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Did you try just asking her? I know some people arent into heels, but if she knows its your thing, she might do it for you. Or if she finds them uncomfortable to walk in, and thats why she doesn't like them, then she could just wear them in bed? No harm in asking I suppose!

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Or, ramp it up, and instead of pushing her, let her go as high as she's comfortable going. You could start by asking, "honey, what's the highest heel you could comfortably wear for a night on the town." If she says "three inches," then simply say, "I love seeing you in heels so much - would you wear a pair of three inch heels for me if I bought you the shoes as a gift?" Just don't appear overly excited, as a guy's rapid interest in heels is a turn-off for most women.

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  • 3 years later...
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