When should I take a pregnancy test?

I had sex June 3rd and my boyfriend came inside me three times. I tested today (10 days later) and it was negative. (Also had sex June 9th and he came inside me but that's further long so irrelevant)
Glow says I was ovulating May25-31
I'm supposed to start my period today and I ALWAYS start when I wake up in the morning , immediately after. I haven't yet today and I've been up for 4 hours. It's only been 10 days so not many symptoms would be noticeable. I am tired and always feel dehydrated but it's been hot out so could be the weather. 
Could I be pregnant ? When should I test ?