Definitely talk to your T about it. I'm sure you'll probably feel awkward about it, but T's are used to discussing those topics. Sex can bring about all kinds of feelings--good and bad, and it helps to discuss them. You can just start out by saying you feel weird/awkward talking about this but want to.

Also, if you're feeling bad about it, maybe reconsider seeing the other guy on Friday? Or else hold off on having sex with him? Since it sounds like you just assume you will. To clarify, this is not me judging you--this is me just trying to make sure that seeing another guy Friday is what you want. And isn't just going to make you feel worse.

When do you see your T? Just wondering if it's before the weekend.