Question: There's any way to implement an **implicit** conversion from `string` to `bool` using C#?

E.g. I have the string `str` with value *Y* and when I try convert (cast) to `boolean` it must return `true`.

Answer: 
No. You can't create user-defined conversions which don't convert either to or from the type they're declared in.

The closest you could easily come would be an extension method, e.g.

```
public static bool ToBoolean(this string text)
{
    return text == "Y"; // Or whatever
}

```

You could then use:

```
bool result = text.ToBoolean();

```

But you can't make this an implicit conversion - and even if you *could*, I'd advise you not to for the sake of readability.
You'll need to make the method on you own. There is no way to just cast a string to a bool. You'll end up with true if the string is not null, I believe. Just make a Boolean method that returns true if the string it's passed is y or false otherwise