I wouldn't worry about him self-disclosing. He wouldn't do it if he wasn't comfortable. My current T is pretty open about parts of her life, and she seemingly throws in stories from her life that always go with whatever I am talking about.

She once said to me that she feels connected to her clients when she can relate with something from her own life.

(or something in that vein)

She told me early on in therapy that she has a tendency to ramble, and I can tell her to shut up at any moment, not that I ever would have. Now that I've seen her for about 2 years, she has figured out a good balance between letting me sit in silence, and her filling it in. At first it was too much, but she figured it out without me ever telling her, because I am a big wuss