The Viall Files - E980 Ask Nick - I’m In Love With My Boss

Episode Date: August 11, 2025

Our first caller is wondering how to break up with someone. Our second caller is in love with her boss. And, our third caller is wondering if she’s the idiot for giving her high school ex yet another chance?  “You don’t care if he’s happy, you want him to be happy with you." Listen to Humble Brag with Cynthia Bailey and Crystal Kung Minkoff every Monday. Available wherever you get your podcasts and YouTube: https://www.youtube.com/@humblebragpod  https://podcasts.apple.com/us/podcast/humble-brag-with-crystal-and-cynthia/id1774286896 https://open.spotify.com/show/4NWA8LBk15l2u5tNQqDcOO?si=c03a23d537f94735 Start your 7 Day Free Trial of Viall Files + here: https://viallfiles.supportingcast.fm/  Please make sure to subscribe so you don’t miss an episode and as always send in your relationship questions to [e-mail] to be a part of our Monday episodes.  We’ve partnered with Mint Mobile to open a hot takes hotline to hear your scorching hot opinions! Give us your hot takes, thoughts and theories and we’ll read and react to the best ones on an upcoming Reality Recap episode! All you have to do is call 1-855-MINT-TLK or, if you prefer the numbers, that’s 855-646-8855 and leave us a message. To Order Nick’s Book Go To: https://www.viallfiles.com  If you would like to get some texting advice, send an email to [e-mail] with “Texting Office Hours” in the subject line!  To advertise on this podcast please email: [e-mail] or go to: https://advertising.libsyn.com/theviallfiles  THANK YOU TO OUR SPONSORS: Mint Mobile - Get 3-months of Unlimited premium wireless service for 15 bucks a month at https://mintmobile.com/viall  BetterHelp - Talk it out, with BetterHelp. Our listeners get 10% off their first month at https://betterhelp.com/viall  Happy Thursday - If you’re feeling thirsty, Have a Happy Thursday! Weekend vibes all summer long. To find out more and find a Happy Thursday near you visit https://drinkhappythursday.com/viall  Rosetta Stone - Visit www.rosettastone.com/viall to get started and claim your 50% off TODAY! Lola Blankets - For a limited time, our listeners are getting a huge 35% OFF their entire order at https://lolablankets.com by using code VIALL at checkout. Timestamps: (00:00) - Intro (01:12) - Caller One (33:08) - Caller Two (58:56) - Caller Three Episode Socials: @viallfiles @nickviall @justinkaphillips @dereklanerussell  

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How's it going? Hi, my name's Victoria. I'm 27 years old, and I'm wondering how to break up with someone. Okay. Are you currently in a relationship and trying to figure out how to break up with them? Are you just like wondering for future reference? I guess both, but I am currently. in a relationship, yes. Have you never broken up with someone before? No. This is my first real

relationship. My first love, first everything. So not everything, but like first real relationship. How old are you again? 27. Okay. How long is this relationship been going on for? Yeah. So we've been dating officially for a year and a half, but we've been together like two years. Okay. Why do you want to break up? You know, it's hard because nobody did anything wrong. So that kind of makes it much more difficult. He's very sure that this is a forever relationship and I have just been feeling more recently that I don't know if this is my forever relationship and just a lot of things have been adding up and I've been thinking a lot about it more recently. Do you want to elaborate at all just for fun? Yeah. Sure, absolutely. Yeah. So we have a very healthy relationship. We honestly

actually don't even argue that often. We've been getting into a little more recently, but it's we're able to talk through it but it's more of like a reflection of where we're at currently so um i was laid off back in february um i cannot i i've not been able to get a job like even getting an interview has been a nightmare and something i've always been interested in actually is going and teaching abroad for um a little bit and so i'm not a teacher but it's something there's a program that i've always been interested in and so i let him know ahead of time i'm applying to this 10-month teaching program. And I, he wasn't super stoked, but, you know, I was also actively applying to jobs. But I got accepted to this and I figured, you know, this is the time to

try it. And so he wasn't super happy. We've been working through it. Again, it's nothing we can't work through. But again, since I let him know that I am leaving the country for 10 months, I've just been doing a lot of reflecting. And so, yeah. So all, Ultimately, you had a bit of, like, a life crisis, but it's obviously, sucks getting laid off. Yeah. You took advantage of that crisis by looking at other opportunities that you've considered doing, like, this teaching thing. My brother did a version of that, really enjoyed it, taught English in Seoul Korea. That's awesome.

Your interest relationship, he obviously wasn't thrilled by the possibility of his girlfriend and what he perceived as his future life partner, like taking a sabbatical from the relationship. but ultimately I guess it sounds like I guess where did we go from we're working through it and he didn't love the idea but we are working through it to like you know what fuck it I just like let's break up um so actually it kind of was around the time that I had mentioned I was leaving we took a weekend to kind of think things through I actually it worked out perfectly when I let him know that I was actually going to my grandparents house that weekend so we both kind of just took a weekend apart. We were still texting, but not in person. And when I came back, I was like very sure, yes, I want to do this. He was the only person I had spoken to that hadn't been

excited or supportive of me trying this, which I understand his significant others leaving the country for 10 months. So I understand where he was coming from with that. Did you understand, but also like resent him a little bit for not supporting you? Or do you just kind of totally understand A little bit of both, I guess. A little bit of both. But I don't feel any resentment. If anything, I'm worried that he will resent that I leave. Just based on conversations, I am concerned.

He will, I don't want to say hold it over me over my head when I come back. And if we stay together, I am a little worried. What makes you worried about that? He's very concerned. The conversation was very eye-centered when it came to him. There were a lot of eye statements. Like, I can't believe you would leave me. What if you find someone and break up with me while you're there?

Sure. I, what am I supposed to do when I'm home here? What about what everything we've worked through over for the past two years, building this foundation, et cetera. Which is, I imagine in the heat of the moment when, I imagine all this is coming from at a time where he was first just processing the news that you were incredibly serious about this. Yeah.

Yes, absolutely. Okay. And so the fear that he, might resent you is that again just based off of just common sense and these eye statements that he mentioned recently or is there something more about his personality that he's also that you've gotten to know that makes you like think he you know is a little resentful and kind of has a side to him that would ultimately not see the bigger picture when you got back and assuming like let's say you went over there, whether he loved it or not, but he was just like, you know what?

Obviously, I don't like this. I don't love that my girlfriend's leaving, but I want to support you. Obviously, I have a lot of fears and anxiety about this, but I want to support you. And let's say you go and you choose to work, you guys work through it as a couple, and you're faithful and he's faithful, and you come back. What makes you think at that moment, he would be like, you know what? You got to do this. And I'm going to start, you know, like, and just kind of.

of always bringing it up is like the thing that like pissed him off that he feels like you owe him for like if someone was unfaithful and that person forgave them but they never let it go in the relationship and and things like that what what makes you think that he might do that i mean i think it is a little bit personality um but also just who he like just kind of like who he is i think also just my personal fears about it. It's, I also I think part of it is I, I might also be projecting kind of what I am worried about as well, just because I've been thinking a lot more about if this relationship is for me.

