My wife's never made me wear heels while out shopping but she has made me wear pantyhose with shorts in the summer or if it's cool out I wear tights with shorts. I have worn a skort with pantyhose. One time after our aerobics class where I wear a leotard and tights she stopped at a store and made me go in with my leotard.
My wife bought me a pair of panties that gave me a camel toe look while I was wearing the tight pair of sweatpants that she bought me. She had me go into a supermarket where we were on vacation. I was getting looks from men and women alike. Most embarrassing getting looks from the younger men but seeing the slight smiles on women were even more embarrassing.
Oh Dale, when will you learn that when wearing a cute dress like that, heels are a must of a new girlie girl like you.
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