Would doing this bring out the masculinity in this dress?

What about men's work boots, men's leather jacket and this dress and some pearls?

Would this work to bring out the masculinity?

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michaela2001 · 70-79, M

I don't see why wotk boots & masculine jackets can't be worn with it. I think it would look great.
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HumanEarth · 56-60, F

I think that girl needs a beard and some chest hair