The best way to choose a naughty anniversary gift for a woman is to choose something that you and her would both find funny. If you’ve never bought her something like this before it’s probably best to go for something relatively mild, but if she has shown that she enjoys receiving this kind of thing then you can take more of a risk.
Whether or not she’d appreciate it depends on her personality, but if she likes to have fun and enjoys a joke, then it’s likely that she will. Most people enjoy being given a playful gift because it makes them feel special and wanted, which is what we all want ultimately.
The most popular reason for buying someone a naughty gift is because you want to encourage intimacy. It might be that your relationship has gone stale and you want to spice things up, or it could simply be that you just want a bit more action.
A less common but equally valid reason is just to have fun and share a laugh together. Of course, what you’re laughing at might be the thing that makes her feel embarrassed, but as long as she’s comfortable with it then I don’t think there’s any harm in it.
I think the most important thing when choosing an intimate gift like this is to consider how she will feel when receiving it. The chances are that she’ll love it, but if not then perhaps the worst-case scenario is that she’ll be offended or upset. If that happens then the best thing to do is apologise and explain your intention; I’m sure she won’t stay angry for long.