And so it's just that whole, it's just all of it, I guess, together. Okay. And then I guess what part outside of this scenario, what part of the relationship is just are you also wondering like is this relationship for me he's been very certain since the very beginning i again this is my first relationship i love him so much but i've been doing a lot more thinking recently there has there was a time when i was like yeah this i could see a future but as time has gone on i just see less and less okay that sounds bad i just don't know if i picture him in my future as much as he pictures me and his i did go against some nondon

negotiables that I didn't think were important in the past. And you used to talk a lot about this. You used to talk about how important non-negotiables were. And I've thought about it a lot more recently. And I've realized how important they are. I should have listened to you a long time ago. I apologize. Whatever. I don't listen to me often. What are some of those things you're referring to? Well, so I'm Jewish. And something important to me is I do want to have a Jewish family. I want to Um, ideally would love to marry, um, someone who's Jewish and he's not. Okay. And for a while, that was fine. Um, but again, more recently I've been thinking more and more about it as more my friends get married, have kids. It's been more of a topic on the top of my mind. I guess. Yeah,

that makes sense. Yeah. I think, you know, usually when those types of things, I mean, we're younger, we might be a little more rebellious. And then we definitely get out of that rebellious phase and realize, no, that maybe this does matter to me more than that. thought. Well, okay, anyways, I just, thanks for sharing all that. I'm not trying to, like, you're not even asking whether you should break up or not. I just, I always want to hear your thought process, it being your first relationship. I also just want to make sure you're making decision with like a clear head. It kind of raised a bit of alarm bells for me when this whole story started by, like, so I lost my job. And usually those types of like pivotal moments,

it's like will affect us in ways that we don't realize and then kind of a snowball effect. And maybe sometimes all for the positive. Like maybe maybe this period will, is a wake up call for you that you've been kind of, you know, sitting on and not doing anything about making meaningful changes in your life and you've been kind of going with the status quo and living in a more of a state of comfort rather than like, hey, I'm only 27. Like now is the time of my life to be a little riskier. I won't get many opportunities to do what I even have an opportunity to do.

So now is the time. I mean, how do you break up with someone? There's no good way, right? Like, and, you know, so a couple of things is to remember. I'm sure you've heard me say this before. You want to be direct and kind at the same time, all right? You also, your goal is not to be friends with him. and your goal is not to make sure he likes you

when you walk out the door, so to speak. You know, you have to allow him to think of you as the villain in his story. You're going to break his heart. He's going to be like, why are you quitting on us? I'm willing to, like, it's going to feel like it's not good enough for, you know, it's like, first he presented him with this thing that you wanted to do and he's like, he hated it.

like and then he was like well i guess fine if i don't want to like stop you from chasing your dreams so like i guess go i have my concerns but like i you know big picture if we end up together like this is a blip in the radar so like i guess i'll support you and now you're going to be like well actually just kidding i don't want your support i just i want i don't want you and that's going to hurt you know and so he might be angry and sad and all those things It's going to be a process. So, like, I think the nicest way is to be as kind as possible. Do not sugarcoat things.

It's better to be direct and kind rather than to, like, insert unnecessary hope that he is going to be looking for. He's going to be looking for you to say things like maybe in the future or I don't know how I'm going to feel when I get back. And that might all be true because you're also going to be. be operating from a place of fear as well, right? Like, you don't know for sure. Maybe this is a mistake. I don't know. Who knows? I don't know. Like, but if this is how you really feel, then, you know, then it's okay to like have your heart chain, so to speak. And so people in your position are going to want to hedge the bet, right? You're going to want to be like, fuck, if I do, you know, like, I do want him to not be mad at me. I don't want to be a bad guy. I don't want

to break his heart. And oh, by the way, if I change my mind, I want to make sure I can get back in. Um, but I don't think you should, that should be your priority in the moment. I, I think it is one of those things. You have to be as respectful and as kind as possible. And then allow him to be angry, to hate you in the short run, knowing that you ultimately didn't do anything mean or cruel. And he will eventually get over it and see it for the big, big picture that it is. But like, don't fill him with false hope. Don't ask to be friends. Don't, you know, and he's going to figure out a, you know, you know, know, he will try and he will really try most likely to figure out ways to stay connected to you. And it's going to feel mean to turn him down because it's going to feel so reasonable. And it's also going to feel like something honestly that you want, right? There's a good chance he'll be angry, he'll be sad or whatever. And then like maybe a week later before you go, he's like, I totally get it. I'm sorry if I handle it this way, but like I just want you to know that like I'm still here for you.

And I, you know, I'll still be a friend to you. And in the back of my mind, what he's hoping is to just have access to you. He just wants to stay close to you, right? Because, like, there's so many phases of breaking up, right? Like, there's the initial breakup of, like, hey, just bad news, don't want to do this anymore, right? And then you both grow this for this emotional process, right? Like, he, being on the receiving end of heartbreak, he's going to have a relationship with you in his head for a period of time, well, that, right? He's going to be talking to friends and having conversations in his head and things

like that. And that's where like the hope can be very dangerous. You know, that's where it's just like, you don't want him ruminating over your maybes in the will sees and like the possibilities in the future. And it's all, you know, and it will be something that also you probably would benefit from, but it would be ultimately selfish of you to take him up on that offer for him to be available to you when you want while he essentially puts himself on hold

and he's going to say that he wants that and you're going to turn him down for that and he's going to take that as you don't even want me. Why, you really fucking hate me. You don't even want me in your life. That is, in my opinion, the right, most mature

way to approach this. It's hard to do. Yeah. Yeah. It's hard to think about it's been difficult. There have been other times that I've questioned the relationship throughout. And I just, I mean, things have been fine. They've been good.

And yeah, you did mention comfortability and everything as well, which is definitely I know a part of it. I think, you didn't ask, but I do think in your breakup, you should communicate to him. And it will feel, I'm sure you guys, I'm sure somehow he's aware of this and it's going to feel like you misled him and you changed your mind. I would communicate to him your desire to marry a Jewish man. Yeah, we've had that conversation before, actually. It actually came up kind of recently, too. Yeah. How did it go?

Well, at the time, he was like, I appreciate you accepting me, like, for me. Because it was brought up. I was like, you know, something important to me, we had one of those conversations. Like, what's important to us in the future if we do want to make this work? And I said, you know, I want to raise my kids Jewish. first and foremost, like, that is very important to me. And I asked him how he felt about that. And he was like, yeah, I'm all for it.

I'm 100% on board with that. I will support that. And you can't really ask people to convert. We don't do that. And so I said, would you ever consider the idea of converting? And he actually hit me with the, I actually always thought I would get baptized when I was older. I was like, why wasn't answering my question? but definitely answered the question.

And so I've been thinking about it a lot since then. And then he was like, thank you for accepting me for me. And I was like, I, I, what did he mean by that? That I, that he wasn't interested in converting that I was like, I love you. I love you for you. But I've been thinking about that conversation a lot more recently. So you're going to be basically telling you, I don't love you for you. that's how he'll take it.

No, I mean, listen, I'm giving you a hard time, but. Yeah. Yeah. These are very difficult conversations to have. And he heard what he wanted to hear. And you sounds like you, you didn't get the response that you're hoping for and you didn't really know how to say anything. I kind of had to ruminate on it.

As a follow up. And he was like, thanks for accepting me. And you're like, I guess for now, I'll circle back. Well, in the moment, I was like, of course. I love you so much. And then I thought a lot, I'm home alone by myself a lot. I have a lot of time with myself in my brain. It's been tough recently.

