Digital Dating with Anonymous Andrew cover art

Digital Dating with Anonymous Andrew

Digital Dating with Anonymous Andrew

By: Andrew J. Polizzo
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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

The Anonymous Andrew Podcast Studios
Hygiene & Healthy Living Relationships Social Sciences
Episodes
  • Dating Red Flags: Cray—The App That Could Save Your Heart
    Jun 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. 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:

    Show More Show Less
    1 hr and 3 mins
  • Sex, Dating & Desire After 50 with Suzanne Noble
    Jun 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 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:

    Show More Show Less
    1 hr and 10 mins
  • Dicks I've Met Online: Dating, Divorce, and Reinvention After 50
    Jun 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

    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

    Show More Show Less
    1 hr and 4 mins
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