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Dear Men: How to Rock Sex, Dating, and Relationships With Women

Advice for smart men on how to succeed with women in sex, dating, relationships, and marriages. Beautiful women give you a peek behind the curtain into what the feminine really craves from the masculine ... and how to give it to us. If you want deep dating advice, help with relationships, or tips on how to have sex with women in a way they'll swoon over, c'mon in. Personal growth is sexy, haven't you heard? And if you're ready to do the work, come work with us -- we'd love to

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80:32

433: Premature, delayed, or can't get it up? This 1...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/10/02

Ever feel like your body has stopped cooperating in the one place you most need it to? Or it's totally hit-or-miss -- in one man's words: "I never knew whether I was going to ejaculate at all. I had no control over it."Erectile dysfunction (ED), premature ejaculation (PE), and/or delayed ejaculation (DE) can have a devastating impact on a man's sense of self-esteem, as well as on sexual satisfaction in relationships. And we don't talk about this enough. These issues come up

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76:30

432: Have you ever felt overlooked by women? (ft....

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/09/25

“I know I’m a good guy - I’m kind and compassionate and caring … so why don't girls want me??”This was one of Scott's main concerns in middle and high school. It felt like it was happening for everyone around him, but not him.Fast forward a few decades and now he's got overflow in his love life -- he's married and experiences affection, sex, closeness, and emotional availability on the daily. So what changed?Here we talk about the excruciating phone call in 6th grade that kicked

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79:39

431: GirlTalk: What makes a man truly trustable?...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/09/18

Do you want women to feel deeply safe with you? Do you want your partner to feel not just satisfied physically and emotionally, but able to truly surrender with you -- let go of her inhibitions and experience IMMENSE PLEASURE on every level?Then she needs to trust you.Here we share our personal experiences of trust -- when a man has earned it and we've been able to really lean in ... and when we've been let down and felt the lack of trust.The truth is that a woman must trust you at a deep

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61:24

430: The 2 types of partners Nice Guys tend to...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/09/11

“Who’s taking up space in the relationship?”“If I don’t have any boundaries, I’ll often attract someone who doesn’t honor boundaries.”“Partners like this can be really smart.”“Because you’re the closest to them, you get all the wild crazy.”“I hear a new rule, I try to do that, and I still lose.”“It’s pretty hard to do alone.”“It really feels like, ‘There is no way out.’”“It can be comfortable but not very alive.”“Our guys don’t just want sex - they want closeness.”“Why do you need that? Isn’t this

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58:52

429: Mid-life men: 3 categories of sex toys that'll...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/09/04

You've probably heard of penis rings. Maybe you've even tried one!? But there's a another tool almost nobody talks about — the men who've actually explored it say nothing else compares, and yet most guys never even consider it, because of one thing: shame.Whether it's a marriage that's quietly gone sexless, an erection that isn't cooperating the way it used to, or just curiosity about what's actually out there beyond what you already know, midlife brings up a lot of

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70:09

428: Is a popup village the perfect place to find...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/08/29

Edge City is one of the most exciting, fun, engaging, dynamic communities of which I'm a part -- and here I get to interview one of the founders! (This is very exciting for me.)Edge City runs month-long "pop-up villages" — 500 to 1,000 people from tech, science, culture, and art, gathered in one small, walkable town, building things together. In Timour's words, "It's got the dynamism of a city, with the vibe of a village — that's kind of a design principle for us."In

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66:46

427: All the single ladies: the top 3 dating...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/08/21

She's successful. She's put together. She seems like she doesn't need anyone. So why does dating still feel impossible for her — and why does she seem so hard to get close to?The men we work with are almost always intensely curious about what life is like on the "other side." What do single women contend with? What are their biggest dating, sex, and relationship challenges? Here, Violet breaks down 3 top issues frequently faced by single women — the ones most men never clock,

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72:21

426: She's crowd-sourcing the process of finding a...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/08/14

Let's be real: Modern dating culture can suck. Between ghosting, confusion over when to have sex, the commodification of our love lives, and people throwing up old photos on Tinder, Feeld, or Bumble, it's not always clear how to make it work.But Freya isn't playing by the rules anymore. Instead of sticking with the apps, which can leave both men and women feeling dejected, she's running a full-blown, 3-month public campaign to find a boyfriend ... and she's inviting her entire

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72:09

425: How weird is sex gonna get in the age of AI?...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/08/07

"Is your dick going to be synced to porn?"That's not hypothetical — it's already on the market. Here, intimacy expert Susan Bratton walks me through "weird" phenomena at the frontier of sex tech and AI, including synchronized strokers, tele-dildonics (I'll bet that's a word you've never come across before), role-player game (RPG) worlds where you can get down and dirty with an Aztec warrior woman, and adaptive AI that learns what gets you off and gives you more of

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81:11

424: GuyTalk: 'This is where you get your master’s...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/07/31

