It sounds like his perfectionism is disrupting his quality of life, and possibly his OCD symptoms too. OCD can be tricky in that often there are unseen components, such as mental rituals (counting, "magic" words, etc.) that they do to manage the anxiety and intrusive thoughts they can't get rid of. Since he has perfectionistic qualilties, these are likely things he wouldn't be telling you that he does or are bothering him.
I'd check in with him to check for any unseen symptoms and make sure there isn't more going on in his head than you can naturally observe. Therapy is pretty effective for some of this stuff if you're so inclined.
He sounds like a great kid. Good luck.
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Tobias: You know, Lindsay, as a therapist, I have advised a number of couples to explore an open relationship where the couple remains emotionally committed, but free to explore extra-marital encounters.
Lindsay: Well, did it work for those people?
Tobias: No, it never does. I mean, these people somehow delude themselves into thinking it might, but...but it might work for us.
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