93. Beyond the Chase: Flirting, Masculinity, and Modern Dating with Connell Barrett

Coming up on this episode of Flirtations, we welcome Connell Barrett, a men’s dating coach, author, speaker, and host of the How to Get a Girlfriend Podcast, to have a conversation with us about dating as a straight guy, masculinity, and what women are looking for, but not in a mansplainy way, absolutely not!

Basically if you’re straight, stick around as we break down the challenges, myths, and expectations that seem to define the dating game.

Up for discussion is masculinity and is it being redefined? What does masculinity mean and what does that look like in 2025? Why do so many guys seems to aspire to be the alpha male and is that something women want? Will you stand out as the alpha male or do women want something more authentic?

We’re also covering practical flirting tips and strategies to overcome rejection, we’ll debunk viral dating advice such as he needs to like you more than you like him or that a little stress is the secret to a chase - just be unavailable, right?.

We’ll even get into whether looks and money really matter, how to bring genuine vulnerability into your interactions without coming off too mushy, and how emotionally available men and women can meet in each other.

So, if you’re ready to hear a conversation about flirting, dating, and masculinity between a straight man and a flirt coach, this episode is for you!

Let’s do this flirties, time to meet Connell!

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About our guest: A seasoned interviewer dating to his journalism days (he has done Q&As with Jimmy Fallon, Larry David, and Bill Murray, among others), Connell is a dating coach, author and host of the "How to Get a Girlfriend Podcast". His bestselling book, “Dating Suck but You Don’t,” was called “witty and timely” by Vanity Fair. He’s been dubbed “the real-life Hitch” (N.Y. Post) and “the most innovative dating coach in America” (Psychology Today.) And he has appeared on GMA and the “Today” Show.

Learn more about him at DatingTransformation.com.

Questions? Don’t hesitate to ask!

For more information, find Connell on Instagram, Youtube, and his website!

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.