Digital Dating with Anonymous Andrew

40 Episodes
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By: Andrew J. Polizzo

Welcome to Digital Dating Over 50 — the podcast where modern romance meets real life after 50.Hosted by Anonymous Andrew, this show explores the highs, lows, confusion, humor, and hope of dating in our golden years. Whether you’re divorced, widowed, newly single, cautiously returning to the dating world, or navigating dating apps later in life, you’re not alone.From online dating disasters to meaningful late-life connections, Andrew dives into the realities of modern relationships with honesty, humor, and heart. If you’ve ever searched for advice about dating while gray, dating over 50, or finding love later in life, this podcast was made...

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Finding Love After Divorce: Natalie & Glen's Unconventional Love Story
Finding Love After Divorce: Natalie & Glen's Unconventional Love Story episode artwork
#18
Today at 6:23 PM

Can friendship turn into lasting love, even after years of heartbreak and failed relationships?

On this episode of Digital Dating Over 50, Andrew welcomes married couple Natalie Bartanian, an intimacy and relationship coach, and Glen Nielsen, a somatic trauma therapist. Glen was twice divorced and navigating life as a single man when he met Natalie. Their friendship eventually blossomed into romance, and exactly ten years after meeting, they married.

Natalie and Glen share their unconventional journey, including their 17-year age difference, exploring different relationship styles, and learning how honesty, communication, and self-awareness helped them build a...


Dating Over 50: Are You Repeating the Same Relationship Mistakes? | Valerie Greene
Dating Over 50: Are You Repeating the Same Relationship Mistakes? | Valerie Greene episode artwork
#17
10/15/2026

Are you dating over 50 and finding yourself attracted to the same types of people, experiencing the same arguments, or wondering why your relationships never seem to work out?

In Season 5, Episode 17 of Digital Dating Over 50, host Andrew Polizzo welcomes relationship coach and mentor Valerie Greene for an honest, thought-provoking conversation about emotional availability, relationship patterns, communication, and finding lasting love later in life.

With more than two decades of coaching experience, Valerie shares how our childhood experiences, attachment styles, and unresolved emotional wounds can influence the partners we choose and the relationships we create.

<...


Dating Over 50: Getting Your Mojo Back with Ray Schloss
Dating Over 50: Getting Your Mojo Back with Ray Schloss episode artwork
#16
10/05/2026

Dating Over 50: Getting Your Mojo Back with Ray Schloss

What happens when dating over 50 collides with health, confidence, energy, and a completely different outlook on relationships?

In Season 5, Episode 16 of Digital Dating Over 50, Andrew sits down with Ray Schloss, a former Microsoft executive who spent 17 years with the company before turning his attention toward wellness, meditation, music production, and coaching.

Ray opens up about his experiences with online dating—from meaningful relationships and lasting friendships to bad dates, misleading profiles, and the frustration that eventually pushed him away from dating apps. Andrew and Ra...


The End of Swiping? How HAEVN Is Reinventing Online Dating with Rik Foote
The End of Swiping? How HAEVN Is Reinventing Online Dating with Rik Foote episode artwork
#15
09/26/2026

Haven and the next wave of online dating

Digital Dating Over 50 host Andrew talks with Rick Foote, founder of Haven, a city-by-city matchmaking network designed to replace swipe fatigue with a more intentional compatibility process. The conversation focuses on how Haven works, why it avoids the app model, and why its approach may be especially useful for daters over 50.In this episode, Rick explains the difference between matching by intent and matching by appearance, how Haven uses gates and weighted compatibility scoring, and why the service is built around local communities rather than endless nationwide browsing. Andrew...


She Survived Life on the Streets—and Chose Love | Marty Velasquez
She Survived Life on the Streets—and Chose Love | Marty Velasquez episode artwork
#14
09/15/2026

Summary

In this episode, host Andrew welcomes Marty Velasquez, (BTW She is NOT over 50) a vibrant and fearless individual who shares her journey of resilience, creativity, and positivity. Marty discusses her unique upbringing, including her experiences living on the streets and overcoming adversity. She emphasizes the importance of living life to the fullest, embracing one's true self, and the power of forgiveness. Through her artistic expression, Marty aims to inspire others and give back to the community, particularly young artists. The conversation delves into themes of love, relationships, and the significance of kindness in a world filled...


