Brief Talk Podcast – The Roof Cowboy: Confidence, Thongs, and Wearing What You Love

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Brian, better known online as the Roof Cowboy, joins UNB Tim for a fun and honest conversation about swimwear, thongs, confidence, and stepping outside your comfort zone.

Brian shares how his background as a competitive swimmer made Speedos familiar—but wearing a thong publicly required an entirely different kind of confidence. He recounts trying his first thong at the Hard Rock, walking to the bar alone, and discovering that most people were far more supportive than he expected.

The conversation explores Brian’s journey from roofing and storm chasing to modeling and content creation, including his work with Skinzwear. Brian explains why his content has become less about making money and more about helping other men feel confident, comfortable, and accepted in whatever they choose to wear.

Brian and Tim also discuss the assumptions people make about men in thongs and swim briefs, navigating reactions from partners, the double standards surrounding men’s swimwear, and why representation matters. Plus, Brian talks about bold prints, favorite brands, sharing extra thongs with curious guys, his book-cover modeling, and the humorous Skinzwear reels that have made him a favorite on social media.

At its heart, this episode is about trying something new, owning what makes you feel good, and realizing that confidence grows every time you step beyond what feels comfortable.

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