Ask Hannah!

 I’m writing this because I have been wearing skirts for 2 and a half years now. I’m a 29 year old guy. Do you have any tips or advice on what I could wear with my miniskirts so I can look more like a female?

There’s no right or wrong way to look like a girl.  Girls don’t have dress codes.  Girls don’t have to wear miniskirts or dresses or stilettos or lipstick to look like a female.  

That being said, if you’re asking how to pair a top with a skirt, I am happy to help!  Actually, I HOPE I can help, as I wrote about this very thing not tooooo long ago

Really, it comes down to the skirt that you’re wearing.  I wouldn’t pair a skirt that has a pattern on it (such as flowers or polka dots or houndstooth) with a top that also has a pattern on it.  I don’t take a lot of fashion risks when I wear skirts.  If I am wearing a skirt with a pattern on it, I will pair with a top with a solid color.  Same thing with a top with a pattern or design, I’ll match it with a solid color skirt.

Black tops are USUALLY pretty safe when it comes to pairing with a skirt, too.  Peplum tops are usually my go-to when it comes to skirts as they have a cute, flirty detail around the hips giving my body a curvier appearance.  

Fabric matters too.  Denim and leather skirts will go better with certain fabric and material as well.  
Of course it all comes to what you like and what you think looks cute.  As I said, girls don’t have a dress code and should wear whatever they want, and that goes for t-girls too.

Solid color bodysuits are also a good top to pair with skirt and helps with the whole “do I tuck in my top?” dilemma.

I know I have some very fashionable readers, what are some of your tips when it comes to wearing skirts?  Please let us know in the comments!

Love, Hannah

Have a question for me?  Oh yes you do.  Ask me here!

4 thoughts on “Ask Hannah!

  1. Enjoyed the pictorial review of your skirt collection and clothes pairing. The shorter hem allows for your shapely legs to set a presentation. Love how you capture your feminine mystique.


  2. I’d like to offer a couple suggestions for looking more feminine in skirts. First, wear a shaper…something to nip in your waist and accentuate your hips. Second, depending on your body, this may be sufficient by itself, but silicon hip enhancers can really make a huge difference, so consider getting a pair.

    Of course, appearing feminine doesn’t stop at the waistline. I would never feel comfortable presenting myself in anything less than full girl mode from head to toe.


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