But I guess another question is like, do I bring up any other things? Like there are other things that have bothered me throughout the relationship. No, I would bring them up. No. Okay. Because that to me is just like piling on unnecessarily. And you might get into like semantical arguments and things like that. And then like there's no point in giving, it's like,

in giving him notes about essentially something that just might be preference-based on your part. And this is not like an exit interview from a job where you're just like, hey, in the future, like in case you care, you know, that that's just not the role that someone breaking up with someone needs to play. And but I just,

I do think the exception to that is the non-negotiable that you're realizing is important to you about your faith that he can, he can't do anything about it. And I mean that in a good way where it's just like that is part of your upbringing, your heritage, whatever you want to call it, right? And yeah, like you might owe him an apology for having to like learn that about yourself in real time while having a relationship with him because from his point of view, it might feel a little misleading. Hey, she told me it wasn't that important to her. Now she's telling me it's important to her.

that seems unfair had i known that a year and a half ago i never would have like a lot of myself to fall in love of someone who ultimately told me like i'll never marry you because you're not jewish um so he's allowed to have let myself get into the relationship if i had known yeah of course and he that's just like how he's like i'm just anticipating how he might feel yeah but i just it's something that i think he can't eventually accept that right like and that's why i think you should communicate that, which is like, you know, these are difficult conversations to have, and I don't honestly don't know the right way to have them. And I apologize for, if you feel misled, I didn't really know, but the more I'm reflecting and the, you know, I'm realizing it is of great

importance to me. And I don't want someone to, I don't want a force someone one to convert. I obviously, like, it's a very, you know, you can be honest about that. Like, you know, there is no wrong answer, but the answer you did give me is not something that I'm comfortable with. But you gave me the right answer, which is your answer, which is true. It's just like, he doesn't want to, and you don't want to, like, will you do this for me? Like, like, that's just a weird, you want to share your religion with someone. You want to share in your faith so that when you raise your children, it's a, it's something you're sharing, not be like, all right, kids and husband, this is how we're, let's talk about Judaism. You know,

know, you don't want to do that, right? So, you know, he didn't give the wrong answer. He gave the, you know, but I just think personally just an opinion that that would be something that will allow him when he's ready to get over you. Okay, that makes sense. Yeah. He won't want to accept it right now. It will feel like you misled him. He'll be angry about it. He'll ask questions. He'll say things. Eventually, he'll be able to be like, I'm not Jewish. I didn't want to be Jewish. and as much, like, because he might say things like, is it about converting? I'll convert. I mean, if this is what you really want, just tell me, I'll, I'll do it. And you're going to be like, that's not what I, that's not what I want. And yeah, and eventually when he gets over it,

he'll be like, yeah, I'm glad I didn't do that because I didn't want to do that. And I was only doing that for her. And that's just not, that's not why people should be doing those types of things, but we've all made exceptions in very vulnerable moments, right? I think maybe you should, that's the one thing you should be honest about because it is in the best possible way he can't do anything about it and he should eventually be able to accept that reality so that it won't allow his ego to just be like well why couldn't you be Jewish you know like you know yeah I really appreciate you I appreciate hearing this and you saying this because I at my core am a people pleaser.

And I mean, we, there was a long time in our relationship, even, where we just didn't bring up any frustrations because neither of us wanted to rock the boat. I didn't want to ever hurt his feelings. I, he, similar. And so I'm so scared to hurt him. Like, genuinely, that's kind of like at the core of this, too, is I love him. I don't want to hurt him. And so I appreciate you saying that, that of course I'm going to hurt him.

Like, that's inevitable, but it'll be okay. I appreciate hearing out from your perspective, just because I also, again, I've only ever been in situationships. I've never been in an actual relationship. And so I've never been on the receiving end of a breakup, like on either end of it, I should say. So yeah. Yeah, it's tough. It's tough to know if you're doing the right thing, especially if ultimately like so many people, it's just like, even me, maybe my third relationship was somewhat. Even then there was some toxicity and we were arguing a lot but a lot of it most people just like only break up after they've exhausted like it's like oh my god i can't honestly like why are we together this is so so exhausting um but doesn't

sound like that's the position that you're in but for different reasons there's something inside you that's telling you that there's more out there but yeah i think if you if you're kind and respectful if you know like if it's true like if there's if there's really a future for you guys you will find your way back to each other. I'm not saying that as someone who believes in fate or destiny, but if you both mutually realize that you guys threw something really great away,

then you will find your way back together. Otherwise, the alternative is, is one of you comes to regret it, and the other one does it. But that's only because the person who regrets it in that moment has just gotten impatient with their reality or decision, right? Right, that makes sense. And so, like, you being the breaker upper, I know he's wonderful, yada, yada, yada,

but the reality is that you think there's something better for you, not that he, you couldn't, it's not about you doing better than him or anything like that, but there's something inside you that says there's something better out there for me based off of my wants and my needs, my non-negotiables, whatever, right? And you're now going to make a decision to do that, which includes you going abroad and teaching. And when we make those decisions in the back, we always are kind of like when we're feeling adventurous, when we're betting on ourselves, we kind of have in that mindset of like things are going to happen for us. But the next person you connect with, it might not happen when you expect it, right?

And so then you might become impatient. Maybe you'll feel lonely abroad. You'll want to reach out. You know, you're going to be looking for comfort. he pops up on your explorer page and he's looking good and you're like man and then you convince yourself that maybe you made a mistake and that you miss him and like you know you start missing you start only remembering like all like the cute little moments and wonderful moments and then all of a sudden like you find out he has a girlfriend and then that hits you that you find that out

when you're feeling the most loneliness in abroad like right after like you made a friend but you had a friend breakup or whatever and you're feeling really fucking vulnerable right now and then all of a sudden you're just like I made a terrible fucking mistake and in reality that's not you making a mistake that is you just like becoming really impatient with your decision things not working out quite the way you wanted to and then operating from a place of fear because the person you rejected that you like right now you're up you as much as you care about them you don't want to hurt them you are in a position of power right now and you're in control of your destiny and that that is a feel good thing and if that scenario which I just painted like happens you will feel

powerless and he will feel in control and yada yada yada and that is not like the world telling you fucked up that's just like that's just life saying you know you don't get to dictate terms and you have to be a little patient and that's all that's happening you know and he's going to be impatient because he's you know right now he wants to be with you but like i guess what i'm saying is maybe you go there for 10 months and you find your way back to each other and you realize and he's like you know what I in the meantime I looked into Judaism I don't you know whatever and like maybe you'll find your way back but it really comes down to being mutual right and if you both want it the same reason why you would want him to convert would be the same reason why you guys falling your way back to each other

because it just it worked out and no one had to convince the other person and no one begged the other person and no one sat around and waited for 10 months while the other person lived their life only to like have that person resent that person for sitting around even though they didn't get asked to sit around and yada yada yada no i i i'm also kind of a believer like everything happens for a reason if it's meant to be it's meant to be um so i've also told myself that told myself that more just to help me feel better about the situation as a whole more than anything else but um i agree with everything you just said i appreciate it it's yeah it's been hard. And I know it sounds like it was maybe like a split second decision that I made, especially

because I'm in this weird place in my life after being laid off and everything. But I think it's been, it's been growing for a while. And I think this is just really kind of, it's brought it to a T. Like I have to figure out my life more. And I don't have to have my life figured out, but you know what I mean. Yeah, for sure. When do you leave? Have you already said yes to this opportunity? Yes. Yeah, I have. I leave. end of August coming up yeah yeah just go ahead and rip the band-aid off okay yeah okay I will thank you I appreciate it I really don't want you want whatever grieving and in an emotional like just energy you're going to have to spend on this breakup because you care about his feelings do it

