off, man, and I can't be too much of a hypocrite, you know, because of the thing. But there is a limit to what

I will tolerate there. Yeah, what happens. So when your daughter was it turns eighteen, what happens if she brings home someone who's like thirty two. I maybe I love the guy who knows, you know, But if it's a guy that, uh I got a bad vibe off of and two dated a string of teenagers, I think I'd have to have a real conversation with my daughter about that. Yeah, that's a tough one. I don't know, man, I don't even want to think about if I have a daughter

one day and like how I'm gonna feel. I'm just gonna feel more like it's just weird. Listen, if the girl's nineteen, I mean she's in the industry, she's gonna date Scott too, sick, whatever, and I like tired of the age gap. Like, if you're too consenting adults and you want to be in a relationship, go go be in a relationship, you know, be happy. All the power to you. Um, I'll give you something just for perspective. So he and that young lady are eighteen years apart.

That young lady and his daughter Penelope, who is only nine years old, are nine years apart. Yeah, that's weird. It's weird. Yeah, maybe maybe he should just go back to Courtney, even though she's with what's his face? Right? That's right? Yeah, the dude from what band is he from? It's blinkin eight two, Thank you very much, Link two. That's right. We talked about this before. Yeah, good for her.

All right, Well let's take a quick break and then when we come back, I'm going to talk about an article. It says people who realized within a year that getting married was a big mistake. Well, I'm already past the year and I'm still pretty happy, so we will be right back, all right, welcome back to help by second dating. I have one more topic to talk to before returning over to Deanie Babies. I think he's still in Mexico. He's gonna be somewhere on the beach recording live. Who knows,

maybe Kylin will stop by. Who knows what Dean has up his sleeve. So, like I said, The article from BuzzFeed to people who realized with any year that getting married was a big mistake talks about, oh, your wedding day the best day of your life, unless it's the worst. Marrying the worst person is a serious ordeal, and recognizing it, much less extracting yourself from the situation is not always easy.

Here are some of the most shocking replies BuzzFeed got when they were talking about people who realized within a year that they married the wrong person. Quote A couple of weeks ago, A couple of weeks into our marriage, the sex started to physically hurt. I went to my O B G y N, and after a test or two, she informed me that I contracted chlamitia, And that's when I knew I made a big mistake. Holy crap, How did she not How did she not get chlamitia before?

Unless they waited till marriage, Right, that is sad because you, I mean, if you had sex, unless like he cheated on her rape before. And he's nodding his head like, yeah, Jared figured it out. Uh, so he might have cheated on her rape before the wedding, he contracted chlamydia, and then they had sex and he gave it to her those bachelor parties. Yeah, what stays in vague. What happens

in Vegas stays in Vegas unless it's chlamydia. Another one, Well, I knew it was over when she started a fight at my brother's funeral because female attendees were giving me hugs as part of the condolences. I mean, who is this guy? I started to fight my brother's funeral. So so this is a guy writing this. Yeah, and so the girl started losing it. Right, his brother dies, He goes to the funeral and females are hugging him to

console him, and she starts to fight. I mean, I can't believe he didn't know until after the wedding, that this was the wrong person for him. She must have been really, really attractive. Uh, that's the only logical conclusion. Quote Another horrific story about someone who realized within a

year they married the wrong person. Quote the next morning when I woke up apparently probably the next morning after their wedding, That's what I'm assuming the next morning when I woke up and thought, when would be a socially acceptable time to get divorced? What the hell? Why would you say yesterday? Before? You know, you get caught up in the planning and the and the gifts and the excitement, and then when it's over there could be a real letdown.

