For men: How to know when someone's BF is just confident or just don't care?

My boyfriend and I has 29 yrs age difference. Im so happy with him, he tries to give me what I need in our relationship and Im grateful that he isn't jealous about time, he understands my need to socialize beause Im young. He even allows me to date other men. What bothers me is that he's NEVER jealous, even encourages me to date other men and loves to hear the story of it! Shouldn't he fell a little threatened and challenged that I'm young and not ugly at all? I hate possesive guys don't get me wrong, its just my man has a ZERO jealousy making me think maybe think that he has no genuine desire to protect our "bond".

Im Filipino, he's an american and to us, dating while in a relationship is not socially acceptable. Im trying to do what he says because according to him "it will help my social skills" its just I tell it to him afterwards. We've been "together" online for a year and 3 months. We're meeting in person this year.

I need your thoughts, please!

He might be doing that because he might feel guilty because of the age difference or he don't care, not to sound harsh. My boyfriend would never tell to go and date someone else and once he does I know that his way of it being over.

How do you have an online boyfriend?

Is that even possible?

I'm guessing the reason he is telling you to go and date other men is because he's probably doing the same thing.

Is that a demand? :)

We once broke up because he is avoiding my half of my calls and texts. He said Im crowding him & interrupting his need fro space which I admit (I call him everyday, sometimes twice). When we got back again together (after pursuing me again), I quit doing my old ways.I know, he doenst want to lose me and same thing he's very confident that I'll stick to him no matter what. He said Im a high maintenance, I suck a lot of energy so partly, I thought he wants to have some of his job be given to someone else.. ha ha ha... what do you think?

You're not in a relationship. You're pen pals, intimate pen pals, with someone you've managed to meet in person, too. He's still a pen pal.

You need to be dating other men because they are real and will lead to a REAL relationship. He wants you to date because it makes for juicier online content. You're pimping yourself out for this guy, which is fine because you need to be going out... telling someone about it online afterwards is really not harmful, so go for it.

Just remember a relationship involves weekly face to face interaction and continuous movement toward sacrificial behavior.

Pen pals don't do that.

He doesn't want me to sleep around, just want to make clear.

You keep posting about the same thing, and all your questions could be answered face to face, but I doubt that happens. The old man gets off online, and you need some strong reality, with real people. Sorry, the more you write, the unhealthier this pen pal, online relationship sounds.

You keep posting about the same thing, and all your questions could be answered face to face, but I doubt that happens. The old man gets off online, and you need some strong reality, with real people. Sorry, the more you write, the unhealthier this pen pal, online relationship sounds.

Is this Simon Cowell? If all people can just get balance answer by asking directly, face-to-face then no one should be writing here.. Sorry, the first part of your comment is "rude".

You asked, I answered.

All of your questions are about the same thing, if you're having that many problems with an online relationship simply go to the next chat room and find someone else. I doubt this guy is putting too much time or effort into caring about you at all. If you think this is abnormal behavior, put a stop to it. Plain and simple

How I wish talaniman sounded like you romefalls. Same thought but different attack. Thank you.

That's life.