I email my T every night . It was actually her idea because I can't afford to see her more often... she says it's a good way for us to stay connected in between sessions. I still feel bad doing it though... and wonder how long until she gets sick of it (and will she tell me? will it be awkward? will *I* ever get sick of it? Doubtful... but should I?).

As for sharing things with your T... like a song or a video to sum up how you're feeling, I think that could be a great idea. As long as you're not always relying on things like that to "talk for you" if that makes sense. But I think emailing your T with something like that should be fine... maybe preface it with "I found this short video that really reflects how I'm feeling right now. If you have a few minutes, maybe you could take a look at it."

All T's are different in how they deal with emails. Some (like mine) generally don't respond unless you specifically ask an urgent question, but they don't seem to mind how often you email (assuming it's not like... 20x a day). Others may have stricter boundaries and preferences to how often you email. From your T's last response though, about being glad you're being open and honest about your feelings, it sounds like she's a fan of you reaching out in this way.