The One Box He Hasn't Checked: Finding Love After 50 with David Gottfried
The One Box He Hasn't Checked: Finding Love After 50 with David Gottfried episode artwork
#13
09/10/2026

Summary

What happens when you've built a successful life, raised a family, and accomplished almost everything you set out to do—but there's still one important box you haven't checked?

In this episode of Digital Dating Over 50, Andrew sits down with David Gottfried, co-founder of the U.S. Green Building Council, for a candid conversation about love after 50, divorce, dating, and starting over.

At 66 and single after a 20-year marriage, David opens up about rebuilding his identity, navigating modern dating, maintaining his independence, and confronting the fear and vulnerability that come with letting so...


Dating, Intimacy & Infidelity After 50 with Sara Sloan
Dating, Intimacy & Infidelity After 50 with Sara Sloan episode artwork
#12
09/02/2026

Summary

In this episode, Andrew hosts Sarah Sloan, a licensed marriage and family therapist, to discuss the intricacies of relationships, particularly in the context of modern dating and therapy. They explore various themes including Imago therapy, the challenges of empty nest syndrome, the dynamics of sexual fluidity, and the trends in infidelity among couples. The conversation emphasizes the importance of communication and understanding in maintaining healthy relationships, especially as individuals navigate significant life changes. In this conversation, Sara Sloan, a licensed marriage and family therapist, shares her journey through personal challenges, including divorce and finding love again...


Beyond Dating Apps: How Authenti Is Reinventing Matchmaking | Richard Decker
Beyond Dating Apps: How Authenti Is Reinventing Matchmaking | Richard Decker episode artwork
#11
08/26/2026

Summary

In this episode of Digital Dating Over Fifty, Richard Decker, founder of Authenti, discusses his innovative dating platform that focuses on intentional introductions rather than traditional swiping. He shares insights on the flaws of existing dating apps, emphasizing the need for privacy, dignity, and genuine connections. Richard explains how Authenti aims to create a safe space for individuals seeking meaningful relationships, particularly for those over fifty. The conversation also touches on the evolving landscape of dating, the importance of understanding relationships beyond physicality, and the challenges faced by modern daters. In this conversation, Richard "Authenti" discusses...


Dating Over 50: Is It Chemistry—or Just an Old Pattern?
Dating Over 50: Is It Chemistry—or Just an Old Pattern? episode artwork
#10
08/18/2026

Digital Dating Over 50 explores how singles over 40 can date with more clarity, less pressure, and more self-awareness. Andrew is joined by Paul Aaron Travis, a certified sexologist, sexuality educator, author, and founder of the School for Love, to talk about his “auth intimacy” framework and how it can help people build deeper relationships.They also dig into modern dating behavior, including texting pace, video calls, profile quality, loneliness, and how to tell the difference between healthy chemistry and familiar but unhealthy patterns.

Paul Aaron Travis’s books and work

Paul’s book is titled The Spark Yo...


Dating Over 50: Fix Your Profile, Avoid Scams & Find Better Matches
Dating Over 50: Fix Your Profile, Avoid Scams & Find Better Matches episode artwork
#9
08/10/2026

Summary

In this episode of Digital Dating Over 50, host Andrew speaks with Eric Resnick, a pioneer in online dating coaching. They discuss the intricacies of dating profiles, the importance of positive energy, and the challenges faced by singles over 50. Eric shares his personal journey of finding love online and offers insights into effective communication strategies, including the necessity of video chats. The conversation also delves into the evolution of dating apps, the impact of AI on dating, and the importance of self-reflection before entering new relationships. In this conversation, Eric Resnick and the host delve into the...


