<human>: Can you condense the text into a few key points?

So, as the title suggests, what boundaries should be set with my SO? I'm dealing with boundary/insecurity issues with my SO.

I'm best friends with my ex girlfriend, but we're both in relationships. We're both within arm's reach of each other. I don't hang out with her often. I have a fair amount of female acquaintances, and another female close friend who I don't hang out with solo often.

I don't like when people aren't transparent. I tell my girlfriend when I'm hanging out with a member of the opposite sex 1-on-1, because I feel as though that's reasonable. She does not, however. She doesn't tell me until after, or it isn't even a second thought to her, and just mentions "I'm hanging out with a friend this day." And that freaks me out. A lot. While I'm transparent with her, she either A. thinks her hanging out with guy friends whom I don't know is no big deal, and neglects to mention it, or B. sees how I am with my female friends, and assumes she can do what she does. 

I don't know how to approach this. Her being non-transparent in who she's with freaks me out, by a lot. Because I try to be as clear as possible. My insecurities and fears haunt me, to say the least (I was cheated on a lot in high-school and my most recent "serious" fling) and I don't know how to approach this topic without seeming insane or too controlling. I don't want her to not have guy friends, I could never be like that. But I want her to be transparent with me. But even then I think that's too much.

Please, advice would be lovely.. I'm a wreck as of late. Please ask for more detail if needed.
<bot>: I suck and have insecurities. My girlfriend isn't as transparent as I am about our friends of the opposite sex. How do I approach talking to her about it without seeming needy/crazy/controlling?