before you leave not when you get there you know yeah yeah um you don't want to be dealing with like calls from him. Can we just talk? Can we just talk while you're supposed to be, your energy should be focused on your new adventure, teaching, making friends. Yeah. You know, clean your house, so to speak, before you go. So like, I would, I would do it soon and then later. Okay. I will. Yeah, it's a 10 hour time difference too. So it's a huge time difference. So. Sure, but that's not why we're breaking up with them. No, no, no, no, no. I'm just saying like if we were to try and do it, try and make it work which is like the mindset at the moment it would be really difficult so no i know but i'm saying like all those thoughts of you trying to convince yourself you're making the right decision it sounds

like you know what you want to do deep down and you have your reasons in either way like that's how you feel right now and i think you got to i think you got to follow through and um yeah as long as you're respectful and you know direct if you will you will have an opportunity if if if if if if if life wants you to have one with him. Yeah. Thank you. Yeah, I appreciate it. I really do. And it's more than just this one non-negotiable that's been building up, but I think that's the biggest reason of it all, I guess. Yeah. When he starts asking questions other than you want to marry a Jewish man, and I would just be really direct about that just because I would say like, listen, I just is something I feel and I need to do this for myself. I don't want to sit there and like give you a bunch of,

Like, I don't want to have to come up with reasons. Like, it's not going to sound good. Isn't another guy? It's just like, like, no, I mean. Yeah, I won't, I won't bring up the fact that he forgot my birthday two years in a row. I'll leave that in the past. But yeah, I just wouldn't sugarcoat anything. I just, if he asked questions, you should, if he wants, if he asks you direct questions, you know, give him direct answers.

Okay. Sounds good. I appreciate it. Thank you. Thank you. Well, good luck. Congratulations. on the new adventure and yeah it's never fun or easy but yeah it's that everything in the near future

is a new experience big or small well you'll be glad that you bet on yourself thank you i appreciate it all right take care thank you bye bye all right bye this is an ad by better help we all know that therapy can be helpful it's important you got to try it out you got to check it out we also know that it can be a little intimidating, sometimes expensive, or inconvenient. And when it comes to BetterHelp, they're helping with all those barriers that people often have when it comes to therapy. It's very convenient. All you need is a tablet, a phone, a device to connect with their over 30,000 therapists that BetterHelp is working with. And because they're working with so many, they allow you to switch therapists for free every time until you connect and land

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boss help okay tell me more about this situation let's start with like your relationship and his relationship status okay great so this is a new boss of one year i have been working at my current job for over a decade um but this is a new boss and we he's my direct boss and we work together every single day all the time see him all the time um and it basically is just something that's grown over this past year. And it's not great because, of course, he's my boss, but he also happens to be taken. Okay. Yeah. So he's in a relationship? He is in a relationship. And is this, and these feelings from your point of view, are these just you falling in love from afar? Or do you feel like he reciprocates those feelings despite his relationships? I feel he reciprocates those feelings

despite the relationship, which is why I definitely wanted to call in. because it feels like I'm not the one initiating things, but I absolutely am feeling the same way. All right. So as much as you possibly can and as much details you can, tell me the first moment that you thought of, is there something here? And then give me as many examples as possible

that were him doing something that you took as him taking the initiative or flirting with you or showing an interest in you that you thought was unique and special. So I would say the easiest kind of example and kind of list of examples is we work together in a lot of different events and projects that actually take place over long periods of time. So they're not necessarily one-off events. And so we spend all that time working together. But then what would happen is the minute we would head back to our respective households, it would then turn into another phone call to basically go over what just happened. And then that phone call somehow turns into like two hours. of conversation that has to do nothing with work. Or after we finish the event, we're going to dinner, we're grabbing drinks, just him and I, and I'm part of a larger team, but those team members are never invited to those

scenarios. And one in particular, I think good example would definitely be where we were out of town traveling for an event. We were staying in the same hotel. And the whole team basically went back to their hotel rooms and was like, okay, I guess were in for the night, and then the minute I got back to the hotel, I got a phone call from him and he just said dinner, question mark. And so it was like this moment of, okay, team, good night, see you tomorrow, but then calling me immediately after and taking me to dinner, basically. And so

that's, I think, one of the main ones. But to answer your question about when- At dinner, is dinner, like, what are you guys talking about? Like a four-hour dinner drinks, he pays situation. He pays or the company pays. he pays okay uh is he has he have a girlfriend is he married is he have a fiance what's his relationship status girlfriend but it's long term and they live together currently okay so they've been together for about six years how much does he talk about her to you to me never so i've heard him have conversations about her with my co-workers or like other people i'm around but he never brings her up with me and this is ongoing yes and i feel like it's getting more and more

We have more and more time and events together. And so it just, for example, just last night, we communicated on the phone for like two hours. And it was about like our personal traits and where we get them from and our humor style. And like it just starts to get more, less and less about work and more and more about like personal things. Has there been any outside of like dinners that all, everything you described has there been any like physical moments or moments of like things got a little out of hands? or did you guys cross any boundaries that way? Haven't. I will say, like, we're both incredibly professional in this situation.

Like, anything physical that's happened has been, like, a hug or, like, you know, nothing. We haven't crossed those boundaries. Well, I wouldn't accuse him of being incredibly professional, but he, you know, that's, you know, he hasn't done the egregiously unprofessional things. Because keep him, like, and how big is this organization you guys work at? It's not super big. I would say it's, like, my specific company. official HR

HR department and do they have like a policy around like what you guys or what you think is going on? Well I would say

I mean I would say it wouldn't be ideal we do have an HR an HR department I would say it probably wouldn't be ideal to date

someone within the organization certainly someone that you work directly below exactly right yeah okay

how old is he? 37 he's my age so what do you want to do about it and what can I help out with? My initial question, honestly, well, I think I have a few. I think why I wanted to call in is one, get some advice on kind of like, especially because I'm below him and this is my boss, kind of, I'm trying to be very cautious with like how I respond when he initiates things like this, but also

it's like he kind of like leaves me with like a sense of hope and almost like we have so much in common and we have so much chemistry and we're not acting on it in a physical way. But feels very mental and emotional at this point. And I just, I feel like I want some advice to either be like, go for it and like hold out for hope, which is not the way I want to go, but, or two, it would just be like, this has to stop, like stop responding, you know, those types of things. So I think it's kind of looking for advice. In the grand scheme of things, where do your priorities lie as it relates to the, like your career, this specific job and your love life as it relates to him? I would say my career has always taken precedence.

