Flirtations! with Benjamin, the Flirt Coach

88. Red Flags, Green Flags, and Why We Date the People We Do with Dr. Joe Kort

Coming up on this episode of Flirtations, we’re diving deep into the psychology of attraction, the patterns that shape our relationships, and how we can make more conscious choices in dating - and in love.
We welcome Dr. Joe Kort, a psychotherapist, author, and relationship expert, who will help us understand why we date the people we do. 
We'll open talking about masculinity a bit, touching on the topics of performative masculinity, validation, and male on male flirting!
Then we'll get into what red and green flags in dating really mean—and some common misconceptions about them.
What red flags should you be looking for? What about green flags? And why does this matter?
Next we'll explore Imago Relationship Therapy and how our childhood experiences influence our type and attraction in dating. 
Why do we sometimes feel drawn to those who aren’t good for us? And more importantly, how do we break free from those cycles?
So if you're ready to date with a new perspective on red flags, green flags, and why we date the people we do, this episode is for you!
Let’s do this Flirties, and meet Joe!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About our guest:  Dr. Joe Kort is a psychotherapist, certified sex therapist and clinical director of The Center for Relationship Health in Royal Oak, Michigan. He is the author of four books and a lecturer and facilitator of therapeutic workshops.
Throughout his 37 years of private practice, he has successfully helped hundreds of individuals and couples improve their lives and strengthen their relationships. Dr. Kort specializes in marital problems and conflicts; mixed orientation marriages; male sexuality and out-of-control sexual behaviors.
He is EMDR trained and offers LGBTQIA Affirmative Therapy. Dr. Kort can be found on Instagram, TIkTok, Twitter,  Facebook and LinkedIn @drjoekort and his website is www.JoeKort.com 
Check out his Smart Sex, Smart Love Podcast, the Side Guys Facebook Group, and his book Side Guys.
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy - with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the Flirties!) date from a place that allows the value of connection in all forms - platonic, romantic, and with the self - to take center stage.
Ultimately, this practice of connection helps flirters and daters alike create stronger relationships, transcend limiting beliefs, and develop an unwavering love for the self.
His work has been featured in Fortune, NBC News, The Huffington Post, and Yoga Journal.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.

87. Flirting and Dating IRL (in real life)! with Ilana Dunn

Coming up on this episode of Flirtations, we welcome Ilana Dunn to the show, a dating expert and host of the Seeing Other People podcast, to have a conversation with us about meeting people in real life! 
You’ve got questions, we’ve got answers!
We’ll open with hearing about the shifts Ilana made in her dating life to meet her now husband, early relationship green flags, and what the popular advice “date the boring guy” actually means.
Then we’re taking on one of your biggest dating dilemmas, and that is how to meet people to flirt with and date!
Yes it's possible and after this episode, you’ll be doing just that! 
We’ll tell you where to go, what to talk about, how to get in the right mindset, and how to deal with potential rejections.
Plus tips for how to signal you want to be approached and how you can do the approaching, regardless of gender!
So whether you’re ready to revamp your dating mindset or just need a pep talk before your forthcoming meet-cute moment, this episode is for you!
Let’s go, Flirties!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About our guest:  Ilana Dunn is a Millennial and Gen Z dating expert and lifestyle content creator. Following a successful tenure running Hinge's social media, Ilana embarked on her entrepreneurial journey, founding her own thriving podcast Seeing Other People. With a genuine “We’re all in this together vibe” as highlighted by The New York Times, Ilana’s content empowers her audience to navigate life's complexities with empathy, authenticity, and relatability. 
Connect with Ilana on Instagram and Apple Podcasts!
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy - with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the Flirties!) date from a place that allows the value of connection in all forms - platonic, romantic, and with the self - to take center stage.
Ultimately, this practice of connection helps flirters and daters alike create stronger relationships, transcend limiting beliefs, and develop an unwavering love for the self.
His work has been featured in Fortune Magazine, NBC News, The Huffington Post, and Yoga Journal.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.

