Best Your Date With Dysfunction Podcasts (2025)

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E233: Our Most Viral Tips (That Actually Changed People’s Sex Lives) 57:45

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1d ago57:45

57:45

Whether you’ve been with us from the start or just found the podcast, this episode is basically a cheat sheet for a better sex life. We pulled together the best of the best from hundreds of episodes — the tips, tools, and “aha” moments that have completely transformed our community’s sex lives. From the rule that saved our date nights to the mindse…

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Why Men Struggle With Vulnerability | #106 57:32

3d ago57:32

57:32

Louie and Michael answer a listener email about why men struggle with vulnerability—diving into shame, repression, and the fear of emotional connection. _____ -BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/secondhandtherapy for a discount on your first month of therapy. If you have questions about…

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E232: Trick or Treat: The Bedroom Edition 1:03:41

9d ago1:03:41

1:03:41

This week’s episode is a little spooky, a little silly, and a whole lot of sexy. Since Halloween is tomorrow, we’re bringing you a “Trick or Treat: Smash or Pass” edition of Pillow Talks. We’re running through a list of playful, sometimes weird, and definitely conversation-starting ideas for you and your partner to try in the bedroom (or… maybe not…

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Fawning: The Hidden Trauma Response Behind People-Pleasing | #105 54:33

10d ago54:33

54:33

Louie and Michael unpack fawning—the hidden trauma response behind people-pleasing, codependency, and emotional safety—in their most vulnerable talk yet. _____ -BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/secondhandtherapy for a discount on your first month of therapy. If you have questions abou…

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E231: When Life Gets Heavy (A Personal Update) 1:17:45

16d ago1:17:45

1:17:45

We’ve always promised to keep things real with you — the good, the messy, and everything in between. And lately… life has been life-ing. In this episode, we’re opening up about what’s been going on behind the scenes — especially with Vanessa’s dad’s health — and how we’ve been navigating this season both personally and as a couple. We’ll talk about…

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Understanding Misogyny: Gina Martin on Compassion, Gender, and Healing | #104 1:09:37

17d ago1:09:37

1:09:37

Gina Martin joins to talk misogyny, feminism, and emotional healing—how patriarchy, trauma, and compassion shape identity, relationships, and recovery. BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/secondhandtherapy for a discount on your first month of therapy. If you have questions about the bra…

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E230 How to Actually Enjoy Oral Sex (Without Overthinking It) 1:01:40

23d ago1:01:40

1:01:40

Let’s talk about oral. We’ve all had those moments where oral feels way more awkward than arousing. You’re lying there, overthinking everything: Do I smell weird? What do I do with my hands? Is my partner secretly counting down the seconds until it’s over? Sound familiar? Yeah… you’re definitely not alone. In this episode, we’re getting into the re…

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The Art of Ethical Eros: Sex, Power, and Consent with Mischa Byruck // Ep.71 1:37:23

22d ago1:37:23

1:37:23

Send us a text In this powerful and timely episode of Rewire Your Attachment Style, Maya Diamond sits down with long-time friend and colleague Mischa Byruck, a Sexual Integrity Coach who helps leaders, healers, and public figures transform conflict, harm, and callouts into meaningful change. Together, they unpack what sexual integrity really means …

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Perfection is the Problem | #103 1:10:45

24d ago1:10:45

1:10:45

Lou and Michael unpack wabi sabi, the beauty of imperfection—talking therapy, accountability, control, and what it means to be seen before you’re “fixed.” BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/secondhandtherapy for a discount on your first month of therapy. If you have questions about the …

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E229: Ask A Sex Therapist: Swallowing, Fetishes, + Exes 1:05:42

30d ago1:05:42

1:05:42

Every week on Instagram, we host “Ask Us Anything” sessions. And honestly? We get way more questions than we could ever answer in stories. So today, we’re bringing some of those unanswered Qs straight to the podcast to give you deeper answers, real stories, and the honest, judgment-free advice you’ve been waiting for. Get ready, because we’re tackl…

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When Childhood Fear Becomes Adult Anxiety | #102 1:01:03

1M ago1:01:03

1:01:03

Michael and Lou unpack how childhood trauma fuels anxiety, codependency, and fear of abandonment. A raw mix of therapy insights, humor, and hard truths on boundaries, recovery, and self-worth. BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/secondhandtherapy for a discount on your first month of the…

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E228: Breaking Down A Real-Life Text Fight (pt 2.) 1:06:00

1M ago1:06:00

1:06:00

You’ve been there: the dreaded text fight. One message gets misread, emotions spike, and suddenly you’re both typing paragraphs instead of actually talking. In this episode, we’re breaking down a real-life text fight between a couple navigating mismatched sex drives, rejection, and the heavy mental load of parenting. You’ll hear the raw back-and-fo…