She Married at 58 After Being Single Her Whole Life
She Married at 58 After Being Single Her Whole Life episode artwork
#8
08/03/2026

Summary

In this episode of Digital Dating Over 50, host Andrew speaks with Diane Brandon Moody, a dating and relationship coach who shares her journey of finding love at 58. They discuss the importance of romance in dating, the challenges of modern dating, and the significance of safety. Diane emphasizes the need for genuine gestures in dating and offers practical advice for navigating relationships, especially for those over 50. The conversation also touches on the use of technology in dating and the importance of maintaining personal safety. In this engaging conversation, Diane Brandon Mooody shares her insights on navigating the...


Life After Losing Your Soulmate with Derrik Dyka
Life After Losing Your Soulmate with Derrik Dyka episode artwork
#7
07/27/2026

Summary

In this episode of Digital Dating Over 50, host Andrew speaks with Derek Dyker, author of 'Good Grief Travel.' Derek shares his journey of coping with the loss of his wife and how he reinvented his life through travel, community, and personal growth. He discusses the challenges of loneliness, the importance of social connections, and the healing power of travel. Derek also reflects on his experiences in various countries, the creation of memory stones in honor of his wife, and the inspiration behind his memoir. In this conversation, Derrik Dyka shares his experiences of overcoming personal...


Can Your Marriage Survive Erectile Dysfunction? | Gaylen Wilson
Can Your Marriage Survive Erectile Dysfunction? | Gaylen Wilson episode artwork
#6
07/20/2026

Summary

In this powerful episode of Digital Dating Over 50, Andrew sits down with relationship coach and heart transplant survivor Gaylen Wilson, whose remarkable journey took him from bankruptcy, alcoholism, and near death to rebuilding a thriving marriage and helping couples reconnect emotionally and physically.Gaylen shares the emotional story of learning he needed a heart transplant, the impact it had on his marriage, and the unexpected challenge of erectile dysfunction that followed. Rather than allowing adversity to pull them apart, he and his wife discovered new ways to strengthen intimacy, improve communication, and create lasting emotional safety.<...


Why Women Over 50 Lose Desire... and How to Get It Back
Why Women Over 50 Lose Desire... and How to Get It Back episode artwork
#5
07/13/2026

Summary

In this episode of Digital Dating Over 50, Andrew and Caroline Hood discuss the evolving landscape of dating and sexuality for individuals over 50. They explore themes of empowerment, body image, and the importance of intentionality in relationships. Caroline shares insights from her upcoming book, 'Sex Begets Sex,' emphasizing that desire can improve with age and that women should embrace their bodies and sexuality. The conversation also addresses common myths about sexual desire and the significance of maintaining connection and intimacy in long-term relationships. In this conversation, Caroline Hood discusses the complexities of desire, intimacy, and communication...


Why Women Over 50 Hire Male Companions
Why Women Over 50 Hire Male Companions episode artwork
#4
07/06/2026

Summary

In this conversation, Andrew hosts George Goulburn, an Australian professional companion, who discusses the nuances of companionship versus escorting, the importance of communication and safety in client relationships, and the unique offerings he provides to women over 50. George shares insights into his journey into this profession, the challenges of the dating landscape for older women, and the transformative experiences he facilitates for his clients. In this conversation, George Goulburn discusses the evolving dynamics of dating for individuals over 50, emphasizing the emotional needs of women in this age group, the importance of pleasure in adult relationships, and...


Dating Red Flags: Cray—The App That Could Save Your Heart
Dating Red Flags: Cray—The App That Could Save Your Heart episode artwork
#3
06/29/2026

Summary

In this episode of Digital Dating Over 50, host Andrew interviews Justin Smith, the founder of the Cray app, designed to enhance relationship safety by identifying red flags and manipulative behaviors. Justin shares his personal journey of betrayal that led him to create the app, emphasizing the importance of recognizing warning signs in relationships. The conversation explores the app's features, including the Cray Score and Schemer Score, which help users assess their partners' behaviors. The discussion also highlights the app's relevance for older adults navigating the dating landscape after significant life changes, such as divorce or loss...