86. Elevate Your Consciousness: Mindfulness, Self-Awareness, and Limiting Beliefs with Terry Brown

Coming up on this episode of Flirtations, we’re talking about the mind-body-soul connection with our guest, yoga teacher and co-owner of Triad Yoga, Terry Brown!
Together, we’re exploring how mindfulness and self-awareness can help us transcend limiting beliefs, elevate our consciousness, and allow us to step into a deeper relationship with ourselves -  and with others.
How can we be present with ourselves when the dating anxiety and old patterns take over?
How can we be with ourselves, our thoughts, feelings, and emotions, when this experience is really uncomfortable and all we want to do is run?
In a dating landscape that constantly pulls us in different directions, learning to trust ourselves, heal, and grow requires more than just good intentions—it’s a practice.
But don’t worry, we got you.
We’ll also talk a bit about yoga and what yoga is truly about, cuz I am a yoga teacher, too!
So, if you’ve ever felt stuck, disconnected, or unsure of how to move forward in dating or in life, this episode is here to remind you:  the answers you seek have been within you all along.
Let’s do this, flirties!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About our guest:  Terry Brown, C-IAYT, ERYT 500, and Certified Purna Yoga Instructor at the 2000 Hour Level, began his journey in yoga in 1984. His appreciation for yoga and its ability to promote health and equanimity led him to become a physical therapist assistant in 1995.
He has studied with his teachers Aadil Palkhivala and Savitri over 25 years. Co-owner of The Triad Yoga Institute in Greensboro, NC, Terry is the director of Triad Yoga’s 200 and 300 Hour Teacher Certification Programs and served as the co-director of East Coast Yoga Therapy Yoga Therapist Training Program until 2025. Terry is also trained in the Melt Method, which are methods of self-treatment to release stuck stress in the connective tissue using a soft foam roller.
Terry uses his years of experience to help develop programs for students and teachers todiscover their own yoga practice options on the path to wellness.
Connect with Terry and Triad Yoga on Facebook, Instagram, and Bluesky!
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the Flirties!) date from a place that allows the value of connection in all forms - platonic, romantic, and with the self - to take center stage.
Ultimately, this practice of connection helps flirters and daters alike create stronger relationships, transcend limiting beliefs, and develop an unwavering love for the self.
His work has been featured in Fortune Magazine, NBC News, The Huffington Post, and Yoga Journal.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.

85. Breaking the "Rules" of Dating with Alison Wellington

Coming up on this episode of Flirtations, we’re throwing out the rulebook and breaking the so-called “rules” of dating with certified dating coach Alison Wellington!
From how soon is too soon to ask, “What are you looking for?” to why matching energy might actually be holding you back, we’re challenging the norms and rethinking dating strategy.
We’re also taking on the is dating a numbers game topic and if you should be dating multiple people at once? 
Plus, we get into some of the biggest conversations in straight dating like "Who should plan? Who should pay?"
But that’s not all, we’ll also tell you why being unavailable isn’t the same as playing hard to get and why you need to be saying no at least a time or two.
Finally, the marathon first date is on the table — is it a recipe for connection, or just too much too soon?
So, if you’ve ever questioned the so-called “rules” of dating, this episode is for you!
Let’s do this, Flirties!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About our guest:  Alison Wellington is a Certified Dating & Relationship Coach, wife, and new mom dedicated to helping successful single women find and keep the partners they deserve. With a background in education and counseling, she specializes in building self-confidence, eliminating limiting beliefs, and navigating both online and offline dating.
Last year alone, Alison helped over 300+ clients walk down the aisle, get engaged, enter committed relationships—and even become first-time moms. Her sociologically sound coaching methods have made her a leading expert in the dating and relationship space.
Alison holds a bachelor’s degree in education, a master’s in counseling, and a mental health counseling extension, equipping her with the tools to guide women toward lasting, fulfilling love.
You can connect with Alison @alignwithalison across social media!
My Free "The Partner You Deserve" Training
Schedule a Coaching Consult Here
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the flirties!) date from a place that allows the value of connection in all forms - platonic and romantic connection - to take center stage and transform lives for greater healing and ultimately, a deeper connection with the self.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.
💗 Happy flirting!

