We've been dating five months now. I'm 5'1 and he's about 5'4-5'5. I usually wear the same boots with him and switch between two sneakers. He's never seen me in heels but I'd like to wear a skirt today that goes well with these heels I have. They aren't that high or skinny, more like 4 inches.
His height isn't a bother to me but I don't know how he'd feel. Should I ask him if he's comfortable with me wearing the shoes I have in mind, even if it makes me a little taller than him? I feel more comfortable asking instead of just showing up without him knowing. Any thoughts?
His height isn't a bother to me but I don't know how he'd feel. Should I ask him if he's comfortable with me wearing the shoes I have in mind, even if it makes me a little taller than him? I feel more comfortable asking instead of just showing up without him knowing. Any thoughts?
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