How to Start Wearing Skirts as a Man

So, you’re a guy thinking about wearing skirts. Maybe you’re drawn to the style. Maybe you’re sick of pants. Maybe you want to do things that scare you.

Start with key guides on mindset and social dynamics:

• Skirt Confidence Playbook – Shake off doubt and wear what you want
• Getting Your Partner's Support – Navigate any resistance at home
• Handling Fear of Stereotypes – Deal with potential judgment

Need a skirt?

• Thrifting lets you try different styles fast
• Get a size conversion chart
• Know your skirt lengths
• Adapt to pocketless skirts

Once you’ve got your skirt, wear it your way. See our style tips to build your look. For a rugged or functional outfit, The Masculine Approach to Skirts has you covered. A base layer like black tights can help, especially in colder months. And when it comes to the male bulge, you can hide it or own it.

Still not sure?

Here are 20+ reasons men wear skirts, and many are practical. Depending on your beliefs, you might wonder if Christian men can wear skirts or what ancient philosophers would say. Either way, skirts and men have a long, global history.

For more inspiration:

• See our curated Lookbook—or these confident and masculine looks
• Check out our featured spotlights
• For real-time insight, join our free weekly drop-in group

Start exploring. Wear what you want. Own your style.