Esther Calling - Still Single at 40
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Every season for Where Should We Begin, I receive thousands of applicants. And one of the most frustrating things is that I'm only going to be able to see 10 couples. And I've been grappling with this. How can I connect with more of you? There are so many powerful questions, so many pain points that I would like to be able to at least address with you, even if shortly.

So this series is going to be different. It's you calling me with a very precise question, with your pain point, me calling you back. And together we think out loud and we go from where should we begin to where can you start?

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Hi, Esther. Hi.

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 it 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.

Hi. Hello, hello. This is Esther and... Hello. I read and listened to your message, but ask me your question again. Well, I guess the question is, as I'm pushing 14 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 four, maybe five months. So the question is, why is that? Why am I unable to, I mean, should I be concerned? And you mean all relationships? You mean romantic relationships, friendships as well? I'm talking strictly romantic relationships, yeah. You have longstanding friendships? Yeah, definitely. Great friendships.

I have friends who I've been with for, 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 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 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. Yeah.

Or 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 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.

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 much.

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. And 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 lives 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, 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 overwhelmed. And both are actually fears of, you know, they're the same fear from two sides. They're not that different. They manifest one in the pursuit and the other in the withdrawal, but they're actually two sides of the same fear and of the same fear.

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 when we have 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?

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. Basically, they decided to separate because 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 staid 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 when I look back they were very awkward, uncomfortable

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 kind of, 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 and my role was passive I would just sit there a few times my sister did try 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 that we we 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 happens. No, literally not once. So 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.

Yeah. What makes you laugh? I always laugh when I get nervous. Okay, that's good. Yeah. I'm terrible with these feelings. I'm always laughing. 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 one, 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. Mm-hmm.

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. Like, it made total sense. She was right. So I feel that's my dad. I guess it's my mum. I don't know why it's harder to talk about my mum. I guess my mum and I are very close. I haven't really thought about it like that.

But I guess... What is the feeling that makes you withdraw? You start to withdraw when? And you lose sexual interest when? Yeah, 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. Okay, 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 a effing clue what he's doing, who is sad quite a lot of the times, actually. Fuck, I mean, angry.

constantly angry I feel it I feel um and I'm just worried about being seen as a bit of a head case being seen as uh unsure of himself and uncertain and weak and all that yeah a human being basically yeah tell me something R 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. You know, 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's too close to the fucking pain. You know, I don't want to know that shit. And I,

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. 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. What's the thing that touches you the most?

You said responsibility and the sense of fleeing. And that really, yeah, 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? It's...

I don't know how to answer the question, to be honest. 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.

And no wonder I was so angry. And I still get angry at her. 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 mom. And because you don't know of another way at this point, um,

to create some distance or some separateness so that you... 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, that is so spot on. I just came out of a relationship very recently and

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 have 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. You know, like, 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. And 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. I've, 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,

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 and just being so fed up with myself for so long. And I just can't believe you're able to articulate it. Like just that's what it is.

We have articulated it. We have. Not I. We have articulated it. Sure, sure. 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. And she'd 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 work on that one too. I'm putting that one in the deck as well. Sure. I'm going to leave you there. Sure.

Esther, thank you so much. You're welcome. Thank you so much. I'm so grateful. My pleasure. Bye-bye. Take care. So I'm looking for many ways to stay connected with you as I continue to help you develop greater confidence and competence in your relationships.

This time, it comes in the form of a game. Where Should We Begin? A Game of Stories is a game that helps you connect and reconnect, deal with the social atrophy that so many of us have experienced, and unlock the storyteller within. So gather your partner, your friends, or your date. Grab a seat, pull a card, and be my guest in sharing the stories that you rarely tell. Let's play along.

estherperel.com slash the game.