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Do Not Have Needs. Ever. | #101 56:10

1M ago56:10

56:10

Codependency, boundaries, consent, and low self-esteem. Louie and Michael explore addiction, abandonment, and what it means to feel worthy of repair in relationships. BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/secondhandtherapy for a discount on your first month of therapy. If you have question…

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Healing Emotional Wounds With Breath Work (exercise included!) 43:45

1M ago43:45

43:45

Are you struggling with low confidence or old wounds? Breath work expert Tiffany Gormley shares how simple breathing practices can calm anxiety, release trauma and boost self esteem. Plus, she guides you through a short exercise you can use anytime to feel grounded and confident. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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The Scientific Truth About Marriage & Attraction 45:23

1M ago45:23

45:23

Still struggling to keep your relationships from fizzling? Roger Nygard breaks down the science of attraction and lasting love: listen instead of fix, build connection. Learn these simple daily habits and first date moves for better chemistry with girls and long-term commitments. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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E227: Initiation: What You’re Getting Wrong And How To Get It Right 1:00:51

1M ago1:00:51

1:00:51

Hot take: when you finally get initiation right, your entire sex life opens up. Think about it. No more awkward “was that supposed to be a signal?” moments. No more pressure on just one person to get things started. And no more cycle of rejection and resentment. When initiation feels fun, confident, and mutual, everything else in your sex life star…

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Brad Garrett Tells His Story | #100 1:02:41

2M ago1:02:41

1:02:41

BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/secondhandtherapy for a discount on your first month of therapy. If you have questions about the brand relating to how the therapists are credentialed, their privacy policy, or therapist compensation, here is an overview written by the YouTube creators…

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Ways To Beat Your Crippling Fear Of Women 1:05:46

2M ago1:05:46

1:05:46

Fear with girls is just low self-esteem. You’ll learn the first pillar of real confidence, living consciously. Discover how awareness and action help you stop avoiding rejection, face challenges head-on, and feel worthy of happiness so you can attract the girls you actually want. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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E226: Foreplay Frustrations: How to Get More (and Better) Foreplay 1:04:54

2M ago1:04:54

1:04:54

Did you know that 64% of people say they want more foreplay than they currently get? And most people say they wish it was part of every sexual experience. No wonder foreplay frustrations are so common. Maybe it feels too short, too routine, or like your partner just doesn’t quite “get it.” The truth? Foreplay isn’t just a warm-up. It’s one of the m…

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Professional Photographer Reveals The Best Online Dating Photo 31:04

2M ago31:04

31:04

Most guys kill their online chances with bad photos. Learn why hiring a pro matters, how to prep for a shoot, and how to get solid shots on your own. You’ll see what makes the best headshots, body shots and passion shots so your profile attracts girls instead of turning them off. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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Relational vs. Non-Relational Thinking | #099 1:05:51

2M ago1:05:51

1:05:51

Michael faces breakup blues while Louie shares dating advice from therapy. They dive into grief, guilt, family dynamics, and how relational thinking shapes love and connection. BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/secondhandtherapy for a discount on your first month of therapy. If you hav…

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How To Handle A Girl Not Liking You Back 33:40

2M ago33:40

33:40

Stop chasing girls at work, becoming needy, or holding onto someone who isn’t feeling the same way. Learn when to bring up exclusivity, when to back off, and how to move on fast so you stop wasting time and start putting your energy into girls who are actually excited to see you. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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E225: The Truth About Sex and Aging: Menopause, Erectile Dysfunction, and Libido 1:03:38

2M ago1:03:38

1:03:38

Aging is inevitable. But letting your sex life fade away? Nope. This week, we’re tackling one of our most requested topics ever: sex and aging. We’re answering your biggest questions about how intimacy shifts as the years go by: from libido changes, to navigating menopause, to keeping things hot. 💛 In this episode, we cover: How old is too old to h…

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5 Techniques For Making First Dates Turn To Second Dates 34:28

2M ago34:28

34:28

Dating coach Tessa Mack shows how practice dates reveal the biggest mistakes guys make which are playing it too safe, overthinking, and not showing enough confidence. Now you’ll learn how to spark conversations that flow, keep her interested, and get her excited to see you again. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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Fighting Stigma & Misinformation with Sophie Nir | #098 1:07:41

2M ago1:07:41

1:07:41

Abortion advocate Sophie Nir joins us to unpack stigma, misinformation, and advocacy — from “abortion positivity” to global rights, men’s roles, and why abortion must be seen as a social good. Take Our Survey --> http://bit.ly/secondhandtherapy-survey BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/…

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A Unique Way To Find Your PERFECT Match 54:12

