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

    1d ago

    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
  2. 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
  3. 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
  4. 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
  5. 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
  6. 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
  7. Navigating the Wild World of Online Dating: Insights from Author Catherine Berra

    12/27/2025

    Navigating the Wild World of Online Dating: Insights from Author Catherine Berra

    S4 Ep#39 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 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 experiences to life through her writings. With two published books and a third on the way, her works reflect her journey through love, loss, and the often comical mishaps of dating. Her first book, "These Stories are True: A Humorous Look at Online Dating for the Unsuspecting Older Human," sets the stage for her exploration of the dating world, particularly from the perspective of older adults. Catherine Catherine Berra's Website TikTok 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

    46 min
  8. Understanding Gender Identity: A Journey with Dr. Amethysta Herrick

    12/27/2025

    Understanding Gender Identity: A Journey with Dr. Amethysta Herrick

    S4 Ep#38 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, 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 the cultural perspectives surrounding gender identity and pronouns. The conversation emphasizes the importance of understanding and supporting individuals in their journey of self-discovery and acceptance. Amethysta Herrick's Website The Purple Pawedcast -Amethysta is also a podcast host. Tiktok YouTube 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

    1h 2m
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Trailer

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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