Still Single at 40 - podcast episode cover

Still Single at 40

Aug 25, 202530 minSeason 8Ep. 8
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Summary

A man approaching 40 struggles with relationships that never last beyond a few months, oscillating between intense pursuit and sudden withdrawal, accompanied by a loss of sexual interest. Esther Perel helps him connect this pattern to his childhood experiences: his parents' difficult divorce and his complex role in his mother's subsequent misery. The conversation reveals how early feelings of responsibility and a fear of entrapment have shaped his romantic life, leading to a profound breakthrough.

Episode description

In this classic Esther Calling, Esther meets a man who’s never been in a relationship for more than five months. As he approaches age 40, he knows the reason lies with him, and not the women he’s dating. Esther encourages him to look back and see if the clues can be found in his early parental relationships. Perhaps the work starts there.


Esther Callings are a one time, 45-60 minute interventional phone call with Esther. They are edited for time, clarity, and anonymity. If you have a question you would like to talk through with Esther, send a voice memo to producer@estherperel.com.


Want to learn more? Receive monthly insights, musings, and recommendations to improve your relational intelligence via email from Esther: https://www.estherperel.com/newsletter

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Transcript

Intro / Opening

Hi, Esther.

The Frustration of Short-Term Relationships

I'm pushing 40. I turned 40 in about six months. And to this day, I've never had a relationship that's gone beyond four or five months. At first, like in my 20s, 30s, I thought this is cool. just kind of drifting through life, coasting about, it's all good. But lately, over the last few years, it's really begun to concern me, especially as I begin to feel that I actually want a relationship.

Three, four months into the relationship, whatever, I just hit this wall. I get anxious. I begin to withdraw. She will basically call me out at some point and eventually the relationship will just end because I just can't.

communicate what is that i'm going through i don't know what's making me anxious i don't know what to do why can't i get past this point of a relationship and it's really upsetting to me thank you Support for the show comes from Focus Features and their new film, Downton Abbey, the grand finale. romance, scandal, Downton Abbey returns for one final unforgettable event. It's 1930, and as a new era begins, the future of Downton is at stake. Lady Mary is trusting to public scandal and shocking...

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Car chases, killer drones, prison breaks, good thing espionage is their love language. Get ready for the ultimate romantic escape with the premiere of NCIS, Tony and Ziva, now streaming on Paramount+. Hi. Hello, hello. This is Esther. Hello. I read and listened to your message, but ask me your question again.

Well, I guess the question is, as I'm pushing 40 in about six months, I do find myself growing increasingly concerned that I still, to this day, haven't had a relationship that's gone beyond. for maybe five months so the question is why is that why am i unable to i mean should i be concerned

The Dance of Pursuit and Withdrawal

And you mean all relationships? You mean romantic relationships, friendships as well? I'm talking strictly romantic relationships, yeah. You have long-standing friendships. Yeah, definitely. Great friendships. I have friends who have been best friends for well over two decades. And can I just ask out of curiosity, do you ever wonder how come I can have these wonderfully long lasting friendships? And I don't freeze and I don't shut down and I don't run away. You know, what's different? I...

I mean, I do ask myself. Well, absolutely. And I guess the simplest way of putting it is I just feel I can't be my authentic self in a romantic relationship. My friends have commented. quite often how I can be very charming off the bat and you know if I like someone I'll just you know act on that but within a few months yeah you know I lose all interest.

Or maybe they do and I get super anxious. It's one or the other. And I look back on those relationships and I feel that I was unable to be my authentic self. I just wasn't being me. I was putting on constantly. Because I was protecting myself against what? Oh, yeah, against judgment, against being seen as boring or miserable or a project they have to take on. You know, God forbid I say how I'm actually feeling about...

this and the other, I don't want to be judged for it. And I do feel like I have to show the sunnier side. And how does it manifest? You mean within the relationship?

well like i say it's usually one of two things it's either me constantly being anxious that they're not into me as much as i want them to be and um i just desperately try to figure out a way to get them to like me and to come across cool and I've become very latchy you know quite needy and I've definitely chased a few people off as a result so they've just in one way or another they just basically dumped me.

in whatever way they do that, ghosting, whatever. On the flip side, I become passive and I withdraw. I no longer look forward to seeing them. I can't really be bothered.