You know. It's funny everybody gives bachelor so much crap for that being like, oh, when you day and like you're high on life and you're not thinking of other things and you're in the moment, and that's why, like

it's not real, it's not real love. But then you go back to the real world and it's like you kind of encounter not the same level of heyitnus, but like Mark said, like wedding planning and getting engaged and all your friends are getting engaged and you're planning a wedding and there's excitement and like it's there's similar factors there, to which I say, like it's not just reality TV, Like you have to overcome those factors in real life

as well, because everything gets heightened, like you said, like there's so much pressure, and you don't want to be the only person in your friend group to not be married, and then like kids, you don't want to be the only person in your friend group who doesn't have kids because your life changes, like once your friend and families life changes, Like you want your life to change because nobody wants to be the one single dude out of their friends because then you're the only one going to

a bar at night. Like that sucks really quick. I want to bring up this kind of ties back to

that Matthew McConaughey quote from Days and Confused. But a lot of our friends are having kids and Alison I do not have kids, and we don't have plans to do that, and so we are not seeing those people as much because we don't have as much in common with them any like, like you know, they don't They just want to talk about their kids and we have nothing to say, and uh, we started hanging out with some new friends who are younger than us, and uh,

because we're kind of in the same spot in our lives, and uh we joked that. You know, I love just trading out friends for younger, younger people until they have kids, and then I'll just get new friends. And like the Scott distric of friends, I am, I am, I'm only hanging out with eighteen year olds because they just once they once they age out, you just start replacing them. Like, all right, well they have kids who who only has an Xbox? Bring them to me exactly. You'll never guess

you just popular waiting room. No, oh my goodness, this is exciting. Oh god, I don't even want to see them. I don't want to see them. Ladies and ladies and gentlemen, boys and girls. The man of the hour. Everybody's been waiting with bated breath. Beach. He might be knees deep in in the Pacific right now. There he is. Ladies and gentlemen, look at that color you look. Hey, my brother's wedding is in an hour and a half, so can we try to make this Is that right? Yeah,

it's right. So this one's kind of not on you. Because I think at one point we were going to do this today. I was under the impression that Jared was co hosting with a lovely co host that was gonna step in at Ripley filling my shoes. I think, uh, you're you're looking at him right now, Dean, Well, listen, don't get me wrong. You guys are definitely fantastic villains. But I remember it was some other guys, some guy named Grant maybe I think it was Brian, but he canceled.

You obviously didn't get the last email because we're supposed to do it yesterday with Brian, and then he canceled, and then we're like, okay, we'll just do our regular Friday spot, right. I mean, yeah, I've been drunk in Mexico for the past three days because my brother is getting married an hour and a half, So you know, that's kind of why I've been a little my game here. Do you have things that you have to like get

done before the wedding? Uh? Yeah, I mean I'm a best man, so I need to be able to get dressed with them, put our close on together, and you know, cheers with champagne, makes some speeches, coordinates and things but whatever, you know, I'm here for help. I start your dating first and foremost, my brother, listen, it's not it's for it's his first wedding, but it's not gonna be his last wedding, So hey, don't below all the material from

the best man's speech on us. He's just practicing. In fact, maybe I'll take a little voice recording of the best man's speech and we can go ahead and clip that into the episode. To what he said, I like, yeah, I do apologize. I don't know how good the audio is going to be in this room. Uh it sounds a little echo e And if I think it sounds echoly's probably not gonna be that great. So for those listening, and for Mark and Easton, I apologize for the audio quality.

You sound great. We're talking about weddings right now. We're talking about people who immediately knew after they got married that they've made a huge mistake. I hope that's not the kid for your brother and future sister in law. But what is your take on them as a couple. Do you approve of her? Uh? Wow, that's I mean that's uh would be pretty brutal to get married and then immediately regret it. Well, they've been dating for like eight years, nine years, so they're like pretty convinced that

they're each other's partners for the rest of their lives. Uh, And I'm super happy for them. I don't know, it's you know, it's it's funny to see your oldest brother get married, just because like I've always looked up to him. He's always been He's nine years older than nine, so he's always been pretty significantly older, and so I've always kind of like modeled my life after his life in you know, some sense, like if he does something, I'm like, cool, I can do that, or if he does something bad,

