The BIGGEST Male Insecurities in Dating Revealed . . . | Rewind
12 Jan 2024 · 0 min
In this episode of the Love Life Podcast, Matthew Hussey explores the most common insecurities men experience during early dating, gathered from a social‑media poll. He outlines fears such as not being attractive enough, not measuring up to a partner’s past boyfriends, financial inadequacy, and the anxiety of appearing "not manly" enough. Hussey highlights how these insecurities are compounded by the fear of showing them, creating a cycle of self‑doubt. He draws a parallel between dating dynamics and game theory, describing texting anxiety and the "chase" as a form of mutually assured isolation. The host emphasizes the power of vulnerability, noting that women responded positively when men shared their doubts, and argues that rewarding kindness and bravery—both in oneself and in partners—breaks the harmful game. Practical advice includes encouraging direct, appreciative communication (e.g., acknowledging a morning text) and redirecting energy toward people who exhibit kindness and bravery. The episode also contains ad reads for Amica Insurance (emphasizing empathy) and Oikos protein (strength), and promotes Hussey’s "Momentum Texts" program for early daters. Overall, the podcast blends personal anecdotes, social‑media insights, and relationship strategy to help listeners move beyond insecurity toward authentic connection.
Every day, our world gets a little more connected, but a little further apart. But then, there are moments that remind us to be more human.
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Amica, empathy is our best policy.
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Each cup, Oikos Triple Zero can help build strength for every day. Oikos, stronger makes everything better. if I need to play some kind of a game or she is going to lose interest, she is going to decide that she's worked me out and she's going to go and find someone more mysterious. Hey everyone, it's Matthew Hussey with the Love Life Podcast. Thank you so much for being here. I think you're going to enjoy this clip. It's a classic from the archives. Check it out. And don't forget, if you can leave us a review on iTunes, it would mean the world. It helps us spread the word about this podcast. All right, let's get into the episode. This morning I put up a post on Facebook and Instagram asking men specifically, what's an insecurity you have in early dating. Is she even into me? Wondering how I compare to the competition and her previous boyfriends. Will she be able to understand the emotions or the side of me that people don't usually see or I don't normally let out? That I'm not good enough, says Dave, but interesting enough to be on the shortlist. Financial expectations. Another person says, can I provide enough? Someone else says, not being man enough. Their past relationships, getting friend zoned, am I too boring, will I get found out, am I enough and can I please her, is she really interested in me? Third date ideas, someone says. That one really made me laugh out loud when I read it because it's really true. First date, drink, second date, movie, Third date. As a guy, you get to a point where you think, is there anything else in the world to do? That when we get past all the initial flirting and banter, she won't like what's left. Another theme is that if I show my interest, they will lose theirs. There was a comment here from Ryan who said, texting anxiety is the biggest one for me. Purposefully spreading out response times to not come across as too available in order to keep her interest. It becomes a game. A game I don't want to play but am forced to play. If I respond too quick, the pattern has been that she loses interest because the chase is over and she'll spend more time chasing another guy who seems less interested. Not to be too dramatic, but this is a bit like nuclear War Jameson. Okay. Every country has to make the other country think that it will nuke them if they have to, even if secretly they don't have any intention to. Because of what's it called, Jameson? Mutually assured destruction. Mutually assured destruction. Except in dating, in our love lives, all of this posturing, all of this Game theory creates mutually assured isolation. I was really touched not only by the male responses to this post, but by the ways that women spoke about their reaction to the men's comments. Morgan said, I'm going to start reading this thread before every date. These comments make me believe that real Vulnerable men still exist. I'm here to gain knowledge from their side. I never know how a question like this is gonna go down on social media. Are people really gonna be vulnerable? Are they really going to be honest? Is this gonna be antagonistic in the comments or is it gonna bring people together? What was so beautiful about this is how profoundly it brought people together. that it created this collective pressure valve and catharsis where everyone got to go, Huh, we're all the same. It's a bit like everyone gets to see through the matrix for a brief moment and see how the world actually is beneath all of the facades, beneath all of the things I've been led to believe about the other gender. I now get to see who people really are. They