So I had sex on April 11th and then had my period on April 15th which was 8 days early. I took 2 pregnancy test about a week after my period but they were negative. Now it's a day (May 19th) before my expected period and I have no PMS at all and I usually cramp before I start. Should I test?

Nope. A test a few days or a week after sex will not show a pregnancy. You can test, but a negative test will not mean no. for sure. You need to wait till about 2 week late from this period and check. If negative, test every week, till you either have period or you are 4 week late. At that point see doctor if no period still

When you test, it needs to be first thing in the morning, with first urine of day