2M ago54:12

54:12

Matchmaker Talia Goldstein breaks down how pros actually pair people up, what women are looking for, and why attraction works differently for guys and girls. You’ll learn what makes a good first date, how chemistry grows, and the 3 things women must feel to want to see you again. MORE RESOURCES 3 Day Rule - https://www.threedayrule.com/TrippKramer …

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E224: The Beginner’s Guide to Sex Toys & Tools 1:04:46

2M ago1:04:46

1:04:46

There is absolutely zero shame in using toys in the bedroom. In fact, they can be a game-changer for pleasure, intimacy, and just plain fun. Whether you’re curious about where to start, nervous about how your partner might react, or worried about your kids (or pets!) discovering your stash, we’re covering it all in today’s episode. We’re also shari…

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LIVE COACHING: Dating With Kids & Women Who Have Kids 21:52

2M ago21:52

21:52

Dating with kids can feel like a minefield. Do you mention it right away, wait until later, or put it on your profile? You’ll learn how to reveal it with confidence, filter out the wrong women, and use non-negotiables so you only spend time with girls who actually fit your life. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vid…

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Her (2013): Is AI an Effective Tool For Companionship, Romance, & Therapy? 1:01:12

2M ago1:01:12

1:01:12

On this episode, licensed therapists Rick Guttersohn, LMSW and Kailah Tuttle, LPC explore the 2013 movie 'Her' featuring Joaquin Phoenix and Scarlett Johansson. Can AI meet our emotional needs? Is it an effective way to provide companionship, romance, and even therapy? There is value in this episode even of you’ve never watched the movie! Cinema Se…

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Failing Is Not Okay | #097 1:02:35

2M ago1:02:35

1:02:35

Michael admits failure embarrasses him. Louie confesses to a codependent moment. Together they explore imperfection, relationships, and what growth really looks like. BetterHelp: If you’re struggling, consider therapy with our sponsor. Visit https://betterhelp.com/secondhandtherapy for a discount on your first month of therapy. If you have question…

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9 Tests That Reveal Her Interest 50:06

2M ago50:06

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Most guys miss chances with girls because they’re scared to move things forward and don’t know if she’s interested. These 9 simple tests show you exactly where you stand, how to avoid the friend zone and how to build attraction without creeping her out or guessing what she wants. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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E223: Sex After Baby: Postpartum Sex, Intimacy & Desire 1:05:46

2M ago1:05:46

1:05:46

The postpartum stage can be one of the hardest (and least talked about) seasons a couple will ever go through. Your relationship changes. Your body changes. Your sex life changes. And with all of that comes a swirl of feelings you might not have expected: Resentment toward your partner A crushing imbalance in the mental load Feeling “touched out” 2…

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The Difference Between Men & Women 51:12

2M ago51:12

51:12

A lot of guys feel stuck between being too aggressive and not showing enough interest. That’s why texting turns into overthinking and dates feel confusing. Learn what makes a girl feel safe, how to move things forward without chasing, and how to spark a polarity that excites her. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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Codependence, Avoidance & Heartbreak | #096 51:10

2M ago51:10

51:10

Louie reflects on radical acceptance, family wounds, and whether he truly desires a connection with his father. This week, Louie and Michael unpack the idea of fatherhood — from the hypothetical qualities they wish they’d had in a dad, to what it means to grow up without a father figure. Louie challenges Michael’s story of not having one, and share…

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The 6 Pillars Of Becoming Your Most Attractive Self 44:52

2M ago44:52

44:52

Most guys think dating is just about approaching and using pickup lines, but that’s why they struggle long term. Nick Notas breaks down the 6 pillars you need to work on so you can be confident, keep girls interested and build a life that makes you attractive without even trying. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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E222: The AI Girlfriend: How to Protect Your Relationship from Artificial Intimacy 1:09:55

3M ago1:09:55

1:09:55

Imagine this: your partner sits you down and says they want to open your marriage… Not for a real-life person. But for their AI companion. Sounds like a Black Mirror episode, right? But it’s real. In today’s episode, we’re diving into the wild, complicated, and very real intersection of AI and relationships. From romantic connections with chatbots …

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21 Rejection Proof Openers 58:51

3M ago58:51

58:51

When a girl flakes or goes cold, most guys chase or get flustered and needy, which kills attraction fast and forever. You'll learn what to text, how to re-engage, and how to flip the script so she sees you as confident and worth her time instead of another guy who doesn’t get it.MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vid…

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When Being Right Costs You | #095 1:01:16

3M ago1:01:16

1:01:16

Louie has a bone to pick with the audience over last week’s episode — and his therapist has thoughts. This week, Louie unpacks why being “hard to argue with” might be hurting his relationships, and what it really means to meet people where they are without losing yourself. Michael shares a fresh example of Louie’s dismissive side and opens up about…

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The Must-Have Skill For Approaching Women 16:25