And I begin to resent them for whatever things. Oh, and of course, I guess the main thing is I lose interest in sex. I literally can't have sex with them anymore, which makes me feel terribly guilty because... they get worried they think it's them i i assure them it's not them but then they want to know what is it i don't have an answer it just gets worse and worse and worse so yeah When you're doing a beautiful job at describing it, right? I either become the pursuer.

And I become needy and I depend on them and I want their attention, but I don't feel that I deserve it, that I'm lovable, that I'm worthy of it. And so I start to feel very small and they feel very big. And I push them away because I come on so hungry. And on the other side, I withdraw and I'm the one who becomes passive. No, I don't ghost them. I just make it so that they end up leaving because it's so uninteresting because I give them nothing and I become avoidant.

Yes, and sexual disinterest and probably matched by sexual lack of performance go along with that so that I make the point in multiple ways. And neither of them is what I want. And I suppose you're telling me, I don't really know where this comes from or why this becomes so intense. But the nice thing by turning 40 is that I finally begin to realize that this is me.

And that this list goes with me and that the pattern has repeated itself enough times that I now know that it is not because there's something missing in the other person. Exactly. Right? Which is what you probably thought for the first 10 years. Yeah. You know, the constant factor here is me. And maybe I should take a look at myself and what happens to me that I become so either immersed and at the mercy of or fleeing because...

And both are actually fears of, you know, they're the same fear from two sides. They're not that different. They manifest.

Connecting Patterns to Early Attachment

one in the pursuit and the other in the withdrawal, but they're actually two sides of the same fear and of the same struggle you have around your attachment to these people. And why not with friends? Because for some reason, the only relationships that mirror each other are the ones that we have with our early caregivers or parents and the ones that we have with our romantic partners.

somehow we manage to not repeat that with our friends. So many times people say, but I have longstanding friendships. Why don't I get that there? Because the stakes never feel that high. I never feel like my sense of lovability and self-worth is on the line in this way. So tell me a little bit about the early relationships that you had with your caregivers or parents.

Who was in your life? Who was there for you? Who was not there for you? Okay. So my parents got divorced when I was 12, 13. It was a terrible divorce. Just an absolute car crash. In what sense? My father was under immense pressure from a new business venture that was going wrong. He was getting very stressed out. um basically they and they decided to separate because they just there was just too much arguing at home and then my mum went to see him one day i think it was the morning and

I discovered what actually happened years later but what happened was she discovered him in bed with another woman and then came home in bits which I remember vividly. So a four-person household became three. Me, my mum, my sister, just like that. And my father's always been around. We have a close relationship. At least now we do. It wasn't always that way. You're number one or number two?

I'm number two. I'm the youngest brother yet. And we saw him kind of like on a weekend basis. And I remember there were really stayed affairs when he would just take me and my sister out for lunches, for coffees. You know, he's making an effort to obviously keep in touch, which is great. But as I look back, they were very awkward, uncomfortable affairs because he never once, even to this day...

talked about what the fuck happened. He never... Did you ask? So my sister was the vocal one. She was sort of the... campaigner on on both of our behalves she was one who would like to try and ask and try and understand then my role was passive i would just sit there a few times must have tried to bring it up i would just sit there and just watch them kind of having it have it out but you know

That was 20 years ago. We've both come a long way since and have a great relationship with them now. But you still haven't asked a question. I don't think I once asked him or have asked him ever what happened. No, literally not once.

The Unresolved Parental Divorce

I think it's more than just what happened. I think that there's a conversation with your dad about, you know, dad, this story that went on 20 years back. it still has a hold on my life. I feel lonely. I've been trying to understand how that impacted me. what that did to me. And I would love for us to have a chance to talk about this. This is not a recrimination. This is not a blame session. I just need to understand because here I am, close to 40.

I finally switched from thinking about all what was missing in the women I was meeting to realizing that the story was inside of me. Yeah. Yeah. What makes you laugh? I always laugh when I get nervous. Okay, that's good. I'm terrible with these feelings. I'm always laughing. We have to take a brief break. So stay with us and let's see where this goes.

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Build Habits That Stick with Atomic Habits author James Clear. Or you can take my class. If you're a listener of my podcast, Where Should We Begin? You have been invited into the intricacies of relationships. friendships, work relationships, romantic relationships. But what I don't do on the podcast is conceptualize. the way I work, give you the framework, help you understand it so that you can implement it in other places even better.

And that's what you will learn from my masterclass on relational intelligence. Right now, our listeners get an additional 15% off any annual membership at masterclass.com slash begin. That's 15% off at masterclass.com slash begin masterclass.com slash begin My guess, I may be completely off here, but my sense is that you tell me, when you withdraw, which one is the story that replaced your mother and which one replaced your dad? The withdrawal or the pursuit?