Sex, Dating & Desire After 50 with Suzanne Noble
Sex, Dating & Desire After 50 with Suzanne Noble episode artwork
#2
06/21/2026

Summary

In this engaging conversation, Andrew and Suzanne Noble explore the complexities of dating, sex, and relationships for individuals over 50. Suzanne shares her journey of creating the 'Sex Advice for Seniors' podcast, discussing the challenges and joys of intimacy later in life. They delve into the evolution of online dating, the impact of pornography on relationships, and the importance of communication in fostering healthy connections. Suzanne emphasizes the significance of sexual health and wellness, offering insights into navigating intimacy and pleasure as one ages. In this engaging conversation, Andrew and Suzanne Noble explore the complexities of dating...


Dicks I've Met Online: Dating, Divorce, and Reinvention After 50
Dicks I've Met Online: Dating, Divorce, and Reinvention After 50 episode artwork
#1
06/16/2026

Dicks I've Met Online: author-Bren Marrick shares her candid journey through online dating after fifty, exploring relationships, self-discovery, and the surprising world of digital romance. From her memoir 'Dicks I've Met Online' to lessons learned, this episode offers valuable insights for mature daters navigating love and self-acceptance.. Bren's Info:

Facebook: https://www.facebook.com/profile.php?id=61581342311383

Instagram: @brenmarrick

Tiktok: https://www.tiktok.com/@brenmarrick

Website: http://www.brenmarrick.com

Amazon link to my book: http://www.amazon.com/dp/B0GM2W7TDT

S5-Ep#1

<...


A Year in Review! Whats coming in 2026!
A Year in Review! Whats coming in 2026! episode artwork
#44
02/01/2026

S4 Ep#44

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Summary

My Wrap of Season 4 and whats to come in 2026.

A Production of the Anonymous Andrew Podcast Studios

Digital Dating Podcast w/Anonymous Andrew

Cultimatum Podcast-The Culture of Cults

The Weekend Rant with Anonymous Andrew

Anonymous Website:

Discord Chat Invite Link...


The Hundred Man Plan with Misty O'Hara
The Hundred Man Plan with Misty O'Hara episode artwork
#43
01/25/2026

S4 Ep#43

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Summary

In this engaging conversation, Misty O'Hara discusses her book, 'The Hundred Man Plan,' which follows a fictional woman's journey of self-discovery and empowerment through her decision to sleep with 100 men after her husband leaves her. Misty shares her personal experiences with polyamory, the dynamics of her relationships, and the humorous yet...


What Foods Do You Eat To Get in the Mood?
What Foods Do You Eat To Get in the Mood? episode artwork
#42
01/16/2026

S4 Ep#42

Summary

In this episode, Andrew interviews Amy Reiley, an expert on aphrodisiac foods. They discuss the concept of aphrodisiacs, exploring how certain foods can enhance sexual desire and performance. Amy shares her insights on the top aphrodisiac foods, the science behind them, and practical tips for incorporating them into romantic meals. The conversation highlights the importance of personal preferences and the act of cooking as a form of service in romantic relationships.

Amy Reiley's Website

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Linkedin

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Navigating High Conflict Divorces
Navigating High Conflict Divorces episode artwork
#41
12/31/2025

S4 Ep#41

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Summary

In this episode of Digital Dating, host Anonymous Andrew speaks with Lisa Johnson, a high conflict divorce strategist. They discuss the complexities of high conflict divorces, the impact of legal abuse, and the myths surrounding staying together for the sake of children. Lisa shares her personal journey through divorce and her transition...


Let's Talk About Sex with Keri Green LMFT
Let's Talk About Sex with Keri Green LMFT episode artwork
#40
12/28/2025

S4 Ep#40

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Summary

In this engaging conversation, sex therapist Keri Green discusses the evolving landscape of sexual health and intimacy. She highlights common issues faced by individuals and couples in therapy, including mismatched desire and the impact of pornography. The discussion emphasizes the importance of communication, vulnerability, and realistic expectations in sexual encounters. Kerry also...


