He's really indifferent. A stoic knows how to control their emotions and can feel pain without showing it. He thinks it's pointless to dwell on negatives which makes me feel he doesn't care when I'm upset. Sometimes I know he likes me, and wants to be around me but sometimes he's so closed off I feel like he's not into me. We aren't in a relationship but have been dating & hanging out for 2 months. I'm ready to take it further but I can't read his emotions. How do I find out how he feels? Or if he wants to be in a relationship?
You got to be direct generally. I'm a pretty stoic person myself and I generally prefer when people are direct with me about their feelings. Just ask him how he feels about being in relationships, then you'll know how he feels. Its better to know then to wonder.
I think you need to be verbal with him. He may have had it rough in his life, generally there is a good reason why people would be stoic. The fact he is hanging out with you must suggest he feels comfortable around you.