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You can start by taklking about your underwear with him, especially if you have silky knickers. Does he like them? Pass them to him and ask if he likes the feel, then would he like to try them on. If he protests, leave them lying around, so that he has the opportunity to try them when you are not around to watch. If he is a much bigger size than you, be prepared for a bit of stretching until you can get him his own. When you get evidence that he has tried them - no need for detail here - buy him a pair of his own and put them in his drawer. Or, if you are out one day shopping together, drag him into a department store and ask for his opinion on knickers, then get one for you and one in his size.

You may find that slowly slowly, he comes out of his shell and admits that he likes it. Then you can move on, nighties, Bras, stockings, .....................

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12y ago
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12y ago

Have you asked your wife? That may be part of her fantasy as well.

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12y ago

If he did, I would tell him to ask me first before putting on my clothes!

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Q: Do you r husband crossdress in you r clothes?
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