irregular period and pregnancy question.?

My last period was August 17-22. My boyfriend and I engaged in unprotected sex almost everyday since August 23 and would do the pull out method. Until two days ago, when we actually decided not to do the pull out method. I started having tender breasts a few days before that, the same thing happened last month before I started my period. I took a pregnancy test two days ago in the morning, because my boyfriend kept telling me I was pregnant, that he could tell, even though I thought otherwise, we did do it while I was ovulating, so I took a pregnancy test and it came out negative. Since I have irregular periods I am not sure when I should take a pregnancy test, and if the tender breasts is a sign of my period coming on time for the first time in a long time, or early pregnancy symptom, or if I took the test too early.. So I guess that is my question, when should I take a pregnancy test with irregular periods, (for future reference as well) and can I get pregnant on a day that I'm not ovulating on even if he went inside? I live with my boyfriend, and I am old enough too know what happens, and we would be more than happy too find out we are expecting. Thank you!

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