3M ago16:25

16:25

Most guys kill their chances by worrying if she smiles, talks, or walks away. You’ll learn how to be Reaction Proof so you stop letting her mood control you, approach girls w/o hesitation, and get more numbers. And how to stay focused on your approaches and not perfect reactions. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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Superman (2025): Super Powered Beliefs, Therapeutic Choices, and Is Kindness is the Real Punk Rock? 49:02

3M ago49:02

49:02

On this episode, Licensed therapist Rick Guttersohn gets geeky and dives into the mental health themes of the 2025 movie, Superman directed by James Gunn. There is plenty of movie talk mixed in with examining the therapeutic themes of belief, hope, optimism, and of course, kindness as the REAL punk rock! Find video content from this podcast on YouT…

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E221: How to Explore Your Kinks Without Shame (Cuckolding, Pegging, Breeding, and more) 1:09:21

3M ago1:09:21

1:09:21

Ever wondered why you have a certain kink? Or if it’s OK to fantasize about someone else during sex? Or maybe you’ve been curious about cuckolding, breeding kinks, or pegging… but didn’t know who to ask.Well some of you asked us! And today, we’re answering your questions about kinks and fantasies.From the psychology of desire to navigating mismatch…

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Step-By-Step How To Sexually Escalate 49:45

3M ago49:45

49:45

Most guys freeze when it’s time to move from kissing to sex. Here you’ll learn a step-by-step plan for sexual escalation, from setting the mood to turning her on and knowing when to go for it. You’ll also learn how to get enthusiastic consent so both of you are excited and ready. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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Control, Boundaries, and My Mom | #094 1:01:04

3M ago1:01:04

1:01:04

Michael and Louie get real about boundaries, control, and what it takes to accept people — especially family — as they are. This week, Louie opens up about deciding to accept his mom for who she is, letting go of the hope for a deeper emotional connection, and navigating the grief that comes with a more shallow relationship. Michael shares how chil…

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Depressed, Down, & In A Rut? Listen To This. 48:40

3M ago48:40

48:40

Feeling stuck, lonely, like nothing’s working? Dr. John Delony shares how to get out of a rut, build confidence and create strong connections. You’ll learn how to treat relationships as a skill, handle rejection, combat loneliness and be someone worth knowing so dating feels fun. MORE RESOURCES Call Dr. John Delony: https://www.johndelony.com/show …

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E220: A Partner’s Guide To The Female Orgasm 59:17

3M ago59:17

59:17

The female orgasm: we’ve talked about it a lot over the years, but it never stops being one of the most requested, most misunderstood, and most fascinating topics we cover. In this episode, we’re flipping the script and looking at orgasm through a partner’s eyes. What does it mean to be supportive? How can you tell if she’s actually orgasming? And …

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What She’s Thinking When You Approach Her 47:49

3M ago47:49

47:49

When you walk up to a cute girl, what’s actually going through her mind? A female dating coach reveals how women size you up in seconds, what makes them feel safe or creeped out, and this simple energy shift that flips attraction on fast, even if you’re not tall, rich, or jacked. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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Vulnerability Not Allowed | #093 59:34

3M ago59:34

59:34

Louie’s new therapist introduced him to Emotionally Focused Therapy (EFT) — and it’s already getting personal. In what early listeners have called our "most beautiful episode yet"... Louie brings EFT-style attachment questions to the pod, exploring what he and Michael learned from their families about vulnerability, emotional safety, and connection…

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Meeting Women At Classes, Online, In Person & Instagram 33:37

3M ago33:37

33:37

Stop falling for every cute girl who gives you a little attention. You’ll learn how to kill the needy energy that pushes girls away, what to do when she won’t text back, how to fix weak flirting and how to stop overthinking every approach so you actually start meeting cute girls. MORE RESOURCES 1-on-1 Coaching: www.TrippAdviceCoaching.com HOOKED Vi…

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E219: The Truth About Female Orgasm: Your Q’s Answered! 1:03:35

3M ago1:03:35

1:03:35

You’ve probably heard people say, “Oh, you’ll just know.” But what if… you don’t know? 👀 This week, we’re diving deep into one of Vanessa’s all-time favorite topics (and the one she first became known for as a sex therapist!): the female orgasm. Whether you’re wondering if you’ve ever actually had one, struggling to feel much of anything, or just d…

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Mark Rippetoe Teaches Us Strength Of The Body & Mind (motivational) 39:21

3M ago39:21

39:21

Getting stronger changes more than your body—it rewires your brain for success. Mark Rippetoe shares how his Starting Strength method builds discipline, confidence, and the masculine look that girls notice fast…. while teaching you to push past your limits in and out of the gym. MORE RESOURCES Visit Mark’s Website: https://startingstrength.com/ 1-o…