Male Privilege: How to make someone recognize it?

I need some help from my Feministing friends: How do you help someone to recognize their privilege?
Namely, my boyfriend. I try to explain to him what ‘male privilege’ is and he just can’t get it. All I want to do is help him to recognize it and be more aware of it, but he seems to think I come at him aggressively or very blame-y when I try to explain.
Even on here I can’t really articulate anything.
-I explained that he doesn’t have to experience pay discrimination for equal work like some women do-he then turns around and says that I’ve never been discriminated at work, and you know what? I haven’t.
-I told him how a woman can’t be aggressive or state her opinion on things without being called a bitch or shrew and a man can act like a pistol all he wants but will never be called out for it. His response was asking me if anyone has called me a bitch for standing up for myself and stating my opinions. No one has in recent memory.
Basically every time I could think of something remotely relating to male privilege he would ask if I have ever experienced it, and for the poor examples I was able to muster I hadn’t.
See, his take is that while he understands that certain people have certain privileges (white, thin, male, etc) that it all comes down to personal choice. You can choose to be a ‘victim’ of your circumstance or you can persevere and overcome any shitty cards you’ve been dealt. Free will.
So my question is: How have you dealt with this in your personal relationships without coming across as attacking the other person? What are some good ways to illustrate male privilege to someone who still doesn’t realize they possess it?
I know it’s not my job to “make” him see his privilege. But I just want him to recognize it and be aware of it.