Digital Dating with Anonymous Andrew

Andrew J. Polizzo
  • 4.8 (114)
  • Relationships
  • Updated Weekly

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 for you. Topics include dating apps, texting etiquette, companionship, intimacy after 50, loneliness, second chances, red flags, heartbreak, situationships, and building genuine connection in today’s digital world. Featuring candid conversations, listener stories, relationship experts, coaches, and unfiltered solo episodes, Digital Dating Over 50 is a relatable and entertaining space for mature adults trying to make sense of modern love. Because dating doesn’t end at 50 — sometimes that’s when the real story begins. 💛 Honest. Relatable. Insightful. Sometimes hilarious. 🎙️ New episodes bi-weekly. Interested in being a guest? https://www.podmatch.com/member/anonymousandrewpodcast #datingover50 #datingwhilegray #datingwhilegrey #midlifedating #relationships #onlinedating #modernromance #digitaldating

  1. Dating Red Flags: Cray—The App That Could Save Your Heart

    2d ago

    Dating Red Flags: Cray—The App That Could Save Your Heart

    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. In this conversation, Justin Smith discusses the challenges of modern dating, including the prevalence of scams and the importance of recognizing red flags in relationships. He emphasizes the need for technology to enhance dating safety and proposes innovative solutions through his app, Cray. The discussion also touches on generational differences in dating behaviors and the potential for creating safer dating environments. Justin shares insights on love bombing and accountability in relationships, while also addressing the skepticism surrounding dating apps and technology. S5-Ep#3 Justin Smith contact: Cray App Website Instagram TikTok Linkedin Want to be a guest on the podcast? Send Andrew a message on PodMatch, here: https://www.podmatch.com/member/anonymousandrewpodcast Please buy me a cup of coffee! Proud Member of the Podmatch Network! A Production of the Anonymous Andrew Podcast Studios Digital Dating Over 5o Podcast Cultimatum Podcast-The Culture of Cults The Weekend Rant with Anonymous Andrew Anonymous Website: Discord Chat Invite Link: https://discord.gg/mS7RAe4gGD Instagram: TikTok: Threads: Facebook: YouTube:

    1h 3m
  2. Sex, Dating & Desire After 50 with Suzanne Noble

    Jun 21

    Sex, Dating & Desire After 50 with Suzanne Noble

    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 and relationships for seniors, touching on topics such as age gaps, the importance of sexual health, and the evolving landscape of dating in the modern world. They discuss the significance of self-care, the role of sexual pleasure, and the necessity of effective communication in building meaningful connections. Suzanne emphasizes the need for curiosity and humor in relationships, while also addressing the challenges faced by individuals re-entering the dating scene after significant life changes. The discussion concludes with insights on designing personal relationships https://youtu.be/5_EiSqULQsk S5-Ep#2 Suzanne's Info: Facebook.com/sexadviceforseniors Instagram.com/sexadviceforseniors YouTube.com/@sexadviceforseniors TikTok.com/@sexadviceforsseniors My website (and Substack) are: Sexadviceforseniors.com I also have a program I specifically created for men with Erectile Dysfunction with sexologist Ken Schafer: https://www.stayfirmprogram.com Use code ED15 for 15% off And I have a FREEBIE ‘10 Most Overlooked Secrets for Better Sex’ https://suzannenoblefreebie.subscribepage.io Want to be a guest on the podcast? Send Andrew a message on PodMatch, here: https://www.podmatch.com/member/anonymousandrewpodcast Please buy me a cup of coffee! Proud Member of the Podmatch Network! A Production of the Anonymous Andrew Podcast Studios Digital Dating Over 5o Podcast Cultimatum Podcast-The Culture of Cults The Weekend Rant with Anonymous Andrew Anonymous Website: Discord Chat Invite Link: https://discord.gg/mS7RAe4gGD Instagram: TikTok: Threads: Facebook: YouTube:

    1h 10m
  3. Dicks I've Met Online: Dating, Divorce, and Reinvention After 50

    Jun 16

    Dicks I've Met Online: Dating, Divorce, and Reinvention After 50

    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 Want to be a guest on the podcast? Send Andrew a message on PodMatch, here: https://www.podmatch.com/member/anonymousandrewpodcast Please buy me a cup of coffee! Proud Member of the Podmatch Network! 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: https://discord.gg/mS7RAe4gGD Instagram: TikTok: Threads: Facebook: YouTube: Linkedin: X: @AAndrewpodcast Graphics design & promotions: Melody Post

    1h 4m
  4. A Year in Review! Whats coming in 2026!

    Feb 1

    A Year in Review! Whats coming in 2026!