Navigating the Wild World of Online Dating: Insights from Author Catherine Berra
Navigating the Wild World of Online Dating: Insights from Author Catherine Berra episode artwork
#39
12/27/2025

S4 Ep#39

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Summary

The conversation explores the challenges of approaching women in social settings, particularly in supermarkets, highlighting the complexities of social interactions and the perceived reluctance of women to engage. Meet Catherine Barra

Catherine Barra, affectionately known as Cassie, is not just an author; she is a storyteller who brings her unique...


Understanding Gender Identity: A Journey with Dr. Amethysta Herrick
Understanding Gender Identity: A Journey with Dr. Amethysta Herrick episode artwork
#38
12/27/2025

S4 Ep#38

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Summary

In this episode, Dr. Amethysta Herrick shares her journey of transitioning from male to female, discussing her early awareness of gender identity, the challenges faced in relationships, and the impact of her transition on her family dynamics. She delves into the science of gender, the legal and medical aspects of transitioning, and...


Dr. Moss - Dating, Mental Health, & Diagnosis
Dr. Moss - Dating, Mental Health, & Diagnosis episode artwork
#37
12/14/2025

S4 Ep#37

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Summary

In this conversation, Dr. Fred discusses the complexities of mental health diagnoses, the assumptions patients bring to psychiatric consultations, and the necessity of labels in understanding their experiences. He emphasizes the discomfort that often accompanies the diagnostic process and challenges the notion that patients may not actually have a pathological issue.

<...


The Friending App - Be lonely no more!
The Friending App - Be lonely no more! episode artwork
#36
12/14/2025

S4 Ep#36

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Summary

In this episode, Andrew interviews Gabor Kadass, co-founder of the Friending app, designed to combat loneliness by facilitating real-life connections. Gabor shares insights into the app's unique features, including safety measures and verification processes, and discusses the broader implications of social isolation in today's digital age. The conversation also touches on marketing...


Understanding Toxic Relationships (and realities shows) with Kate Mageau
Understanding Toxic Relationships (and realities shows) with Kate Mageau episode artwork
#35
11/29/2025

S4 Ep#35

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In this episode, Andrew interviews Kate Mageau, a licensed therapist and author of 'Rose Colored Glasses.' They discuss the complexities of toxic relationships, the importance of understanding psychological mechanisms behind abuse, and the healing journey that inspired Kate's book. The conversation also explores the impact of reality TV on dating perceptions, the challenges of...


The Scarlet Edit: A Journey of Vulnerability
The Scarlet Edit: A Journey of Vulnerability episode artwork
#34
11/20/2025

S4 Ep#34

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Summary

In this episode, Anonymous Andrew interviews Nikki Corbett, a relationship coach and host of the podcast 'The Scarlet Edit.' They discuss the importance of creating judgment-free spaces for women to share their stories and experiences, particularly those involving shame or stigma. Nikki shares her journey of vulnerability, the challenges of modern...


Is the Purpose of Dating: More Than Just Finding a Partner?
Is the Purpose of Dating: More Than Just Finding a Partner? episode artwork
#33
11/12/2025

S4 Ep#33

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Summary

In this episode of Digital Dating, host Anonymous Andrew speaks with conscious relationship coach LaShawn McCrary about the intricacies of dating, relationships, and self-awareness. They discuss the importance of clarity in dating, the purpose of relationships, and how individual backgrounds shape relationship dynamics. LaShawn emphasizes the need for communication, understanding trauma, and...


Navigating Love Addiction in Digital Dating
Navigating Love Addiction in Digital Dating episode artwork
#32
11/05/2025

S4 Ep#32

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Summary

In this episode of Digital Dating, host Andrew engages with Sherry Gaba, a licensed clinical social worker and psychotherapist, to explore the complexities of love addiction, codependency, and the challenges of modern dating. They discuss the impact of attachment styles on relationships, the signs of toxic relationships, and the importance of self-love...