Like my priority definitely lives there. I haven't been in a serious relationship for a few years now, and this is the first time I've kind of had such intense feelings for a while. So it's like this toss up of like, oh, wow, this feels really great. And I have this connection with someone, but X, Y, Z. And just out of care, outside of this relationship or whatever this relationship is, just like what is your dating life look like or what do you you know i would say my dating life currently is pretty light um i absolutely like i try hinge dating i try online dating i sometimes

meet up with people but in general like i'm not dating that much and a lot of that is because i've been so busy with work so it's just kind of interesting that now the person i like is like a part of the work yeah i don't if that's less interesting and more of a a result of where you're investing your time and energy. Right, okay, yeah. Less than of like, oh, my God, hey, like. Coincidence, yeah. Okay, so just a couple of things I think it's important for you to consider,

to try to think of this for more an objective approach. It's like, if you are, for one, if you're right about his potential feelings, then you have to acknowledge he's doing something wrong. Yeah. And I think that's something for you. to note about his professionalism, his character, his potential as a partner, all of the above. Two, like, I agree with you. Like, the picture you painted is goes beyond the, like, I don't know if those guys

flirting with you, you know, type of thing, right? But a guy in a long-term relationship who's been dating the same person for six years, like whether it's a, you know, girlfriend or a wife, there's, you know, I guess, I guess things become routine and stale and whatever. And this could be very easily his way of, of threading a needle, which is to not really do anything wrong. None of your conversations really have like broached topics of true inappropriateness other than like, I don't know, we're just two colleagues who had dinner and we talked about life, but I don't know. I didn't say anything fucking i didn't hit on her and touch her and say anything inappropriate we just like we're

being friends i don't know we're just two adults like co-workers i don't know like but he you you know he could be enjoying your company as a woman and he could find you attractive and and and this is an outlet for him that makes him you know test the waters of whatever it is he's looking for that but he's not actually seriously considering you at all right like he could easily be be like, oh, what are you talking about? Like, I don't, like, I just, we're just fucking, what do you, I'm, I'm sorry I led you on, but like, we're, we're just friends. Like, I'm in a relationship, you know, he could easily say that.

So that's something you should consider. I think what you should do based off of that, if this is someone you really want to pursue and you're going to give him the benefit of the doubt that, like, if you are right, despite like the low character moment he is having by pursuing you while being in a relationship and kind of like going about it in a way that's like not very professional and potentially puts both of your careers at risk. If you want to forgive all that and still like cross your fingers and like see if there is something there. I definitely don't think shooting your shot is the way to go about it. I think it's more the opposite. I think you pull away a little bit. I think

you kind of become unavailable. Take away the thing that he's benefiting that goes outside the scope of your job right like you going to dinner with him is not part of your job requirements you know what i'm saying like that is something that you are both as adults agreeing to do because you find it fun now you are getting something out of it that you're not sure he's getting out of it you're wondering if he is but you've developed these feelings so like you just need to stop giving that access to him and see how he responds right and that's well no and i think and that's why i wanted to call in and kind of hear your thoughts because there's also the other part of me that, like, hates the fact that I'm even a part of it because he's in the

relationship, the long-term relationship, obviously. And again, like you said, it very well could be we're friends. Like, what are you talking about? Like, I actually really feel that. But I also don't want to be like this girl that he's hanging out with while he's in a long-term relationship. Like, that doesn't sit well with me more. Yeah, exactly. All you, what your move is to just change something up, right? You don't have to put yourself out there. You just become more unavailable. You don't need it. And like, you don't sit them down and be like, just, you know, I think we need to stop doing this. He's like, well, what are we doing? I think you just become less and less available, so much so that he will just organically feel it.

He's like, wow, she's just been busy every time I ask her to have dinner. She's just, I only have access to her like I have access to the rest of my employees. You just switch up without any explanation because you don't owe him an explanation and see if that rat, like see how he responds. Right? Like, he might just leave it, let it go. And if he's just like, hey, just like, wow, just, did I do anything? You know, like, which would be kind of, if he says something like that. But if he starts asking you more questions, then, you know, then depending on how he asks, then you can kind of change your decision tree about how you approach it. But I would make him bring up the topic, whatever that is. So, you know what I'm saying? Like, I would make him call out the thing that you think might be there. might be happening right you know even if it's just oh i really miss our friendship and then you could just be like you know if he says something like that then i would i would say that would open the door for you to say i'm just not entirely sure our friendship is appropriate given like your situation are you know like that i work for you and the fact that you're you know

even if it is just platonic i don't i've never met your girlfriend if i were her i would would want to know who I am, you don't say any of those things to him. He has to like ask you a question and he's got to call it out that makes you the only, the only response is to then call out the thing that he is tiptoeing around. Does that make sense? Yeah, that makes total sense. And honestly, like, so I'm, I mean, I'm a huge listener to your podcast. I think you have like such good advice. And like I said in my email, I was like, even if it's tough love, give it to me. but I find it interesting to think about the idea of like men and women friendships and like can they be, can men and women just be friends with each other?

And I grew up with a lot of male friends, but like in this situation and I also think about a lot of your podcasts where you're like, sure, like men and women can be friends, but when they're finally like in a long term relationship or a relationship at all, you got to like let up from that. And I feel like that's what he's not doing. Yeah, or reengaging with you. you. I don't think any people in a heterosexual relationship are having regular dinners with people with the opposite sex that aren't like filling some sort of void that they're not getting in their

relationship. So yeah, I think for the most part, people of the opposite sex who are in committed relationships can't or really shouldn't be in quote unquote friendships. I had a lot of, and I've said this before, but I had a lot of very platonic friendships with women when I was a single guy. And And I'm still friends with a lot of those people, but the dynamic of those friendships have drastically dated, even though we were very platonic friends, and there was never any, like, awkward tension or, like, weird moment, but, like, me going to dinner with them, like, still, like, played a role in my life. You know, I had the company of a woman at dinner, and even though we were platonic friends, it was not the same as going to dinner with the bros, right? Like,

going to movie with a girlfriend who was just a platonic friend, like still filled, it, like filled that role of woman companion when I was a single guy, right? There was nothing physical going on, but there was, and then when I got a relationship, I wanted to invest that energy into that relationship and that person. And so like nothing against my platonic girlfriends. It wasn't like, oh, there was something going on there. It was more like, I don't need a woman to go out to dinner with, so to speak, because I got my my partner. I got my girlfriend, you know. And I really think that's generally how it, how it works. There's always, always exceptions to rules. But I think for the most part, like him investing time in you

and having dinner with you, you're doing something for him outside of your job requirement. Right. Yeah. And I always, I kind of felt that way too because it's like with past bosses or other people, it's like that wasn't like work ends and that's it. Yeah. Like we're not like doing any further hangouts. Also there's the whole like again like power dynamic that's it's like he's your boss and he is being a very sloppy with the fact that like he should these these long intimate conversations and dinners he should be like with with a woman that works under him that's in his same age group and he has a relationship he should be worried about optics and he's not you know he should

be worried about, I mean, does his girlfriend know that you guys have dinners? I don't know. Maybe yes, maybe no. Maybe he's always selling it as like a work call. I don't know. Maybe there's have, but like the fact that you feel the way you do and you are unclear about how he feels, this is not like I'm obsessed with my boss and he like, I'm delusional and he's in a happy relationship, but I just love him. I don't know. What do you want me to do? That's not what this is, right? like you're giving me some like very solid examples of like I don't know like why does he fucking want dinner with me you know why is he always calling me that's the other thing I'm always like at the end of an event or whatever I'm like why is he calling me and not like talking about that event

with his girlfriend like it's just so bizarre yeah I mean yeah it's a good question and then just the kind of the other one example I did want to give you that I thought was really kind of wild was I overheard him talking with another person, not colleague, but person that we contract out for these certain events. And that person was talking to him about just his personal life and like, you know, are you married? No. Do you have a girlfriend? Yes. Do you want to have kids? Like, and his response that I overheard was like, well, yeah, that's kind of the issue. Like I've always kind of wanted kids, but my current partner doesn't. And then like a week later, when we had dinner he was like do you want kids so it was like a very yeah it's just all those things

together a lot of red flags here for sure on the off chance that you two are destined to be lovers and and have a family together then i think it's really important for you to go about this and a very tactful in a very deliberate way to protect both of you because if you are seeing this the right way and let's say he actually has some feelings for you he's not going about it the best way and one of you two need to step up for the both of you and again i think to protect yourself since you don't know change the variables in this equation change your actions see how he responds and the first thing you again call out is that like this i just don't know you know he's Because, you know, like, oh, is that I do something wrong?

