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A long-time listener sent in a heartfelt question:
“My Mom constantly has opinions about who I should date, what kind of guy is right for me, even how I should look or act to attract the right person… one comment from her has me spiraling.”
In this episode, Damona explores how well-meaning love advice can actually sabotage your future relationships and offers step-by-step strategies for gently setting boundaries and building up your own self-confidence.
What You’ll Hear In This Episode:
Resources & Links:
Get clarity on your dating patterns with Damona’s FREE Date Tracker
Have a question about dating or any relationship that matters to you? Text or leave a voicemail for Damona at 424-246-6255
DM @damonahoffman on Instagram, TikTok, and Facebook
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
A longtime listener sent in a question that speaks to something many women have wondered:
“How does one become a woman who builds up a man and always makes them more confident and stronger? How do I get into my feminine state and energy around a guy on a date?”
In this episode, Damona shares what it really means to be “in your feminine,” explores the gender polarity debate, and offers a new way to think about strength, softness, and self-worth in modern relationships.
What You’ll Hear In This Episode:
Resources & Links:
Download Damona’s FREE Frustration-Free Dating Guide
Got a question? Text or leave a voicemail for Damona at 424-246-6255
Follow @damonahoffman on Instagram, TikTok, and Facebook
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
After watching The Materialists, a long-time listener sent in a question that struck a chord:
“What’s it going to take for us to kill the curve and stop dating by height, BMI, salary, or things that don’t speak to true character?”
In this episode, Damona unpacks the real-life impact of checklist dating, explores the illusions behind modern matchmaking, and responds with practical advice for anyone who’s ever felt overlooked or friend-zoned.
Plus, she shares her “Nice Guy 9” framework—9 simple shifts that help you connect more deeply and date more intentionally.
What You’ll Hear In This Episode:
How dating checklists quietly sabotage real connection
What The Materialists gets right—and dangerously wrong—about dating culture
The matchmaking myth and what it really costs (literally and emotionally)
Why bad boys always win—and why that isn’t actually what’s happening
The Nice Guy Nine: Damona’s go-to dating strategy for deeper connection
How to shift your love story by changing the stories you tell yourself
Resources & Links:
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
This week, Damona takes on a question from longtime listener Vernee, who’s back in the dating scene after a hiatus… and hitting a wall when it comes to finding someone who shares her political and social justice values.
Vernee asks: "I'm politically progressive, very values-driven, and living in a purple state. I've tried everything — hints in my profile, direct chats — but nothing’s working. Where are the men who believe what I believe?"
If you’ve ever wondered how to communicate what matters without scaring people off — or how to find someone who’s actually aligned — this one’s for you.
In this episode:
• Why dating apps might feel harder now than they did just a few years ago
• How political identity and core values have become deeply intertwined
• What to say in your profile (and what to leave out)
• Why texting about politics rarely works — and what to try instead
• Where to meet values-aligned people beyond the apps
• The line between staying open-minded and lowering your standards
Submit your question: call or text 424-246-6255
Follow Damona on IG: @damonahoffman
Get your free Date Tracker at damonahoffman.com
Order F the Fairytale on Amazon, B&N, or from your local bookseller
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
Dating today isn’t always smooth sailing. There’s ghosting, bad first dates, texting traps... and if you’re feeling stuck in the same old dating loops, you’re not alone.
In this Dates & Mates Master Class, Damona Hoffman breaks down the eight most common dating mistakes she sees after 15+ years of coaching singles, and shares actionable fixes to help you date smarter, not harder.
Whether you’re tired of swiping, struggling to make real connections, or caught in negative self-talk, this episode gives you the clarity and tools to reset your dating approach.
What you’ll learn:
How to stop ghosting, and stop getting ghosted
The danger of “obliga-swiping” and how to date with intention
Why texting too much before a date kills chemistry
The power of refreshing your dating profile regularly
How to overcome negative self-talk and fear of starting over
Why having a dating plan beats waiting for a fairy tale
If you have questions about your love life, Damona wants to hear from you. DM her on Instagram, TikTok, or Facebook @damonahoffman or leave a voicemail at 424-246-6255 for a chance to have your question answered in an upcoming Dear Damona segment.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
Damona Hoffman breaks down one of the most important moments in dating—the first date—and how to make it count. Whether you’re getting back out there or swiping with new optimism, this episode shares how to set yourself up for success so that first date leads to a second.
Damona covers everything from whether to Google your date to how long a first date should really last, what to wear, where to go, and how to follow up. She even shares seven fun, low-pressure first date ideas that help build real connection.