84. Spring Equinox Dating Horoscope with Fernie!

Coming up on this episode of Flirtations, spring has sprung (more or less), and with it comes a fresh new season of flirting, romance, and dating possibilities! 
On the show today is Flirtation’s in-house astrologer, fortune teller, and magic mystic, Fernie, to share with us what the stars have in store for our love lives and how to align with the energy of the universe this season.
No matter your experience or knowledge of astrology, you don’t need to be an expert, this episode is for you as we explore themes like:  the power of saying yes to yourself and embracing new opportunities, living life from the heart rather than from the head, and how to have more patience in our dating lives. 
We’re also talking about why Delulu is the Solulu and finally, we tap into the energy of Venus—the planet of beauty, and love—to help you channel confidence and playfulness as we navigate romance.
So get ready to flirt, trust the process, and step into spring with an open heart!
Let’s do this, Flirties!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About our guest:  Fernie Salinas (he/they) is a queer Latinx fortune telling witch from the Rio Grande Valley in Texas.  They are the owner and founder of Golden Mirror Fortunes, and they hope to be Your Favorite Fortune Teller! They grew up always knowing that magic was around us, as their great-grandfather and his son, their grand-uncle, were both curanderos (folk healers) in Rio Grande City, and it’s been such a delight to have Golden Mirror Fortunes carry on the legacy of healing and mysticism they instilled in him.
He’s also an educator — he went to Rice University, studied English and Art History, got their teacher’s certification, joined TFA, and have been a teacher and principal at various schools in the RGV.  He is currently an education consultant as well as running Golden Mirror Fortunes, their small fortune telling business.  He uses tarot and magic to help people heal and find their paths, all in service of improving their fortunes.  His deepest desire is to provide you with the light that you need to make your life a little more magical and glittery. Follow them on Instagram and let them be your favorite fortune teller!
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the flirties!) date from a place that allows the value of connection in all forms - platonic and romantic connection - to take center stage and transform lives for greater healing and ultimately, a deeper connection with the self.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.
💗 Happy flirting!

Flirtini #14: Self-Expression, Finding Dates, and Building Community Through Fashion with Rae Raire

Coming up in this Flirtini, we have certified personal style Rae Raire on the show as we explore the intersection of style, self-expression, community, and validation.
How might we blend all of these topics together, you may ask?
Great question, but this is Flirtations and we work magic over here!
We’re going to be looking at how we often dress for them, ya know, people, or at least wonder what they’re thinking about how I look?
We might become hyper-focused on what someone thinks and even though it very human to do so, how might we change that?
Stay tuned for a conversation about the power of fashion in shaping energy, perception, and self-confidence—and why what we wear can even help us make friends, find dates, and strengthen connections.
If you’ve ever felt like you need to change yourself, this episode is for you!
Let’s do this Flirites!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About our guest:  Rae is a personal stylist and content creator. As the previous owner of Wild Maven Styling, she helped hundreds of people evolve their personal style through a blend of fashion psychology, self-exploration, and style education. 
Rae believes that external appearance is deeply intertwined with one's mental and emotional state. She makes content diving deeper into this connection, as well as other related topics, on YouTube. 
YouTube:  @raeraire
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the Flirties!) date from a place that allows the value of connection in all forms - platonic and romantic connection - to take center stage and transform lives for greater healing and ultimately, a deeper connection with the self.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.
💗 Happy flirting!

83. Is Dating a Game of Luck? with Benjamin, the Flirt Coach!

Coming up in this episode of Flirtations, it’s a solo one as I’ll be breaking down what luck in dating really means and answering some of your most asked dating questions. Like ...
Is finding love really just a roll of the dice, or do we have more control than we think?
What about right person, wrong time? How much does timing have to do with it?
Are some people just get lucky in love? What about soulmates, is there such thing as the one?
I’ll also share plenty of mindset tips for stepping into a mindset of abundance and how we can work with luck energy to ultimately create a deeper love for ourselves and find create lasting, fulfilling relationships.
So, if you’ve ever wondered how much of dating is effort versus timing versus sheer luck, this episode is for you. 
So, let’s get into it, flirty!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the Flirties!) date from a place that allows the value of connection in all forms - platonic and romantic connection - to take center stage and transform lives for greater healing and ultimately, a deeper connection with the self.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.
💗 Happy flirting!