I'd be like, Okay, cool, don't do that. And so it would be interesting to seem get married. I think that he's very stoked. He has had a smile on his face the entire time we've been in Mexico, and so far we've all had a blast. So I think that's all he ever has wanted in life is for all his friends to come down and have fun. So, seeing your brother get married, do you think it makes you want to get married more or less? Yeah, it's a really question to Jared. Wow, thanks really just hidden

hitting hitting bingers right out of the gate. But I figured, you know the time's taking, baby, you gotta get going. I gotta hit with the hard questions right from the get go. Uh. Yes, and no. I mean, like I said, I kind of emulate him in as many ways as I classibly can. So I think seeing him married is going to probably motivate me to have like a similar belief to some degree. Calin and I had a conversation about marriage yesterday a little bit. I don't know she's

with I don't know. I don't know how how soundproof these sliding doors in our hotel room or it sounds pretty soundproof. She's not even acknowledging me right now. I wouldn't worry too much about it. I would just talk about it. Yeah, I would just tell us exactly what you guys said. Yeah, yeah, No, I mean all paraphrase for you as if you guys a spark nuts. It was basically more of the same stuff. You know, she wants to get married. I'm like, well, I don't really know.

I don't I don't know if I want to be an example for everyone getting married, Like I think we should be the example that, like, you know, two people can look together forever without the predisposition of marriage. Um, and you know, it's just an ever evolving conversation. But like I said, at to Mark's point, my brother is now married, so maybe I'll start to come around a little bit more on it. I think we're I don't know, We'll see what happens. My prediction is that listen, I'm

your friend. I'm not putting pressure on you, but my prediction is that you and Calin will get married at some point because it feels like Kalen in terms of like the battles within the relationship of what you want, what she wants, she wins more often than not. You guys bought the house together, you share a phone bill together, you got a dog together, You're you're very domesticated over the past year and a half since you two have

been dating. And it feels like that's her decision. And I feel like, because you love her so much, I mean, you wear a freaking wedding ring right now. The idea of you just kind of walking down the aisleand saying I do seems pretty plausible. I told her that if we were to get married, the only way I realistically

would be on board with. The idea is to just us to sneak away to a courthouse, get it done, and don't tell anyone kind of thing, someone to kind of what everyone already thought that we did six months ago, but actually do it. Did you tell us after the fact? I know I would let you guys keep I mean, maybe I did it, and I am still just trying

to play coy this freaking guy. My point is, I just settled out, like Jared, your wedding is beautiful and it was fantastic, but the idea killings listening on the other side of this, letting to her just going like this, like freaking rubbing her hand over her neck like she's gonna kill me, and she's like biting aggressively. It's kind of scary. Anyways, before you myself killed, I guess I won't say too much. My point is, Jared, your wedding

was lovely. We we obviously had a blast um. But the idea of that many people coming together for me is just a little too too much for me to get on board with, you know, So, uh, if we were to do it, it would just be like a quick escape, get the court house signed, the papers, not tell anyone to get back home in time for Yeah. Yeah, So what is the age difference between your brother and his bride, because we've been discussing age differences also today. Well,

you're nine years older than your wife, right. I am seven and a half years older than my wife seven and a half and eastern you're younger right or now? Wow, dude, I'm so impressed. Yes, I'm six months younger. Nice, and Jaredy's younger as well. My brother is thirty nine and I think his wife is like thirty six, so not too bad. I don't know who knows really, but it's weird her like family is all out here. I haven't really met a lot of them. Um My sister mr

flight today, so we'll see if she makes it in. Well, I'm it's good to see that it runs in the family. Yeah, yeah, it does definitely around with the family. Uh, that was that was unattentional. I didn't really want that to hit as hard as it did there. And then my cousin I bought. I took it from my cousin to come out too, and she didn't get her passport in time, so that money is just basically down the drain, which also isn't very great. Oh no, well, how many people

is he having at the wedding. There's probably gonna be like seventy to eighty people there. I wonder after the wedding how you'll feel about having a big wedding or not, Like, as you say, you know, hey, you don't want all these people gathering for you, it's too much. You're overwhelmed. But I think you're also such like a lovable social guy, seeing like you know, your your family come together. I wonder if that's something you'll change your mind on and say, actually,

I do want these people here when I marry Kitlin. Well, this is this is nothing new. I remember when I was in middle school and my and my Space came out, And remember my Space how there was like a top eight friends. Ye, so much social anxiety. I never made in my Space solely for the reason that I didn't want to have to rank my top eight friends. First of all, I don't think I had eight friends, and

