I think you will feel better after sending the email. I've sent my T many embarrassing emails and am relieved when I know she's read the "worst" and is prepared for me to discuss it in my session. You're going to be embarrassed anyway, so the way I look at it, it's easier to get the telling started in the email so I can overcome some of the initial embarrassment. Our Ts are used to hearing our feelings about them. I usually don't like when I think that I'm my T's job, but it's also reassuring to know that she does this all day long and it IS her job to help us accept our embarrassing issues.