When is the right time to tell him??

What do you mean, positive - negative, with what?

If you are talking about an STI please be more specific.

Me and my boyfriend has been together for almost 5 months now I got tested back in January and got it from a ex I was messing with one day I asked my recent boyfriend if we could go for a walk in I told him everything at first he needed time to think about it I'm not going to lie I really thought it was over when I told him but he told me really loved me and he understand people make mistakes in he was willing to learned about how we could protect are self and how we can have a safe healthy relationship if he really loves you like he says he does he will accecpt your pass everyone deserves to know I would hate for someone to go threw what I went threw an not knowing until it's to late and how does it just dissapear like that ? Did you ask your doctor about it ?

Having you been taking your medicine since 9th grade?

If your test comes back positive at any point, as you have said it had in the past, then that means you for sure have herpes. It is something that's treatable but you cannot get rid of it, so the negative results you got back are most likely false negatives. I myself have had false negative results and my doctors had said that its a result of not catching it at the right time (aka having sores tested a week after they had appeared or getting tested when its in an inactive period).

So in reply to your question sweetie, I would say that yes you should tell your boyfriend. This STI feels like a burden but its the one least likely to lead to serious complications and passing it on can be avoided with the right precautions. 

Your boyfriend should respect that and he'll probably appreciate the fact that you're telling him. Have the conversation whenever you feel is right. I have read that its good to wait until you know you're ready to have sex with him, so that you can have the whole 'so when was the last time you got tested' talk, and then you can bring it up casually. If he breaks up with you then he was no use to you anyway, but something like this isn't something that usually makes or breaks a relationship. 

Like silentconfusions said herpes does not go away once you have it you have it for life.

I have too been with my boyfriend 4 months. I have had HSV2 for 6 months and was so scared of telling him. I felt selfish so picked up the courage to tell him a few nights ago. He wasn't mad that I had it but was mad that I have only just told him-I just explained how I was scared of telling him cause I thought he would never talk to me again. Luckily I was wrong and he understood why I was scared of telling him.

if your boyfriend really loves you he won't care what you have so go ahead and tell him! And good luck!