I think that was a big fear of mine. But then it's like I wouldn't want to be like you're my first best friend, you're my second best friend, you're my third best friend, like that terrifies me, and I don't want to do it. Oh well, the worst is when you created a top eight and you had a friend in the top eight and then you went on their top eight and you're not not in there. That was like, oh no, like, oh no, I'm pathetic. That would be me too. I feel like it also like

uh yeah, I don't know. It's just it's just a lot to consider it, and I don't. I don't think I've even entertained the idea of like trying to consider it. So you never know. But I'm talking with three married men right here, and it's a little intimidating. I gotta say, do it, bro, take the plunge. Yeah, I'll do it just for you, Jared, I'm sure killing I'm gonna stand up there, delivery vows and say this one's for you, Jared, this one's for suck Army. I do, Yeah, I do

Help by Second Dating. I mean, honestly, if you got married, that should be the final episode of Help by Second Dating. That feels like the most full circle moment of all time. I wouldn't want it to end. Maybe we could rebrand, because obviously we're only gonna get more popular as time goes on. Have Uh, it feels like such a great conclusion. It was like, you know, it's like a trilogy. You know, the first movie was you solo, the second movie was Me and you, and now the third movies you finally

getting married. Yeah yeah, I guess you know, like one of those movies Serious Dragon Too long and you're like, okay, just stop making movies now, like we get it, and now they're just like getting really bad. That's kind of how this podcast we guests get after we all got married. So I don't agree unless you're fast and furious, because they can make forty of those and I'll never get tired of it. Um, all right, well, so what do we do now? Are we uh we have an even

able to answer? Should we just an emails? I mean, does Dean want to weigh in on the Scott Distinct situation? Is big Scot Distinct fan actually are funny Calos just admiring Scot disacs interior decorating skills. Apparently he's like a really talented uh flipper of houses. I knew he had an HDTV show. I did not know if he was good at it or not, but hey, a man of many talents. Yeah, I said earlier. Controversial as it may be that it is a sign of bad character that

he dates only teenage girls. Yeah, because this is not the first teenage girl he's dated. He dated Sophia Ritchie. Now he's dating another teenage girl. He's dating Amelia ham And and I think that's not a great look for a dude in their late thirties. Yeah. I mean, I guess the appeal of an old man dating a young teenage girl like that is the fact that she doesn't probably know any better and she's probably like excited to talk to us seemingly older, more mature guy. Right. It's

got to say, his celebrity factory's super wealthy. You can kind of like do whatever he wants. Um. I mean, I agree, it's a little scheezy. Um. But at the end of the day, you can't can't knock true love, right unless you don't think it's true luck until she turns twenty two and they break up. Then you can knock true love, uh, because she ages out. I agree. Now,

I agree with you, Mark. Listen. If Scott is just like dating nineteen year olds until they turned twenty two and then breaking up with him, and dating a new nineteen year old. Yeah, that's sea, doesn't that Leo to Like? There's a graph on the internet that I've seen that it's a It's a graph of Leo's age, which of course is a straight diagonal line, as is all of our ages, and then the other line under the graph of his girlfriend's ages, which is a straight line across

the bottom of the graph. I think, I think this is a thing. Oh, Leo gets a pass. I don't know why. Why does Leo get away with it? Kind of does does? Yeah, Leo's the study. Wait, I I just realized that Amelia's mom is Terry Hatcher? Is that right? Right now? Cindy Crawford. Cindy Crawford or Cindy Crawford and

Terry Hatcher like almost the same person. M dude. I used to love Terry Hatcher because obviously being a Superman fan, when she played Lois Lane and The New Adventures of Superman Terry Hatcher, Wow, that's a throwback, and wow when she was on Desperate Housewives, Yeah she had in his career as an actress. Cindy Crawford is a supermodel. I gotta say, Scott Disick, I thought was older than thirty seven.

I agree thirty seven. Like, listen, it's not a great look to be dating an old is Amelia nineteen or twenty now? It definitely isn't like a great thing to be doing. But it's not as I thought. He was like fifty something like that. In common. What do they talk about? That's what I'm curious about. Probably a lot about like Instagram and stuff like Kardashians. Yeah, she's showing him TikTok videos and he's like, oh cool, Like I'm

watching Carson reruns or something. You know what he does all those things that the young people did to kind of stay young? Oh hell yeah, he's he's gotta stay with the times. That's his job. I think I've talked about this on the podcast before, but there was a study that I read about where they injected the blood of young mice into the veins of older mice, and the older mice became more youthful and energetic, and in a weird way, that's kind of what Scott Distik is doing.