I'm like, no, you know, it's just, I would play dumb at first until he really calls it out. Yeah. I've just been busy, whatever. Oh, I miss, I just miss our friend. You know, I don't know what he's going to say. Like, I just miss, I miss having dinners with you. And that's where you could be like, I'm just not, you know, to be honest, like, that's kind of why I'm not available. Because that, that doesn't feel like something.

I'm confused by what that means. And the fact, you know, the fact that you are unavailable. and my boss is why I'm not available. Right. Okay. I think that's, yeah, I know,

I think that's great advice. Something like that, you know. Yeah. But if he wants to shoot his shot, you don't make it easy on him. He's got to deal with his shit. Step one,

maybe ending the relationship rather than like, you know, he's doing the very low character thing, which he's out there window shopping. And he's like test driving cars while thinking his current automobile isn't, like, actually right for him. And the other thing is that the current partner, I think, he met through work. So it's like a, yeah, well, that would just be another red flag, no, you know.

Well, then again, that's why I called in because I'm like, obviously, like, these are all very much red flags on his end. But I also was like, yeah, but I kind of want to know, like, what's my problem if I'm, like, interested. You know what I mean? If I'm like, you know what's happening here, but, I mean, I don't know if it's a problem, but like, you know, listen, everyone nowadays out there in dating is feeling a little bit of loneliness. It's hard for, people are having a harder and harder time connecting, regardless if you're 21 or 37. And when we get lonely, we, you know, we make exceptions to our rules and boundaries and things like that.

And, you know, he, you're enjoying the conversation. you're you know like it's ultimately like harmless but like you at least have the self-awareness that like you know what you've let this go on a little too far but before things get a really inappropriate or you really do something that you regret uh or you know you you're at least asking yourself the right questions and and wondering what you should do about it um which is i think positive you know i don't think i don't think anything that's going on right now is something you really need to like beat yourself i don't think it means anything other than like yeah like you know like everyone else you're looking for connection you've found it with

this guy unfortunately he's not available he's also your boss and he hasn't really been direct uh with you about what his expectations are or why he's inviting you to these dinners and he's kind of playing dumb and having his cake you need it too and and now you're finally kind of calling it up yeah no exactly well i appreciate you saying that and feel like i'm not crazy it's definitely is the connection thing and just trying to understand what the best move is. But yeah, I like your advice about just kind of taking a step back from the extra things, you know, outside of what our work responsibilities are. Yeah.

So next time it's like, sorry, no. See you at work. Well, interesting enough, next week we're actually traveling for another event so I can test it. I would be very professional and very unavailable to him outside of very specific. work obligations. Yeah, okay. I will do that. Keep us posted.

We'd love to know how that all goes. Yeah, I will. No, I will for sure. I know that I have like a game plan and tell you what happens from there. Well, appreciate the call. Good luck. Keep us posted on how things play out. Well, thank you so much for your advice.

And I love the show and we'll probably be listening forever. So thank you. I appreciate you saying that. And as always, thanks for tuning in. All right. Thanks, Nick. All right. Rosetta Stone is the leading language learning program where listeners embark on their journey of personal growth.

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a little bit of background if you don't mind like me diving into it a little bit i'll make it brief because it's it's kind of like a year's long thing so me and my ex started dating when we were in high school like our sophomore year of high school and then we broke up because you know high school relationships are whatever and so we broke up within like six months and then from there we were like on and off friends with benefits like hooking up that kind of thing until like our senior year of high school and then he got a girlfriend and then they broke up and then we started on and off again until like our sophomore year of college okay and I haven't seen him since then so what made you stop seeing him then he just like would put an end to it like he would just be like I can't have

a relationship right now or he would just like stop answering like texts or anything so then I just was like okay then I'm not going to message him anymore because I don't want to look worse part it sounds like he has been the one to decided when things started and stopped and like for the most part you've gone along with it yeah and a few times maybe you kind of like said well if you I'm not going to keep doing this so you kind of stopped and then he would disappear here for a while and then some time would pass and he would reach back out and kind of convince you to like pick back up whatever it is that you guys were doing right so again back to like are you guys back together or he's just now reached out again and and has been pursuing you in similar

the ways as the past he messaged me like a while ago and like april and we started talking again and then we hung out once in like june and then after that i didn't i haven't seen him since we hung out but when he messaged me originally in april it was this whole big thing of like an apology like i'm so sorry like i treated you like shit for all sorry you treated you like shit for all these years and like i want to prove to you that i've changed since that and like i you don't have to give me another chance but if you're willing to like i'd like to show you how different of a person i am and and i told him i was like well actions speak louder than words so i'm willing to see what happens but I'm not pro I can't promise anything and then we kept talking and

talking and I like he like slowly started she like proving things to me and like whatever is this like before and is this prior to you guys meeting up in June yeah so he was like being like more considerate in his mess like when he was texting me he would be more considered than I ever knew him to be and like opening up what do you mean? mean instead of just like short one word sentences he's like actually like asking me like how's your day how's this like I was in a sorority in school he's like how's the sorority stuff like actually like wanting to know about me and then rather like just being like send me a picture of your ass like it's it was better than that okay and I know that sounds like bare minimum but like I had been used to

something from him for so long that it was like oh it felt like progress maybe yeah yeah So then we hung out in June, and then I haven't seen him since then. And I made, and I tried to like- What happened in June? Like, what did you guys do? We went and saw a movie, and then after the movie, we hooked up in his car, and I felt like we were in high school again, which is stupid. But, like, we both live with our parents, so we couldn't go anywhere else. And then you haven't heard from him since?

I've heard from him. Like, we've talked. And, like, but I actually have. And, like, we didn't make any other plans to hang out again. And I, and I tried, like. Was he, has he been pursuing you, not pursuing you? Like, who's dictating terms right now? So there's no, there's no terms right now because on last week, he messaged me and was like,

I have no time for a relationship. Like, I'm so sorry I led you on and promised you these things again. But the next year of my life or so is going to be insanely busy. and I have no time to be in a relationship. And I was like, wow, okay. So then what are you considering at this point? Well, I'm just considering, like, I want to know how to not fall back into that cycle. And like just for once, actually just not answer him back and not concede and not be like, oh, well, now you're back and you're saying all these nice things.

How can I not forgive you for the umpteenth time? yeah um where there's no magic pill i think you first need to give yourself a little bit of grace right this is like i guess for all intensive purposes like your first love you know he's been it's like your first guy in your life those are always motherfuckers to get over uh your first love doesn't matter guy or girl whatever like your first love just it really and it messes with you also because like you don't really know how to get over them right you have no playbook terms of like someone emotionally breaking your heart and disappointing you and then knowing that like I can get over this or just knowing that there is life and love outside of this of the

only real romantic relationship you've only really known how much dating have you been done have you done in between this guy my senior year of college I so like very recently I had a boyfriend for, let's see, a couple months, I would say, from like September to March, I had a boyfriend. Okay. And, yeah. What was that? But he, it was nice. We met on a dating app.

