Friend with benefits has me so confused!

FWB never works--humans are emotional creatures, and the sex act, despite what Hollywood and shallow cretins would have you believe, is a bonding experience for most emotionally stable homo sapiens. When we bare our bodies we subsequently bare our souls. FWB is a new age idea that evolved out of the sixties but is not realistic ( what happened to the Hippie era, eh?), so I think you need to ask him how he feels and be prepared to break things off if you don't feel the same way -- and consider it a lesson learned...

He has feelings for you that's why he ask so many questions. There are some guys who can not handle being FWBs. maybe you need to sit down with him and explain exactly what you want from him and how this FWB thing is supposed to work. And if he can't handle that then you need to cut him loose.

He plays games with you because he has feelings for you and he does not know how you feel about him. so he's tring to find out where you stand. So sit down and tell him straight out.

I'm confused too- how are you not dating? Aren't you getting together, spending time, and engaging in sex? How is that different than dating, wherein people get together, spend time together, and possibly engage in sex?

It sounds like he has feelings for you. That is why he is asking so many questions about other guys, and why he may trying to make you jealous.

Contrary to popular belief, guys can get quite attached to a sexual partner. So unless he is dashing out of your apartment the second he is 'done,' then I would say he has feelings for you.

If you don't feel any for him I would say look for another FWB, otherwise this could get messy.

You first need to understand the following, which should be a no brainer for you: is it easier for women to get laid than it is for guys (only exception is, if you're a guy that looks like a runway model). Again, if you don't understand that, then go to a bar full of guys, and ask---who wants to get 'lucky' with me tongiht....Now, have one of your male friends go to a bar full of women, and ask that question.....I'm sure you see the point.

So with that in mind----when a guy gets a FWB, most of the times, he thinks that as being his exclusive property. I don't know how to explain that but I think is part of the male psyche. Maybe it is kind of like the lions marking their territory....I have had my fwb's and as much as I make an agreement with my partner that we are doing this just to relieve each others' physical needs, it takes a lot of discipline not to get attached to this person. Matter of fact, one time my fwb hooked up with another guy, and when I called her to come over, she said she had hooked up with another guy already, and well, I was upset, but then I had to tell myself, 'hey, this is your fwb, not your girlfriend, so get over it.." However, I could see the jealousy climbing up.....
So, if that happens/happened to me, I'm sure is the same with other guys as my other male friends have told me the same thing. And you also have to keep in mind that is easier for you to go out and get laid, that it is for your male friend. So sure, is not only jealousy, but is also that male instinct of possessiveness/territorial or whatever you might want to call it. The same happens to women, but in their case, I think is more of the commitment factor.....So you got a few things to consider...

Friends with benefits are tricky...I'd agree with Genesis5 and suggest that he's developed some feelings for you. You should probably sit down and talk to him, reset expectations about your relationship.