Communication troubles

I'm a very quiet person. It works out well for me most of the time, though, because I enjoy being independent. It's why I have been fine being single for so long - I don't need another person's constant presence to entertain me or to feel like I'm okay. I do want to get married if it's the right person, and I get along best with people who bring out the talkative side in me.

All my past best friends have been girls who are very talkative themselves yet also elicit my extroverted side. Things work well with Dreamy because he's one of the people who can do that (although, to clarify, he is not a girl, haha). I think it's great that he shares a lot of qualities with my best friends of the past, but Dreamy and I have had some communication issues come up lately - they're problems with me though.

For the past few weeks, before we fall asleep, he has asked me to tell him something he doesn't know about me yet. The thing is, I've already told him many things I don't talk to anyone else about. I feel like he knows a whole lot about me - and he's so amazing at remembering the things I tell him. It's hard for me to answer such an open-ended question, and he asks me pretty frequently. Occasionally I'll tell him some trivial fact, but I've also encouraged him to ask me a specific question instead; that way I'd come up with a better answer. (He doesn't like to obey, though.)

I tell him, "I don't know what to tell you." I thought it was cute when, the other day, he responded, "You can tell me anything." He says he asks because he just wants to get to know more about me. I really want to be open with him, and be vulnerable, but I'm not good at it. I'm not an easy person to get to know. Thankfully, he's so sweet to me and very patient.