“I REALLY want to wear a skirt but I’m so used to wearing pants…how do I wear a skirt and feel confident?”  During my company presentations and private consultations I hear thoughts from men and women who want to “get out of their rut” when I ask:  if you could wear something different than what you are currently wearing what would it be?  

How do you do it?  My response BABY STEPS and HOW do you as an adult take baby steps?

1.  Buy a shirt or skirt or something you would like to try but haven’t been able to wear (Keep the price tag attached until step #3)

2.  Wear it around the house, look in the mirror, try with your different clothes or maybe you have to buy an extra piece of wardrobe to wear with and ask yourself how do I look? (i.e. funky, old, too immature, sassy, etc).

3.  When you pass baby step 2 remove the price tag and wear it among a small group of family or friends or out to dinner with your partner.  See if they make any comments and take them with a grain of salt.  Good comments take in honestly and Bad take to a certain extent and possibly in one ear and out the other.

4.  If you feel almost confident after baby step #3, wear it out for a public occasion.

I suggested to the woman that wanted to wear a skirt to start by wearing black shoes, black tights and black skirt because it will give the illusion of pants.  Once she gained confidence in wearing this style she can remove her tights and show her legs  (by the way she had nice looking legs).  I spoke with her recently, she did it and she is now off and running!