What you’ll learn:
How long a first date should actually last
Why dinner dates don’t set you up for success
The value of a pre-date phone call (and when to do video)
What to wear to make the best first impression
How to choose a first date location that creates connection
Seven easy, fun, and affordable first date ideas
If you have a relationship or communicationquestion you’d like answered on a future episode, send Damona a DM on Instagram, Facebook, or TikTok @damonahoffman or leave a voicemail at 424-246-6255.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
REWIND: Dear Damona – Besties’ Bro & Never Been Kissed
In this standout Dates & Mates Rewind episode, Damona tackles your real dating dilemmas with her signature no-nonsense advice.
From navigating awkward crushes to handling tricky conversations about intimacy, this episode is packed with guidance to help you date with clarity and confidence.
If you’ve ever wondered what to do when your boyfriend avoids sex, how to approach dating when you’ve never been kissed, or whether it’s okay to filter for men with degrees, this episode has you covered.
You’ll also hear Damona’s take on modern challenges like dating someone with an OnlyFans account, dealing with phones on dates, and whether fudging your age on apps is ever worth it.
What you’ll learn:
If you have your own dating question, Damona wants to hear from you. Send a voice memo on Instagram @damonahoffman or leave a voicemail at 424-246-6255 for a chance to have your question answered in an upcoming Dear Damona segment.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
This week on Dates & Mates, Damona Hoffman rewinds to her 400th episode featuring a guest who helped inspire the show from the start: the legendary Dr. Drew Pinsky. Dr. Drew has spent decades giving love, sex, and mental health advice on Loveline, Celebrity Rehab, and now on his podcast Ask Dr. Drew, which he co-hosts with his wife of over 30 years.
In this vulnerable and heartfelt episode, Dr. Drew shares his personal journey through a seven-year on-and-off courtship, what finally made him ready for commitment, and how he and his wife maintain a strong marriage after decades together. Plus, he joins Damona to answer your dating questions in a special extended Dear Damona segment.
What you’ll learn:
Why emotional readiness matters more than "the one"
How to navigate on-again/off-again dynamics with clarity
When to disclose a medical condition or disability to a new partner
Why gratitude and daily check-ins are key to long-term love
What makes someone feel "unapproachable" in dating and how to shift it
How to know when you're ready to date after trauma or burnout
This episode is part of our Rewind Series, where we revisit some of the most timeless and transformative conversations from the Dates & Mates archive.
Subscribe now to catch every Rewind drop and our Spring bonus episodes the moment they go live.
Listen to more of Dr. Drew on the Ask Dr. Drew podcast and follow him @drdrewpinsky.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
This week on Dates & Mates, Damona Hoffman rewinds to one of her favorite conversations with love coach and viral content creator Shaun Galanos. Shaun is the host of The Love Drive podcast and has become a rising voice in game-free, radically honest dating advice—and this episode shows you exactly why.
In this raw and radically honest episode, Shaun and Damona go head-to-head on the dating games that hold us back, how to ask for what you want in bed, and what to do when someone won’t give you a straight answer. From emotional stonewalling to the pressure of dating app perfectionism, they unpack it all.
What you’ll learn:
Why radical honesty is the only dating strategy worth mastering
How to bring up uncomfortable topics without pushing people away
What stonewalling actually says—and how to respond to it
How to explore kink, sexual compatibility, and deeper intimacy with confidence
Why optimizing for the “perfect” person might leave you lonely
How to hold your power as a strong woman without dimming your light
This episode is part of our Rewind Series, where we revisit some of the most powerful and timeless conversations from the Dates & Mates vault.
Subscribe to get every rewind episode and our Spring special bonus episodes the minute they are available.
Listen to Sean on The Love Drive podcast and follow him @thelovedrive on Instagram and TikTok.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
We are back with a no-holds-barred Best of Dear Damona episode—because when it comes to texting mishaps, mixed signals, and dating curveballs, this one hits home every time.
In this candid conversation, Damona answers some of your juiciest dating dilemmas—from the accidental text that lands in the wrong inbox to what it really means when someone texts you “hey you” at 11:30 PM. She shares smart, compassionate advice on navigating confusing signals, staying grounded, and owning your truth in the dating game.
What you’ll learn:
How to respond and recover when you send the wrong text to your date
Whether it’s okay to ask for better photos—and how to do it playfully
The real timeline for exclusivity (spoiler: you don’t have to rush)
Why it’s okay to date multiple people—and how to know when to choose
How to disclose chronic conditions or disabilities with confidence
Why shared values matter more than shared hobbies
This episode is part of our Rewind Series, where we revisit some of the most powerful and timeless conversations from the Dates & Mates vault.
Subscribe to get every rewind episode and our Spring special bonus episodes the minute they are available.
DM Damona your questions on Instagram @damonahoffman or text 424-246-6255 to be featured on a future episode.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mentioned in this episode:
Book Your Breakthrough Boost today
DamonaHoffman.com/breakthrough
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