Should I tell me boyfriend who I slept with when we were not together for 5 months. He has gone through my phone, and into my email to find out, and I of course feel very uncomfortable telling him, because Im not really proud of what I went through during our time apart.

If you two weren't together then it's none of his business, unless you want to tell him.

Tell him to stop being a snoop and get over it. You two weren't a couple then, it's in the past, and that's where it should stay.

What was he doing during that time?

I say it's your business only. If he is going through your stuff to find out, once you tell him, he will never leave you alone about it, will always bring it up.

He was with other people, told me about it, but I'm sure there is so much more that I don't know. I'm not the jealous type so everything he did during that time does not really bother me, but with him, he thinks I was very messed up and calls me a liar.

Hmmmm it's a bit tricky really :/ If he finds out that you slept with someone and you didn't tell him, then this could cause problems in the future, with trust issues etc. Would you want too know if he had cheated on you during the 5 months apart? That's what you've got too think :) If it isn't really causing any issues and he hasn't got any suspicions then I really wouldn't bother putting your relationship on the line - you know the expression, what someone doesn't know won't hurt them! :) Its entirely up too you, if he already has suspicions and keeps snooping then maybe it is just best too tell him before someone else does, like you said you weren't together so he can't really say a lot< but if not, id just let it lie :) hope I helped! X

Why are you even back with a guy like this? I just don't understand!

I have asked that your threads be merged because they are both dealing with your relationship with this man and it will be best to keep all advice on the issues in one place.

The other thread: https://www.askmehelpdesk.com/dating/will-we-end-up-together-547672.html#post2682410

If your going to be in an adult relationship, then its time to act like one. If you want your boyfriend to know everything you did when you were broke up then tell him, will he want details and pictures too?

You might want to go through some of these post where you tell the guy all about your past experiences, and he ends up not being mature enough to handle that information and moves on.