About Underwear Expert

The world’s most experienced and trusted men’s underwear resource, Underwear Expert, combines first-hand expertise with smart technology to deliver custom-curated selections tailored to your personal preferences. Join Underwear Expert via Membership, or purchase as needed.

The expert, evolved

In 2015, Michael transformed Underwear Expert into what it is now: an online subscription service selling handpicked brands from around the world — leveraging over two decades of experience to custom-curate unique selections for men based on their personal size, fit, and style preferences — all filtered through his savant-level expertise. The guesswork in finding great underwear is now a thing of the past.

Decades of expertise

Our founder, Michael Kleinmann, has more than two decades of experience living, breathing, and shaping the underwear e-commerce category. He is the creator of National Underwear Day and former President of Freshpair, an online underwear retailer. He originally started Underwear Expert as a digital media brand, serving as the industry thought leader with thousands of articles and videos spanning all-things underwear. Brands would send Michael underwear by the truckload, eager to be featured and reviewed by the expert himself. They recognized Michael’s sixth sense for underwear, took his feedback to heart, and redesigned. He emerged as the true underwear authority.

Custom Curation

Our custom technology learns from men’s preferences and blends it with our deep knowledge of varied brand sizing, style choices, design differences, and more. That’s how we deliver your ideal fit and style, every time.You no longer have to leave finding the perfect underwear to chance, or give underwear that’s just “good enough” a pass. We bring you “that best pair feeling” with every pair.


Underwear Expert is proudly LGBTQIA+ owned and operated since 2011. We pride ourselves in creating a shopping experience tailored to the LGBTQIA+ customer as well as our allys. Underwear Expert donates to LGBTQIA+ charities and is a certified minority owned business by the National Gay and Lesbian Chamber of Commerce.

Founder & CEO

Michael Kleinmann