He's kind of like tapping into the fountain of youth by dating a younger person, and maybe it helps him feel young and stay young and in Los Angeles, Like thirty seven is really more like twenty seven for a guy, and nineteen is more like for a girl. So that's only three year age difference. No One, I always feel so old. I'm dating someone nine months older than me. That makes sense, now, That's why I feel old if

I was dating someone nine months younger. You don't live in Los Angeles, no, no, no, no no. So like thirty two in Ryland is like forty five. Thirty two around is like forty five. Thirty seven in l A is Like I'm dude, I'm sure like being in the limelight likes got this sick has been uh you know you kind of like get there's like that, not the saying or whatever, but like kind of whatever year you become famous in your life is kind of the age you get stuck in for the rest of your life.

You know, Like Scott this became famous when he was like twenty four whatever it is, so he probably perpetually feels like he's twenty four in a way. Um, that's interesting. I've heard about that. I could I could have sworn we have all talked about it together, but I guess not. Um, but yeah, I don't know. Maybe that's kind of like the impression that I'm getting from him. That's good logic. See, that's why Dean, you got to come to the podcast,

because you bring logic, knowledge, humor. Yeah, you're just to be sure to tell I'll be sure to be telling my brother that when I'm rolling up late to the to the vows today. Yeah, I feel like bro, Sorry, I just had a I had my job alright, the day off. Yea. All right, let's take a quick break and answer some of your emails on the other side. All right, welcome back to help I suck at dating. We of course have your user emails that we're going to answer. And then on Instagram, I posted last night

about some things that uh, everybody suck. Army is feeling a little nervous about getting back to normalcy. The whole reason I thought of that is because, like I said earlier the podcast, I'm in New York and I realized how much I don't want to be in New York

and the pandemic. I haven't had to travel at all, and it's been great, but now things are getting back to normal and I'm like, oh God, am I gonna have to start coming to New York More and being surrounded by p pole and taking taxis and I'm not I'm not ready for this, so I'm nervous about that. So I asked on Instagram some things that you guys are nervous about getting back to post pandemic. We're going to answer those next week, but for right now, we

do have a couple of emails. Our favorite part of the episode, Mark, would you be so kind and be a privilege? This is from anonymous. I've been dating a guy now for almost ten months. The problem is we've both been divorced, and his marriage ended due to his spouse cheating, so he has some issues with that. I did cheat on my husband in my marriage, which I regret and I've worked through in therapy. I feel like

I would never repeat that behavior again going forward. It was brought up the other day for the first time if I had ever cheated in my past. I said no, because he made me feel like if I had said yes, it was a deal breaker. I don't feel I should have to lie about this forever. It's my past, it happened, I've grown from it. Should I tell him ever or should I always keep this to myself? Oh Man? Yeah, this one is a great question. Wow, I of course

believed that people can change. I don't believe in the saying once a cheater, always a cheater. I think people make mistakes, but I also know the reality of people. And I'm sure this guy that you're dating would have some hesitation if you admitted that he that you cheated in the past, because apparently he's dealt with this prior. Uh damn. I don't think him. I think there's no question to tell him what happens. If he breaks up with her, then it just wasn't meant to be at

the end of the day. If if that's how, if he's willing to walk away from the relationship because of that, I think that's a much better alternative than him finding out later on, or you having to keep a secret from him and him not really knowing the full version of you. And let's be honest, Yes, I agree that not one not a cheater, once always a cheater. Whatever

he's saying is something like that. But those those those mistakes helped form you to be the person that you are, and by lying about those mistakes, you are kind of

like lying about the person that you are now. So I think that at the end of the day, the best thing you can do is be honest and let them make the decision for themselves instead of you like trying to curate yourself to feel like you should be better fitting what he wants, because at the end of the day, that's not good in my opinion, either he finds out now or he finds out a year from now, And if he finds out a year from now, he's gonna find out that not only did you cheat, and

you also lied about it, so it's a double whammy. You gotta tell him. Look, I'm so sorry I lied. I panicked, but it's just been a couple of days, so I'm gonna come clean to you now. I feel this way about you. That was my path I went to therapy. You've got to just lay it out on the table for him. He may need some time on it, but it's up to him if he wants to stick around.