As in, which one is my mother, this or the other? Is that what you mean? Yeah, when you hold on and you become all needy dependent and please, please. When you cling, which story do you replay when you cling and which story do you replay when you flee? Well, my feeling is that when I'm clinging, that's definitely... Me replaying trying to get validation from my dad. And it was my mum who pointed out to me that, until recently anyway.

The women that I seem to be most drawn to were the stern ones. And I didn't see this. I did not see this common thing. And it just hit me hard. It made total sense. She was right. So I feel that's... that's my dad um i guess if my mom i don't know why it's hard to talk about my mom i guess my mom and i are very close i haven't really thought about it like that um but i guess What is the feeling that makes you withdraw? You start to withdraw when? And you lose sexual interest when?

When I feel trapped, when I feel contained. And I feel trapped and contained when I feel... That's not a feeling, by the way, trapped and contained. Sure. What is the feeling when you feel trapped and contained? Scared. I feel scared. And I'm scared of? Being seen for all my ridiculous ugliness. Is what it is. being seen for this mess who hasn't got an effing clue what he's doing who is who is sad quite a lot of the times actually fuck I mean

Angry. Constantly angry. I feel it. I feel. And I'm just worried about being seen as a bit of a head case. Being seen as a... unsure of himself and uncertain and weak and all that yeah a human being basically yeah tell me something are what happened to your mom after your dad left

Okay. My mum was miserable for a long time. She was fucking angry and resentful. And that... bastard this and how can he that and you know I recall her being directly looking at me and telling me I have to do something about it. I can't remember to this day what she needed me to do exactly, but she was telling me like, I have to do something about this because he's not doing this and he's not doing that. And I felt like I never measured up to whatever it is I was supposed to do to help her.

And she was just on the edge. She had breakdowns. And I felt trapped. I felt trapped, yeah. And I got angry at her. I was behaving like a brat. I was behaving like a little shit who didn't want to know about her misery. And I hated that sense. I hated it when I come home from school and she's anything but happy. and i just want to put distance between myself and that you know i don't want to know because it it's too close to the pain you know i don't want to know that

I just didn't want to know. Tell me. And it made me angry. Don't laugh when you want to cry. I can't help it, man. Because you went through a lot. And you were a 12-year-old with your mom and your sister, and you felt at the same time terrible for your mom, and at the same time you wanted her to stop feeling terrible, period. And you were overwhelmed and you couldn't get her out of it. And every time you meet a woman now and you start to feel responsible for her.

and you start to feel close enough to know how she feels, the entrapment fear comes right back. And what better way to flee and to reenact it also than... to lose instant sexual interest. Yeah, it's the quickest way. Yeah. So, here you are. with your mom, who is basically taking up a lot of the space with her experience and her sadness and her rage and her drama. And you don't know what to do because... It's too much for a little boy to be able to make his mommy happy.

the way he was hoping that she would be. Because if she was happy, then he didn't have to worry. And then he could actually think about his own life. And so becoming a brat and a shit is the way that a teenager tries to create a boundary so that he can deal with his own life. And he pretends he doesn't care, but in fact, he cares so much. Yeah.

Yeah, it just sounds so obvious when you say it this way. This is new to you? Some of it is new to me. It seems very obvious, but I've never heard it really put back to me that way before. we'll be back with a session right after this and while we love our sponsors If you want to listen to this session ad-free, click the Try Free button to subscribe to Astaire's Office Hours on Apple Podcasts.

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That's S-I-X-P-E-N-N-Y dot com slash begin code bright spot. Support for the show comes from Focus Features and their new film, Downton Abbey. The grand finale. Glamour, romance, scandal, Downton Abbey returns for one final unforgettable event. It's 1930 and as a new era begins, the future of Downton is at stake. Lady Mary is trusting to public scandal and... shocking revelations shake the family to its core.

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Reliving Childhood Responsibilities

What's the thing that touches you the most? You said responsibility and the sense of fleeing. Because the thing you said about how... I just want to make my own boundaries. I want my own life, actually. I don't want anything to do with this shit. But at the same time, I do care deeply. And it's that kind of tussle. And that's exactly it. That's exactly it.