82. Life After Love: Dating Again After a Long-Term Relationship, Part 2 with Sadie Marie

Coming up on this episode of Flirtations, it’s Part 2 of our conversation with dating coach and podcast host Sadie Marie as we ask the question, is there life after love?
And hell yah there is! 
In this conversation, we talk about dating without a long-term relationship in mind, including how to build a roster.
We also cover flirting strategies, how to meet singles in real life, and the experience of dating younger men—what works, what doesn’t, and what to keep in mind.
Or maybe after a LTR you’re not feeling interested in anyone? We got you there, we'll go into dating breaks, and how to stay hopeful in dating even when it feels like nothing is working. 
Finally, we come full circle back to the topic of emotional availability and we explore the powerful shift of decentering romantic love, so you can create a fulfilling life that doesn’t revolve solely around relationships.
So, whether you’re getting back out there, exploring dating, or just figuring out what you want next, this episode is for you!
Let’s do this Flirties, Part 2 incoming!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About our guest:  Sadie Marie is the dynamic host of Sadie’s Divorced and Happy podcast, where she brings bold conversations, playful insights, and a fresh take on thriving after divorce. As the founder of the Happily Divorced Club, a global community of divorcees embracing their most adventurous and empowered lives, Sadie is passionate about creating spaces for connection, laughter, and reinvention.
With a social media following of over 100K, Sadie has built a platform that inspires and entertains divorcees around the world. Her signature mix of humor, honesty, and out-of-the-box thinking has made her a leading voice in the divorce community—and the go-to guide for turning life after divorce into your boldest chapter yet.
Learn more about the Club and Podcast, and follow Sadie on Instagram!
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the flirties!) date from a place that allows the value of connection in all forms - platonic and romantic connection - to take center stage and transform lives for greater healing and ultimately, a deeper connection with the self.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.
💗 Happy flirting!

81. Life After Love: Dating Again After a Long-Term Relationship, Part 1 with Sadie Marie

Coming up on this episode of Flirtations, we’re asking the question, “Is there life after love?”
Spoiler alert:  Hell Yah!
With our guest, podcast host and dating coach Sadie Marie, we explore what it means to date after a major breakup, the challenges that come with it, and how to embrace new experiences with confidence.
Starting over after a divorce or long-term relationship can feel overwhelming, but it can also be an opportunity for growth, self-discovery, and redefining what you truly want in love and life.
We discuss the importance of having a support squad as you navigate dating again, how to know it’s time to walk away, and why relationships aren’t just about checking a box. 
Plus, we’ll talk about the loss we feel when a relationship ends and go into common dating struggles, like why we’re drawn to the “bad boy” archetype, the frustration of ghosting, and how to find emotionally available partners.
If you're stepping back into the dating scene after a long-term relationship or divorce, this episode is for you. 
Let’s talk about healing, rebuilding, and finding love—on your terms!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About our guest:  Sadie Marie is the dynamic host of Sadie’s Divorced and Happy podcast, where she brings bold conversations, playful insights, and a fresh take on thriving after divorce. As the founder of the Happily Divorced Club, a global community of divorcees embracing their most adventurous and empowered lives, Sadie is passionate about creating spaces for connection, laughter, and reinvention.
With a social media following of over 100K, Sadie has built a platform that inspires and entertains divorcees around the world. Her signature mix of humor, honesty, and out-of-the-box thinking has made her a leading voice in the divorce community—and the go-to guide for turning life after divorce into your boldest chapter yet.
Learn more about the Club and Podcast, and follow Sadie on Instagram!
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the flirties!) date from a place that allows the value of connection in all forms - platonic and romantic connection - to take center stage and transform lives for greater healing and ultimately, a deeper connection with the self.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.
💗 Happy flirting!

80. Dating Non-Monogamous, Sex, and Body Confidence with Alexa Andre

Coming up on this episode of Flirtations, we welcome Alexa Andre, a sexologist and host of the In Bed With Alexa podcast, to have a conversation with us about body confidence and dating non-mongamously!
Today, we’ll get into what it really means to date non-monogamously, how to set clear and respectful boundaries, and how to approach dating in this way with confidence—whether you're exploring casual connections or something more serious. 
Alexa brings so much insight and honesty to this conversation, and I know you’re going to walk away with a fresh perspective on what it means to create relationships on your own terms.
We’ve also got questions that came through about body confidence and how to own your body in dating!
So, whether you’re curious about non-monogamy, would like some support with confidence, or just want to hear a refreshing take on modern dating, this episode is for you.
Let’s get into it!
Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!
Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!
About our guest:  Alexa Andre is a sexologist and content creator who is passionate about helping people lead more pleasurable lives. Alexa has built a successful career by sharing her expertise and insights on topics related to sexual health, relationships, and intimacy.
Through her writing, videos, and social media presence, she has amassed a dedicated following of individuals who appreciate her frank and non-judgmental approach to sex education.
Whether she's discussing the latest research on pleasure, offering tips for exploring new sensations, or answering common questions about sexual health, Alexa's goal is to empower her audience to lead more fulfilling and satisfying lives.
Connect with Alexa on Instagram and Spotify.
About your host:  Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!
As the flirt is all about connection, Benjamin helps the flirt community (the flirties!) date from a place that allows the value of connection in all forms - platonic and romantic connection - to take center stage and transform lives for greater healing and ultimately, a deeper connection with the self.
You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.
💗 Happy flirting!