are me. The part that really sucks about insecurity is that we can feel insecure about something in the case of the men replying to this post insecure about not being attractive enough, not being manly enough, not being successful enough. We can feel insecure about those things. But then on top of that, we end up feeling insecure about being insecure. Not only am I insecure that I'm not going to live up to her past boyfriends, I'm also insecure that she's going to find my insecurity about that disgusting. That the very act of being insecure about that is going to turn her off. So now I feel insecure about this person's, about the competition from the past that I feel like I'm competing with. But I don't dare say it because if she knows that I'm insecure about that, she's gonna find that insecurity a turn off. And we're not crazy for thinking that about each other. Look, if this post proves anything, it's that there are plenty of amazing people that love vulnerability and want to see more of it. But we're not wrong for feeling like if I reveal my insecurity, that could make me unattractive. Because there are some people that see insecurity and go, yuck. It may even have been us at points that felt that way, even though we would never describe it in such mean terms. We might have felt turned off by insecurity in the past, or even subconsciously, we might find ourselves repelled by insecurity. Now, we would think that insecurity would bring us closer together because if I see your insecurity, then I'm able to see that, oh, we're not so different. And therefore, that can help create a connection. Well, that's the positive side of vulnerability. But what if seeing insecurity in someone else reminds us of something we don't like about ourselves, something we've tried to banish from ourselves, something we are trying to run away from in ourselves, something we are trying to suffocate in ourselves by dating someone that we think is so attractive and sure of themselves and desirable that by being with them we will finally be enough and won't have these insecurities anymore. If I date you with all of your insecurities, that's not gonna get me out of my insecurities. It's just gonna remind me of them. I don't wanna be like this. In fact, I hate this part of myself. I have contempt for this part of myself. I don't wanna be around you. You're gonna infect me with more of that. If you think about it, so many of these guys in this post are describing this feeling of needing to play a game. How often should I text? How much should I text? How much should I reveal? How much should I show interest in this person? There's this constant feeling of I need to play some kind of a game or she is gonna lose interest. She is gonna decide that she's worked me out and she's gonna go and find someone more mysterious. I'm going to lose any shred of power or dignity or control over this situation. And I'm gonna pay the price for that in rejection. Well, when someone sticks their neck out, to say something or to try with us, rather than be coy, rather than use it as an opportunity to claim power and be in control, we can encourage that effort. Someone could send us a text in the morning, and rather than just reply, we could say later that day, I really liked it when you texted me this morning. It felt good to hear from you. And in that moment, someone gets confirmation, Ah, I don't need to play a game here. I'm not guessing whether she liked it. She told me that she liked it. And that gives me a feeling of strength in wanting to put down my weapons and keep stepping forward. So many of us aren't rewarding other people's bravery. We're rewarding the opposite. Ask yourself a question right now. Do I repeatedly in my life reward kindness and bravery on the part of the people I'm trying to attract? Or do I reward the opposite of those things? Meanness, indifference, a nonchalant, nonplussed attitude towards me? Do I respond to someone making me second-guess myself? Do I respond to somebody who makes me question whether they like me. If you're someone who continuously rewards the opposite of kindness and bravery, I will tell you why you keep getting hurt in your love life. The other recipe for getting hurt in your love life while we're on the subject is if you stick your neck out in a brave way, but when someone doesn't reward that with their kindness and their bravery, you keep sticking your neck out. A recipe for success in love is follow kindness and bravery. Be kindness and bravery. And then when you get it back, follow that path. When you don't get it back, use it as an instant signal to redirect your energy in a direction where kindness and bravery lie. And lastly, I hope this post can make us all a little less susceptible to the kind of voices, especially online, that seek to divide us by constantly making snarky or contemptuous comments about the other gender in whatever direction that goes in. Before you go, I wanted to let you know that we have a program that is great for anyone in early dating right now who wants to make sure they don't keep ending up in casual situations but gets into a relationship that actually goes somewhere. It's called the momentum texts. It's ridiculously practical and you can get it for $7 over at momentumtexts.com.