“I was nervous as hell.”So shares one of the men in this episode about how he felt stepping onto the land of our in-person retreat. In another's words, “I went into a panic because I’m having flashbacks of summer camp.”What's it really like to do live men's work?The truth is, most men that come to live retreats are intimidated in one way or another. Rates of bullying are astronomically high, and you don't always know what to expect. As another put it, “There’s a shared understanding

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66:27

423: Not having the sex you want in your...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/07/24

Have you ever felt like your woman was routinely frustrated, resentful, or annoyed with you? Like you can't get anything right, and then on top of that, when it comes to sex or physical intimacy, FORGET about it. Not happening.If so, you may be contending with reverse polarity. This can happen in either direction, but we find that with our clients, it's illuminating to explore the flavor when a man is more in omega (his feminine) and a woman more in her alpha (her masculine).Here, we delve

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71:59

422: Want MORE from your love life? 3 ways to grow...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/07/17

Ever feel like you're doing everything "right" — showing up, being kind, respecting her — but only getting crumbs?First dates that never turn into second dates. A marriage where you've quietly become roommates; no matter what you do, there's no sex, and there's not even very much affection. That feeling of putting in a ton of effort and still spinning your wheels.If any of that lands, you're likely living out some version of Nice Guy Syndrome.Outgrowing being a Nice Guy

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52:33

421: GirlTalk: Does size matter? [replay]

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/07/10

How much does a woman's sexual satisfaction depend on the size, shape, or other physical details of your cock?According to research out of the UK, this question is on the hearts of a lot of men. To quote this study: "Men showed significant dissatisfaction with penile size, despite perceiving themselves to be of average size."In other words, it's common, if you're a man, to wonder (or worry) about whether size matters.Now here's the real question: Do women that sleep with men

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52:05

420: 'I know what I need to do ... I just don't do...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/07/03

Do you want to establish a new, healthier habit, but so far you just ... haven't? For example: eat more veggies; exercise; have a meditation practice; be bolder with women/your woman; or a big one: cease watching porn.According to a meta-analysis on this exact questions, intentions only account for ~30% of whether someone actually changes behavior — meaning you can be fully committed and clear on what you want to do, and that commitment still barely predicts whether you’ll do it.The good news

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68:06

419: 3 ways AI can help your love life (and 3 ways it...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/06/26

When it comes to sex, dating, and relationships, what is AI good for? And where can it potentially cause damage?Here, Jason and I go point-for-point — one way AI can support your love life, one way it can harm it — and get into the nuances most people aren't talking about.We cover what AI is actually good for: crafting the message you can feel but can't quite say; getting unstuck when you're in your head at midnight; brainstorming date ideas that generate real dopamine for the couple;

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70:00

418: Her hormones: what every partner needs to know ...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/06/19

"Is this in my head, or is this real?"Millions of women ask themselves this question -- about their sleep, their mood, their body suddenly working differently than it used to. They can't tell if they can't sleep as well as they used to because they've got two young children ... or whether it's perimenopause.If you want to be an awesome partner (either now or in the future), listen on! This is the hormonal literacy class you never got that could help with everything.Here I sit

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48:58

417: Top 3 ways to NOT come off as creepy (ft. Jason...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/06/12

A 2022 dating survey showed that a whopping 69% of American men say that fear of being labeled "creepy" impacts how they interact with women. And 44% said it diminishes how much they interact with women at all, romantically or otherwise. In other words, the fear of being creepy can hold you back from all connection with women, not just in the realm of dating/relationships.But let's talk about sex and dating for a moment. The cruel irony is that this kind of fear usually means you've

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60:48

416: How do you deal with your trust issues? (ft....

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/06/05

Who doesn't have trust issues? Let's be real. Whether it shows up as "I don't trust her to handle my anger," or "I'm afraid I'll just be treated like an ATM" or, "I can't relax until I know the person really, really well," — almost all of carry some version of trust concerns into our dating and relationships.Here, my dear friend and co-facilitator Violet Lange and I do something we don't often get to: We put our worlds side by side. I work

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61:45

415: The 5 biggest reasons relationships go sexless...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/05/29

You love your partner. You're committed. But the sex has slowed to a trickle — once a month, once every six months, maybe not in years — and you're starting to wonder: "Is this just what long-term partnership is?"No -- it doesn't have to be. Unfortunately, if this is happening and you're feeling lonely in your marriage, you're not alone. And it can be hard to know what to do; millions of men feel ill-equipped to address the issue because either a) whenever they do, it

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51:49

414: What to do with, ‘You’re great! … I just don’t...

Dear Men: How to Rock Sex, Dating, and Relationships... ·

2026/05/22

Ever been told you're a "great guy!" but she's "just not feeling it"? Or felt like you're endlessly chasing women but never being pursued yourself?Here, we dig into what's actually happening when women consistently report not feeling attracted to you -- and what you can do about it.The truth is, attraction only has a little to do with what you look like physically. For example, one client came into our program good-looking by every conventional standard: broad

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