And when you said that translates to fleeing, I feel that. Yeah. Yeah. You don't flee because you don't care. You don't flee because you're cold. you flee because you don't know how to get close without instantly feeling the burden of caretaking and responsibility. Yeah. Where does that reach you? I don't know how to answer the questions. It's okay. It's okay. Yeah.

you can let it sit but i'm kind of thinking yeah i'm just sort of like nodding to myself like yeah yeah i know one that i was so angry and i still get angry at her i i honest to god sometimes it's so i feel so ashamed of it afterwards but i can regret as a 39 year old man i can regress like that back into my childhood state just like a click of a finger and i am shouting at her

And I just feel so ashamed of that because it's your mum. And because you don't know of another way at this point to create some distance or some separateness. without having to have a yelling match. And so it feels very regressive. It feels very young, you know. Because part of you doesn't know how to be close without also feeling the burden of responsibility. And that happens with her and that happens with the women. And that's why...

She's perceptive that you may be going out with more stern women or more aloof women because I think your romantic unconscious thinks that these women will be less needy.

And you won't have to be so responsible for them, which may not always be the case. And that's not always the case, but that's how it appears at the beginning. No, no, no, that is so spot on. I just... came out of a relationship very recently and again surprise surprise four months thereabouts and the funny thing is this person was quite offish to begin with and

a bit stern a bit dismissive and it just drove me wild and I had to get to the bottom of this and then I won this person over but then once they kind of came into the fold as it were and we actually began to this great time together it didn't take long for me to do the opposite and then them expressing their closeness with me and i began to withdraw yeah and this person's saying what the hell is wrong with you

Because you're the one who was chasing me, mister. What the hell? And I don't know what to say. I'm just like, hands up. Yeah, I don't know. I don't know what just happened there. Well, what just happened is that... There's an overlap. And it's easier to pursue someone who is holding back because then they don't overwhelm you. And there is no reenactment.

of this dance that you have with your mom. And what will help you, hopefully, have different relationships in your adult life is when you are able to disentangle and when you see it happening. that's when you're going to have conversations inside of you between the 12-year-old and the adult. Because some of this is fiction. Meaning these women don't maybe need the kind of responsibility that you think they do. But you get this entire internal world activated at that moment.

An Epiphany and the Path Forward

It's about closing the gap between the 12-year-old and the 40-year-old when it comes to closeness. I just can't believe how accurate that feels. And without diminishing the work of my therapist, who's a wonderful, wonderful therapist, the reason I went to this person in the first place is pretty much for this thing. And I feel like this is it. Like, it just, this is it.

I mean, I actually feel good about this because it's like a massive knot has come undone. And it's caused me so much distress and anger and sleepless nights. Just being so fed up with myself for so long. And I just can't believe you're able to articulate it. That's what it is. We have articulated it. We have. Not I. We have articulated it. Because if it hits the spot, it's because you're right there already.

I could have said this to you 10 years ago and it would land on deaf ears. So it's always a meeting between what I say and what you're able to hear. And so that to me says that the gap is beginning to close. You could even go back to the woman you just left. And just say, I had a real reckoning and I understood something and I owe you an apology if you're still interested. I can. I mean, we're still in touch after all that.

Be very receptive to it, for sure. I feel she would be, yeah. So the more you bring that to her and you ground the experience with her in the present... And then you say, look, I'm just beginning to disentangle this, but I know this had nothing to do with you. Here is what I've understood in the meantime.

And if you choose that path, let me know. I'm very curious where that would go. If I reach out to her? Yeah. Okay. I probably will do that. That for me would be a lot easier than the one about my dad, but I'll definitely... Oh, your dad, I'm putting that one in the deck as well. But I'm going to leave you there. Sure. Esther, thank you so much. You're welcome. Thank you so much. My pleasure. Bye-bye. Take care. This was a classic Esther calling, a one-time intervention phone call.

recorded remotely from two points somewhere in the world. If you have a question you'd like to explore with Astaire that could be answered in a 40 or 50 minute phone call, send her a voice message and Astaire might just call you. Send your questions to producer at estherperel.com. Where Should We Begin with Esther Perel is produced by Magnificent Noise. We're part of the Vox Media Podcast Network in partnership with New York Magazine and The Cut.

Our production staff includes Eric Newsom, Destry Sibley, Sabrina Farhi, Kristen Muller, and Julian Att. Original music and additional production by Paul Schneider. And the executive producers of Where Should We Begin are Esther Perel and Jesse Baker. We'd also like to thank Courtney Hamilton, Mary Alice Miller, and Jack Saul.

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