    S4 Ep#44 Want to be a guest on the podcast? Send Andrew a message on PodMatch, here: https://www.podmatch.com/member/anonymousandrewpodcast Please buy me a cup of coffee! Proud Member of the Podmatch Network! 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: https://discord.gg/mS7RAe4gGD Instagram: TikTok: Threads: Facebook: YouTube: Linkedin: X: @AAndrewpodcast Graphics design & promotions: Melody Post Music by: freebeats.io

    38 min
  5. The Hundred Man Plan with Misty O'Hara

    Jan 25

    The Hundred Man Plan with Misty O'Hara

    S4 Ep#43 Want to be a guest on the podcast? Send Andrew a message on PodMatch, here: https://www.podmatch.com/member/anonymousandrewpodcast Please buy me a cup of coffee! Proud Member of the Podmatch Network! 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 insightful themes of her book. The discussion also touches on family acceptance of non-traditional lifestyles and the power of imagination in erotic storytelling. Misty O'Hara Website Instagram Barnes & Noble Facebook Publisher The Cultimatum Podcast has been chosen as the 13th most listened podcast in the Genre (Top 35) of Brainwashing by Feedspot. We wish to think Feedspot for this honor Anonymous Andrew Podcast Studios Website: Discord Chat Invite Link: https://discord.gg/mS7RAe4gGD Instagram: TikTok: Threads: Facebook: YouTube: Linkedin: X: @AAndrewpodcast Graphics design & promotions: Melody Post Music by: freebeats.io

    47 min
  6. What Foods Do You Eat To Get in the Mood?

    Jan 16

    What Foods Do You Eat To Get in the Mood?

    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 Facebook X Linkedin Want to be a guest on the podcast? Send Andrew a message on PodMatch, here: https://www.podmatch.com/member/anonymousandrewpodcast Please buy me a cup of coffee! Proud Member of the Podmatch Network! The Cultimatum Podcast has been chosen as the 13th most listened podcast in the Genre (Top 35) of Brainwashing by Feedspot. We wish to think Feedspot for this honor Anonymous Website: Discord Chat Invite Link: https://discord.gg/mS7RAe4gGD Instagram: TikTok: Threads: Facebook: YouTube: Linkedin: X: @AAndrewpodcast Graphics design & promotions: Melody Post Music by: freebeats.io

    41 min
  7. Navigating High Conflict Divorces

    12/31/2025

    Navigating High Conflict Divorces

    S4 Ep#41 Want to be a guest on the podcast? Send Andrew a message on PodMatch, here: https://www.podmatch.com/member/anonymousandrewpodcast Please buy me a cup of coffee! Proud Member of the Podmatch Network! 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 into dating, highlighting the importance of self-reflection and understanding one's needs in relationships. The conversation culminates in Lisa's love story with her partner, emphasizing the joy of finding love after hardship. Lisa's Social Media Lisa Johnson's Website Instagram Facebook TikTok YouTube 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: https://discord.gg/mS7RAe4gGD Instagram: TikTok: Threads: Facebook: YouTube: Linkedin: X: @AAndrewpodcast Graphics design & promotions: Melody Post Music by: freebeats.io

    48 min
  8. Let's Talk About Sex with Keri Green LMFT

    12/28/2025

    Let's Talk About Sex with Keri Green LMFT

    S4 Ep#40 Want to be a guest on the podcast? Send Andrew a message on PodMatch, here: https://www.podmatch.com/member/anonymousandrewpodcast Please buy me a cup of coffee! Proud Member of the Podmatch Network! 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 shares her experiences with dating in the modern age and explores the growing acceptance of polyamory and open relationships, advocating for honesty and education in all aspects of sexuality. Keri's Social Media Keri Green's Website Instagram Facebook 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: https://discord.gg/mS7RAe4gGD Instagram: TikTok: Threads: Facebook: YouTube: Linkedin: X: @AAndrewpodcast Graphics design & promotions: Melody Post Music by: freebeats.io

    55 min
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4.8
out of 5
114 Ratings

About

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 for you. Topics include dating apps, texting etiquette, companionship, intimacy after 50, loneliness, second chances, red flags, heartbreak, situationships, and building genuine connection in today’s digital world. Featuring candid conversations, listener stories, relationship experts, coaches, and unfiltered solo episodes, Digital Dating Over 50 is a relatable and entertaining space for mature adults trying to make sense of modern love. Because dating doesn’t end at 50 — sometimes that’s when the real story begins. 💛 Honest. Relatable. Insightful. Sometimes hilarious. 🎙️ New episodes bi-weekly. Interested in being a guest? https://www.podmatch.com/member/anonymousandrewpodcast #datingover50 #datingwhilegray #datingwhilegrey #midlifedating #relationships #onlinedating #modernromance #digitaldating

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