And he, we broke up not because, and it sounds so stupid the reason we broke up. He was, he's significantly younger than me. Not significantly, but like, he's three years younger than me. Okay. And when he told his parents about me, they gave him. ultimatum of you either stay in college and finish it and we pay for it or you can drop out and you can stay with this girl. Okay. I mean, yeah, he's 18. Yeah. He's, he, yeah, he 18, 19, yeah. How did you end up meeting and dating in 8? Some of the years younger than you? It was just my

settings on the dating app, I guess. He came up and I accidentally swiped right and we matched and we started talking and yeah. He was a freshman at my college. So like I was a senior. He was a freshman. Yeah. Back to the original guy. Yeah, I mean, listen, there's no magic pill. I think it's just really holding yourself accountable, right? Like, one, I think, I don't know if you hear, you know, this would be interesting you listen to this back and hearing it out loud when you're listening to yourself tell me this story about this relationship.

But you paint a very clear picture that throughout this relationship, he has dictated terms. He has come in and out of your life. you've always just accepted his words and he's always this kind of saying the right thing never really delivering every time you meet up you hook up he ultimately gets what he wants most like you know he's not the cliche but like you know he's a young horny guy I think even young young men like they might think they have the best intentions they don't even realize oh they want a sex kind of thing and then you guys just go to a movie you hook up in the car and it's like

ultimately he's like yes that's i guess that's what I wanted. And then you start following up on some of the promises he made and he gives the, like, oh, I'm so sorry. I can't do this right now. And he's really nice and apologetic about it. And it sounds sincere. And then he will reach out again, you know, like these types of like relationships, especially the ones that are like early in your life, have a way of just like going on forever and ever and ever unless you actually do something about it. Like most likely he won't be the one. Either you will find the strength to enforce the boundaries necessary or he's going to meet another girl

and she will make him do it. But he won't ever do it on his own. And then if they break up, he'll obviously circle back as long as he keeps getting the consistent sex. And it's just like, you know, he's very comfortable,

he knows he's very comfortable with getting you to do what he wants. He's known you very long. Since we were like 16, yeah. Yeah. So it's just very easy for both of you to kind of get back into that kind of cycle. And so just being aware that that cycle exists and then holding yourself accountable,

knowing that, like, you have to have these conversations with yourself in these moments, right? And you have to anticipate the fact that it is coming back. In the past, I'm sure you've talked to your girlfriends or yourself. I'm like, do you think he'll call me again? Like, do you think he'll do that? Kind of hope, like your ego just like making you feel like you weren't good enough. And then you- All my friends and family hate him. Okay, well, good. That's good. But at some point, there was maybe those conversations, right? But you were wondering if he was going to call back. And then that was,

and so that when he did, he already had you, right? Now it's like acknowledging he's never going to really go away until I enforce that boundary because like he, I keep giving him ultimately what he wants. You have to kind of mentally prepare yourself in these moments right now when you're seeing things a little clearer because when he does reach out, you're vulnerable, right?

Like, you kind of go back into that romanticizing the relationship. You're caught off guard by him sounding different in doing things a little bit differently. And that's usually followed by, like, periods of, like, gaps in the relationship. So, like, I don't know, you're thinking, like, maybe he has grown up this time. He's always, like, it's a, whether it's deliberate or, you know, calculator or whatever, like, it's like a perfect recipe to like trick yourself into thinking there's hope with a guy you've always wished the best for but never really got what you wanted. And so the fact that you never really got what you wanted from this relationship will always give you that hope that ultimately

like convinces you to make exceptions for someone you shouldn't make exceptions for. Yeah. I guess it's like when you said in the beginning you were like your first love, they're always like a motherfucker. And And that's, like, has been the thought in my head, like, every single time because I do want him to be happy. And I wish it was, I wish he could just make up his mind one day and be like, oh, it's you. You want him to be happy with you. We don't give him a fuck if he's happy. And I probably, like, I think when you really accept that he's not your guy, you will be honestly say, I don't honestly, don't give a shit if he's happy. Like other, like human to human, sure, you want everyone to be happy.

But you don't give a fuck. so that is like you saying that out loud i think you you need to recognize that's you still kind of lined yourself a little bit right like we do these we have these narratives in our head where we try to like sugarcoat what we really want like oh i just want him to be happy you know and me checking in with him is making sure he's happy and there's really nothing to do with that right you you you want to hear that you can make him happy that he makes you that you make him happy that you're enough that he is willing whatever is going on in his life you want to be enough for him also to make you a priority, which he's never really done.

And, yeah, and that makes you feel a certain kind of way about it. So if he reaches back out again, what should I say to him? Why are you answering that call? Just to... That's a good question. What is that? I don't know. So you don't have to answer the call stuff like one.

I just naturally do. Yeah, no, I know. I get it. Like that's what I'm saying. it's like this is you kind of have to almost like practicing your head and it when you right now say it so if he calls again there is that part of you that wants me to say well he will call because like you're coming you're like there's like and I'm guess you know that he's got your number and that's you know everyone there's always someone who's kind of had our number you know

I certainly people have had my number so to speak right where it was just like despite what my family thought and everyone telling me like I deserve better like all I wanted was for her to like want me and so when you're like so if he calls again you want me to validate that and and confirm that he will call I think he definitely will call but I think that's definitely you should see as a warning as a negative not a good thing not like I still got it but yeah if he calls again the first thing you should do is nothing I wouldn't answer the call if I were you I would just block him right now I would block him on social media I'd block his phone. I would delete his number from your phone, you know, after you block it,

of course, so that you could forget it. And I would just like try to do those like very simple things that hold yourself accountable that make it difficult for him to like check back in at his convenience and then kind of just mind fuck you again. That being said, if you don't take my advice, which I suspect you probably won't at first, but that's fine. And he does call. I mean, again, already like just you need to recognize that if you're not doing those easy obvious steps then there's a party that's not just your that is not ready to do what you need to do to move on right and ultimately you will move on when you're ready right when it's really enough when you're when you're really tired of how he treats you because you clearly have the like the awareness that

like you deserve better sounds like you have a good support system of friends and family who are saying hey you're better than this yeah they're great and those are good you know right so you have you know it's not like you're on an island and there's this is something incredibly toxic and you don't realize what's going on and you were you know but like you're just not ready and when you're ready you will block him and make it difficult for him and you won't answer because like he's just not he's not going to change not at any time soon and also like you're you're you're so young go out there and date other people and try things out. And the more you date, the more you will realize how much energy you gave this person who didn't deserve it. But you just need to, you need to see it by seeing

other options. And now, and that's why it's like you have to date a lot, right? Because if you only date in small sample sizes, then you have a better chance of really hating the dates that you went on or your last boyfriend who was like three years younger. And then it's just like, all right, you did the guy who was three years younger. It got weird. His parents saw he was like this older person. Yeah, it was so weird. They literally were like basically in a sense called me a creep and told me it was that I was weird. Yeah. I mean, and from their perspective, I kind of get it. You know, whatever. You know what I'm saying? Like, I'm sure you had nothing but good intentions, but, you know, whatever. But, but that situation didn't make you feel good about yourself.

So what do you know, right? So then that makes you more susceptible to like when he enters in the scenario because in the short run, he's good at making you feel good about yourself. at the cost of how you feel about yourself in the long run. But you just need to go out there. You need more at bats. You're only 22. I would just more meet people. Get out there.

Meet other men. Meet other people. I'm on the apps. I'm on all the apps. You know, you're only 22. You're only 22. Yeah.

