Who I am, at my core. My fears, my dreams. And the same from them.

It really varies because it depends largely on the other person and how much I perceive that they are open to talking about a given topic. I try to pay attention and respect whatever their conversational limits might be at that time.

There are close friends I've known for decades that I've never discussed anything sexual with (aside from the occasional joke).

There are people from this very site that I started having detailed discussions of sexual fantasies with in the first hour of our correspondence.

It's all about "reading the room" so to speak, and paying attention to what they are saying about where their interests lie and what they are open to discussing.

As I think about it, it occurs to me that one thing I'm a bit more guarded with is discussing my finances. I am a bit self conscious in that department and I tread lightly because of that.

A threesome?

Money definitely, sexual past, medical issues, deep thoughts.

Past

My Mom and Dad....

What I really, really like when we're making love. That's not something I reveal... not until we're in very deep. But isn't that pretty common among most people?

My enjoyment of fetish play.

Personal issues about my past and my deeper insecurities. I have to feel very safe with someone in order to disclose the more vulnerable parts of my life. I have that mutually with a few close friends who I appreciate very much; it's been an unhurried but steady, gentle, and supportive road to get there with them. I could imagine no less with a partner.

specific family related issues (there's a huge difference between making the generic my moms crazy comment vs going into details), health related issues and a health issue I have had since childhood. It took many months with my counsellor before I told her about specific depression symptoms.

your vulerable thoughts, past choices / actions that U deeply regret.

Sexual quirks...

dirty talk, family life, personal traumas - in that order

My family life before I became an adult. I am normally extremely reserved about that part of my life. If you know how many siblings I have or anything really about my immediate family then you have made it into my inner circle of friends.