I’d like to grow my hair out more when the T starts to kick in. I’ve had my hair cut as short as can be without looking like a buzz cut. I generally pass well with this haircut.

Problem is, I’m not passionate about the cut. It’s fine I guess but I don’t feel attractive or self expressive with it. Definitely would rather pass than have a haircut I love, but there’ll come a time where I can experiment more without risking my passing. I’ve got nice, wavy hair and it seems like it’s going to waste being so short.

Any of you fellas have suggestions for long-ish haircuts/styles that are still very masculine? I’ve always been captivated by 60/70s men’s fashion, hair included, but I’m open to other things too.

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    63 months ago

    I’ve also got wavy hair and tend to let it grow out to my shoulders, because it annoys me past that length, then cut it short and start over. What seems to get the best results for me passing is letting my hair get slightly messy so that it doesn’t look ‘finished’ the way people expect a woman’s hair to look. I usually just use a wide tooth comb and let my hair air dry after showering so that it forms messy ringlets, which I think people associate more with rock/punk/alt male looks than female.

    Honestly not sure exactly what people are responding to when I do my hair that way, it just works for me. 🤷‍♂️ YMMV depending on locality and personal face shape.