Married nearly 20 years and my wife has hardly ever surprised me with any lingerie/dress up or anything remotely sexy. Is this normal and how would I get her to start wearing some? I have big fantasies and want them fulfilled while I’m still young.
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Some people are just not into that kind of thing, but you won’t know what is what until you have a conversation about these and many other fantasies you both might have.
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Talk to her. Have an honest, respectful conversation, she may not know what you want, she’s (probably) not a mind reader 
It may be something that she isn’t interested in or comfortable with, but at least you’ll know.
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I love wearing sexy lingerie, however you do need to approach the subject carefully. I know some women can be offended if their partner wants them to wear sexy lingerie or costumes. From speaking to other women they have said things like why should i cover my body, am I not sexy enough.
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Aww that’s so sad. Unfortunately, a lot of women just aren’t into this. Also, everybody has different ideas of what they like, what they find turns them on and it seems like if she hasn’t been into this before, it’s not something that she’s naturally gravitating to.
As everyone else has mentioned, have a conversation with her, and in particular, ask her is there anything that is putting her off? I.e. Is it that she is worried it might be unflattering?
Lovehoney are really good at making their costumes and lingerie flattering, I have a lot of of it myself. It’s really good at hiding wobbly bits like tums etc, tell her that. Let us know how you get on X.
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