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I've been dating him for almost two months and he's the first real boyfriend I've had. I've held off on dating because I felt I wasn't prepared for the emotions that came with it and I may still not be. He was with his ex for 2 years, and every time he talks about her, I think about it later and cry. Is that normal?
Part of dating is accepting your ex's history. If you can't learn to do that and to accept that he's with you now, you're going to have trouble.
What if you broke up, and you were with a guy who couldn't deal with the fact that you had an ex. Neuro is right, you've got to accept that he used to be with someone else. He's with you now, and he wouldn't be with you if he didn't like you.
If he talks about his ex then he thinks about his ex which means he misses his ex which means one day he may leave you and get back with his ex which means that you are totally justified in crying about his ex when he constantly mentions his ex. Or you could just accept he once was with another girl, they shagged and now he is with you instead.
One thing I've learned is you don't bring up the ex in a new relationship. Just tell him you'd appreciate it if he stopped talking about his ex around you.
He shouldn't be talking about his ex. That's his past and he should leave it there. So clearly he still has feelings for his ex.
If it makes you cry then you need to talk to him. Relationships are all about trust, honesty and communication. Tell him how it makes you feel.