You can't start this entire relationship based on a lie because it's gonna bother you forever and then and then he's probably gonna default to the fact that if you're lying about that, what else are you lying about? Yes, this is from David he says, around Easter, I shot my shot in the d m S with a cute girl. I really wanted to go on a date with She said no, as she recently got out of a relationship. It was flatter that I asked herbout mentioning that it

made her day. Some time has passed, and now she likes all my pictures on Instagram. I will sometimes slide up on her story just to keep in touch, but nothing's really come out of it. Would it be weird or creepy to let her know that my offer still stands or should I completely move on? I personally don't think you'd be creepy at all, right, I feel like we all would think that. Like listen, I feel like by saying, uh, you want to go on a day with her, you've made your intentions clear, you like are

interested in her, you have crush on or whatever. And then I think that's kind of like one of the oldest tricks in the book that and I respect it too, is by like kind of not keeping a constant communication, but like keeping an open line of communication, you know, like laughing at a story every once in a while, and like having a quick conversation boom into that and then like a week later another one kind of thing.

I yeah, I don't know. I mean, maybe she was just being nice when she was like, oh I got out of relationships. I'm flattered, but I don't want to go on a date. Maybe that was like her way of being nice and kind of rejecting you. But yeah, maybe time has changed things a little bit. Yeah, I agree, go for it again. Why not? She said that she just got out of a relationship, but she's very flattered. All right, you gave it some time. Ask her again.

Now listen. If she says no for a second time, she's like, oh I can't you know, she comes up with another excuse. Okay, now you know, if you reach out for a third time, I would agree, it might be a little weird, little creepy, a little much, But you reach out for a second time. She said that she just got of a relationship. You're doing nothing wrong. You know she likes your pictures on Instagram. You guys go back and forth. There's a little flirtation there. Why

not shoot your shot again. See what happens if she says no, then you move on. Here's what I would do, was always my method. In a situation like this is I would, let's say, like have an event planned with my friends, whethery we're like going to a bar or going to the beach for the day or something like that.

I would just casually maybe like that's kind of like the day that you choose to respond to a story, so that lone of communtion klant of communication has a reason to be open, and then kind of like move it over to be like, hey, by the way, my friends and are going to the beach at six pm for like the sunset, feel free to stop by if you want, like kind of keep it like no pressure, uh,

make it like she does. It's gonna be like a big social setting, so there's not gonna be like, you know, this awkward like one on one tension um and then kind of let it blossom from there. I feel like that's kind of it was always a good method in my opinion. Yeah, this is good advice, guys. Yeah I can. I hope David can maybe try one of these things. The report back and let un't know how it is. I agree with Dan though, always like hanging out with

friends is a good way to go. Yeah. I always feel like when someone says I'm not ready for a relationship. What they're really saying is, I'm not ready for a relationship with you because I feel like if she was wept off her feet, it would be different. But also I think we should take her at face failure, take her at her word. Maybe it was still kind of row at that point. It's been six weeks since Easter. Do we feel like that's enough time for her to

get over this? But we need to kind of play it cool for a little while longer it's enough time. I think six weeks is enough time. But that's just me. But I think you're right, keep it casual. Maybe there's some d m NG back and forth, just kind of about life, about TV shows, you're watching, whatever it is, just to kind of keep it open. But yeah, I

like the ins advice. I like the casual hang Yeah, and then and then if she doesn't hang out with you, then just d M her every single day from then on, and so she needs a face to face and at the end of the day, it's gonna it's gonna happen eventually, right, Yeah, whatever you say, Uh, I was gonna say sometime, I'm not gonna say it anymore. Plus, the door just opened up in the closet by itself, so I'm a little nervous. There's just some sort of demon that's about to possess

me in this closet. So I think that would be a good time to wrap up this podcast. Before you wrap it up, I've got a question. I'm sure you covered at the top of the podcast. What are you doing in the closet? Uh? Long story. Now I'm in New York. Uh, Ashley is doing this thing interviewing Broadway stars. I'm not gonna go over it again. It's really cool anyway, So we needed I needed to find a replace to

