I think the questions were a bit harder, and more random in terms of subject in destroyer. I can't really say by how many times. I ran through that once only and wrote down weird random facts I didn't know before. It was a bit overkill
Yes. It is tougher. That is why many people do well by practicing it. While it seems tough, the real DAT will seem a bit easier. However, real DAT does sometimes have a few tough questions. So, do not make a mistake studying only easy ones.