Short answer is "no." Studies have shown most men misread women's signals in their favor, thinking she is more interested than she really is. So if you don't think she's interested, chances are she really really isn't. And pursing someone who's not at all interested is just embarrassing for you and annoying for them. However, it's also possible to miss signals of interest. If she's "playing hard to get," then yes she wants to be pursued. This is more rare than a lot of guys think, though, so don't be too quick to assume that's the case.
If she makes it very obvious that she isn't interested but he keeps pursuing then it will get irritating really quickly. But if it's not clear than maybe she would like it- you know, boost of confidence type thing