record this podcast where her friend's house. So I'm in her friend's closet, and of course I forgot the podcast equipment. So now I'm doing a voice memo. I just really channeled my inner Dean this week. I was like, you know what, I'm gonna go full Dean. I'm gonna go in the closet, no podcast equipment, Let's do this thing. You were on time, though, I'm proud. I'm proud to see if this incredible man you blossomed into over the past, you know, two years of doing this podcast, stop that

you're making me blush over here. I mean, there has to be a podcast episode coming up soon where I record in the closet and you record in the van, and let's just like, you know, pissing the wind and see what happens, only if you have R. Kelly's Trapped in the Closet as the leading music for it. Oh god, he went there. Iddity ladies and gentleman, I'll do it for this week's episode of Help. I second dating Dean have fun in Mexico. Please tell your brother we say congratulations.

Have a great time. Man. That's super exciting. Um. Yeah, thanks for letting me just joining for the second half of this podcast. I'm sorry that. Uh so, I guess the story is just just to kind of clear the air on this a little bit. Is that you were supposed to host last yesterday with Brian, and then I got a text from one of the producers saying, Hey, we actually I'm gonna do that tomorrow. We're gonna record

as you were usual tomorrow. And I was like pretty drunk, and I was like, yeah, I could totally make it happen. And then the back of my head, I never said that, and so obviously the receipts are out there, so I would like to apologize on behalf of myself for that.

Oh you're fine. Honestly, this was like one time where I don't think I I don't think it was really entirely your fault, because there was some miscommunication because we originally gonna it was supposed to be and this other guy yesterday, and then we had to switch back to today, and so I think there's a little confusion whether you're gonna still be on the podcast today because and then you had the wedding and so you've been preoccupied. So actually,

remember brother wedding. It's a great excuse to just be off this week. So the fact that you did come for the second half, I think his bonus points. Thanks guys, Thanks guys. That means I gotta take half of an episode off again at some point, at at an undecided time. Right now, I think you might have a drive. I drove to Sailda from Los Angeles and it was I would never in a million years recommend anyone to make that drive. It's well, it's thirty hours, it's not very scenic.

I had to bribe a cop a couple of times, and there's a lot of toll roads. Gas is pretty expensive in Mexico. Seriously, have to bribe a cop. Yeah, apparently you have to get a permit for your car if you drive far enough south from the border. Now when you have a little cash on you, yeah, exactly, And so we had to like bribe. We had to pay a hundred dollars to get out of the ticket the first time, and then fifty dollars to ticket the second time. And it was like all pretty sketch too.

They're always like, oh yeah, like it's your lucky day. Like I'm gonna do you this favor. All you have to do is pay me. At first, they want like five dollars and I was like, I'm not gonna give you five hundred dollars. And he's like, okay, give me three dollars. It's like, yeah, that's not gonna happen. Either's like, okay, hundred dollars, you're on your way. And then so we paid him a hundred. It's just funny like they they yeah, they just want money from I wish I had the balls.

Dean has The cop was like, hey, if the Mexic Ki cops said out of it, like are you sure you don't want more, please just let me go. Yeah, a great review. The first one, we were pulled over on the side of the road negotiating with these police officers who didn't speak any English. That was pretty bad.

The second time, though, we got pulled over and there was like this little Kiosk interrogation room that they like made me leave my phone in my car, pulled me and just by myself, and like I talked to a cop for like forty five minutes in this like roadside interrogation room. Uh. And it was it was like not like it sounds intimidating, but at the end of the day, like I don't know, they all they wanted ever his money and if they get that even a little bit

from you, they're just like happy, I guess. But anyways, my point is I don't recommend driving it. Uh So if you're thinking about driving to Mexico, it's just understand that you might get into some some some crap. Yeah just fly. Uh all right, well, Dean, have fun Easton Mare Riley. Everyone, thank you so much for helping me out through this podcast, for helping both of us out. Uh. We will be recording next week. Uh well, hopefully we

suck a little less. Follow help by suck at Dating on I Heart Radio or wherever you listen to podcast