The Rise of Content Creation in Dating
The Rise of Content Creation in Dating episode artwork
#31
10/29/2025

S4 Ep#31

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Summary

In this engaging episode of Digital Dating, actress and content creator Meghane Lex dives deep into the world of modern relationships and the evolving landscape of digital dating. She unpacks how social media influences our romantic lives, shares personal stories from her journey as a creator in LA, and reflects on the...


Open Relationships: A New Norm?
Open Relationships: A New Norm? episode artwork
#30
10/22/2025

S4 Ep#30

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Summary

In this episode of Digital Dating with Anonymous Andrew, host Andrew engages with Zach Randall Friedman, the host of the podcast 'Everything and Anything and a Bit Gay.' They discuss a variety of topics including the challenges of modern dating, the impact of technology and dating apps, the dynamics of open...


Navigating the Chaos of Relationships
Navigating the Chaos of Relationships episode artwork
#29
10/15/2025

S4 Ep#29

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Summary

In this conversation, Larry Bilotta discusses the complexities of relationships, particularly focusing on the concept of 'chaos kids'—individuals raised in dysfunctional environments. He emphasizes the importance of understanding one's childhood and its impact on adult relationships. The discussion covers themes of self-love, communication, and the dynamics of dating, highlighting how past ex...


Navigating the Modern Dating Landscape
Navigating the Modern Dating Landscape episode artwork
#28
10/08/2025

S4 Ep#28

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Summary

In this episode, dating coach Amber shares her insights on relationships, dating patterns, and the importance of mindfulness in attracting the right partner. She discusses her journey into coaching, the significance of deal breakers, and how women are becoming more empowered in their dating lives. The conversation also touches on the role...


Marni Kinrys (Ask Women Podcast): Confidence, Attraction & The Wing Girl Method
Marni Kinrys (Ask Women Podcast): Confidence, Attraction & The Wing Girl Method episode artwork
#27
10/01/2025

S4 Ep#27

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In this episode, Andrew sits down with Marni Kinrys, creator of The Wing Girl Method and co-host of the Ask Women Podcast, to unpack the realities of modern dating and attraction. Marni shares her personal journey to becoming a top dating coach for men, highlighting the importance of communication, confidence, and truly understanding both genders.<...


Somatica-Attachment Style Coaching
Somatica-Attachment Style Coaching episode artwork
#26
09/25/2025

S4 Ep#26

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Summary

Attachment theory is a hot topic. But there's not much info about how to heal these issues -- everyone fixates on diagnosis (anxious/avoidant). Conventional psychotherapy has ways of work with attachment (IPF, EFT, etc.). There are other modalities and things you can do on your own. Personally, My guest Jack Bohannan...


Luma Luxury Matchmaking
Luma Luxury Matchmaking  episode artwork
#25
09/17/2025

S4 Ep#25

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Summary

In this episode, Andrew interviews Rebecca Norton, a VIP lead at Luma Matchmaking, who shares her journey into the world of matchmaking and the intricacies of helping individuals find love. They discuss the matchmaking process, the differences between matchmaking and dating apps, and the importance of vetting clients. Rebecca also addresses common...


Unlocking Sacred Sexuality w/ Melissa Louise
Unlocking Sacred Sexuality w/ Melissa Louise episode artwork
#24
09/10/2025

S4 Ep#24

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Summary

In this engaging conversation, Melissa Louise, a sacred sexuality and erotic blueprint coach, discusses the importance of nurturing relationships, understanding individual desires through the erotic blueprint, and the constructs of marriage. She emphasizes the need for communication and consent in intimacy, the impact of societal norms on relationships, and the challenges of...


How to Get Laid on Tinder w/ Author Maureen Pound
How to Get Laid on Tinder w/ Author Maureen Pound episode artwork
#23
09/03/2025

S4 Ep#23

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In this episode of Digital Dating, host Anonymous Andrew speaks with Maureen Pound, author and dating coach, about her journey into the world of online dating and the insights she has gained. They discuss the evolution of dating apps, particularly Tinder, and how perceptions have changed over the years. Maureen shares her experiences and offers...