Boyfriend who was previously a whore...

You can not insure that it will work out to your liking.
But I can tell you this.
Most likely his penis needs attention - I don't think it is paranoia to think this.
So the best assurance to keep his penis out of other vaginas, would be to give his penis the attention it needs.
Since relationships should not be based solely on sex, then you need to give the rest of him what he needs.
So you will not feel used and slighted, he has to take care of your needs.
Willing to do this?
Would you showing up on his doorstep be a positive or make him shit his pants?
Sorry. I don't have an easy answerr.
Good luck though.

Trust your instincts. I agree with Pitbull. There's no way to assure you that it will all work out. You don't know him well enough to trust him unconditionally. He's a Man, darling.

Find someone that you can trust that is not a player.

You cannot change him and if he is into being highly promiscuous or doing sex for pay, he's not going to suddenly change and stop all of this just for you.

Go with your gut instinct which says you can't trust him since you don't know him that well.

Perhaps communicate more with him too? I've never done the long distance relationship thing but friends of mine that have talked daily/every few days at the least.

Granted he may change but he will do it on his terms and when he wants to, not when you want him to and there is nothing you can do to force him to change.

To make it work, you have to be in his face.

Looks like travel is in your tea leaves. :tongue:

I was a man about town, so to speak, until I met my current girl. She lives about two and a half hours away, but we only get to see each other once or twice a month when work comes into play. I have been an oak, faithful completely.

It is possible.