Can a single text link point to two different web pages?

It is not possible with pure HTML. You should write javascript function for that.
For example
function doubleopener(){window.open("smth"); document.location="smth";}
then to put it to a link
<a href="javascript://" onclick="doubleopener()">link</a>
That’s all. But as Bryan wrote above, it is not ethical and disrespect to your visitors.