And even whether it's just saying yes to things. I mean, I think just try to, it just also just takes time. You just have to give yourself some grace. It took me seven years to get over my first girlfriend. Yeah. the saying yes part is also kind of hard for me not because I'm like I mean yeah okay I'm to be

honest there's part of me in the back of my mind it's like well he's going to find out that I did this and this but then but another part of me is like I always like to stay in my comfort zone and like I just need to get out of it when it comes to dating yeah for sure 100% yeah because you know it's like the saying goes you're gonna have to kiss more frogs before you find your prince. And when it comes to dating, dating is like exercise. It's a means to an end. You're going to go on more bad dates than good ones and that's a good thing. And if all your dates are great dates, then you don't have enough of expectations for yourself or standards for yourself because like most people aren't your guy. And so you just have to be willing to be patient

and in the meantime get better at like the only problem with this guy, right? The risk you're at with this guy is that he's so ingrained into your dating life is that he is a consequence of some other mistakes you're making right like he makes you feel better about yourself and so you're searching for validation in other more toxic places because like you want to scratch that itch and like you know you're looking for a quick way of feeling better about yourself so you need to make just you need to get good at making like healthier choices for yourself that in the long run and the short run make you feel generally pretty good about yourself and like you surround yourself with people who like lead with their words and not with their actions and like if

if people have to apologize more than one time then that's a pattern um and if there's a pattern of them having to apologize for you the chances are they're not going to learn on the job so to speak you know you're not there to like teach people and and things like that like but that's really up for you to set for yourself right and I think it's just recognizing in that moment and you just have to get to a place where you talking about him is more than just like something to do or kind of fun fun gossip you kind of have to be offended truly by how he's gone about this i don't think you're angry enough about yeah how he's treated you um and i think you know you want to see it how your friends and family see

it yeah i was i think i'm not like as angry this time this time because like i didn't even cry In the past, I would have cried, but, like, I didn't cry at all. He texted me, like, in the morning, I answered him back, and I went back to sleep. And then, like, so you're right. I definitely wasn't angry. But I think it was just because I'm kind of used to him being that way. But a little part of me hoped that it would have been different. Like, he would have, like, made the effort, made the time, and not actually set all those things to me.

That's a good sign, right? Like, you know, you're taking the long. approach, which I did too, right? Which is like these like these kind of baby steps of progress, which is that you first have cried, now you're just kind of, now you're just kind of getting numb to the disappointment. And so the big question for you is, I'm not worried about your ability to get over this guy, right? He will keep making it easy for you because I doubt he's going to change and eventually you will find someone worth your time and you will just get tired of it. But the big question for you is, are you going to let this like play out over time and

go on much longer than it needs to or are you going to take control of your dating life and actually like put a stop to it before he just like really exhausts you and really like you have a couple more like moments of like feeling like you hit rock bottom because you you know that you let a guy like convince you to do something you ultimately knew you shouldn't let him do but you did it anyways for like the short term thrill and you got exactly what you expected to get which is just more disappointment and like are you going to save yourself from that is the big question because i'm really not worried about you eventually doing what you need to do the big question is how much longer is it going to take you and are you going to spare yourself from unnecessary moments

of just disappointment that will cause you to like make short-term decisions that you wouldn't otherwise make and have it just be like a tougher lesson than it needs to be that's kind of the question right yeah i just i can't keep doing this through my 20s like i can't because i do want i do want to have a boyfriend like all my best friend has a boyfriend and a lot of people in my life have a boyfriend or they're getting engaged not that i want to get engaged but like it'd be nice to have somebody that actually wants to and who knows maybe you dating a younger guy was the consequence of you feeling like you didn't know how to have control in your own relationship with someone your age and like the last thing you did that he constantly like always dictated

terms and like controlled their relationship and came and and like having a three year age difference between you and your other boyfriend just kind of gave you a little little confidence boost that you needed because you're just so used to like chasing and following and waiting for permission to do things and you were able to dictate terms with this guy you know yeah that's a good way of looking at it uh i didn't look at like that before Again, dating is this like it's exercise, you're just kind of learned, you're three or four years removed from like not being an adult and kind of learning the ropes of like relationships. So give yourself some grace. This shit is hard, but like you will learn faster the more you hold yourself accountable. And you clearly know the difference, right? Like outside of the emotional being emotionally triggered, you know versus right or wrong. Like you know when you're being taken advantage of. of you have, again, a solid support system who's calling it out and saying, hey, you deserve better, you deserve better. So now you just need to, like, do something about it and execute

and hold yourself accountable in those vulnerable moments and say no. And again, the easiest way to start is just block them. Yeah. I hadn't blocked for, I don't know how long. And then block them and then delete his number and then forget it exists. And then block them on social media. Half blocking someone and not, is this like, it says you just playing games with yourself. I know. I know. Too old. I can't. I'm too old to play games. I feel like I keep, I mean, I'm so young. I mean, like, I'm 22. Sadly, we're never too old to play games. Yeah. Yeah. But I don't want to play games. And I feel like if I'm not playing games, then that'll maybe lead me to somebody who also doesn't play games. I don't know. That's just how

I look at it. Yeah, I mean, that's a good approach. But, you know, again, the part of it is just like, yeah, this guy has dominated your entire adult dating life and then some. Yeah, yeah. And so much of all your decisions you made about your own personal life has been centered around him. So you want to change that. And you can. And you're pretty close. Yeah, I just need to take like the final step and block it.

Yeah. And keep it blocked. Again, delete them from your life. Delete it. Yeah. Okay. Well. But he will definitely keep coming back.

And that is a warning, not something for you to look forward to. Right. Yeah. And we'll be based off of him being bored. You just want to know he can. Right. Yeah. Yeah, I don't want to be part of his boredom anymore.

Like, because I get bored too, but it's not like I reach out to him. So I don't, yeah. He can be bored by, he can be bored by himself. Is this helpful? Yeah, very. I really wanted to get an outside perspective on it because I've had my parents have seen me through every stage with him because we were at high school together. And my best friend who she's never even met him feels the same way.

So like I kind of just wanted to get a perspective of somebody who's not so attached to it. All right. Well, no problem. I mean, like, again, give yourself grace. This is pretty normal stuff. that many people before you have experienced. And it just comes down to knowing what's going on is not okay and just like putting a stop to it.

And then being patient while you try to like discover and learn other people knowing that like there's more disappointment when it comes to dating than than excitement. And it's just all part of a thing. And also you're only 22 and enjoy your friends right now and invest in relationships outside of your romantic ones. I always say, like, keep the doors and windows open to the rooms that you want to fill, but, like, you don't need to constantly be, like, advertising and, like, making it a mission

to, like, put your love life atop of, like, friendships and other relationships. If you just make good, healthy decisions when it comes to your love life and not waste your time and give people who make it very clear that they're not worthy of your time, and you just set boundaries with them, you'll be in a really good spot. Yeah, that's really good advice, better than I've ever gotten from anybody. So I appreciate it. Glad I could help. All right.

Well, keep us posted on how things progress if there's an update. And just, yeah, you're in good shape. Just do the little things that you know work. Start there. Right. All right. Well, thank you. And I just wanted to say I have become a recent fan of the podcast within like the last

year my friend showed it to me and now me and my mom listened to the reality recaps because we're reality TV fanatics. We love it. Love to hear it. I appreciate you listening. Tell your mom I said hello and thank you as well and appreciate the call. All right. Thank you so much, Nick. Take care. Bye. Thank you.