You're not.
It sounds like your T is trying to be the little voice in your head that's helpful, and maybe you're somewhat lacking in that? He wouldn't be evaluating you, he'd be investigating and exploring! Sorta like a little Sherlock Holmes in your head "Hmmm Watson, why has the stress level not gone down?" "Why, I don't know Holmes! Is it because she doesn't have her backpack?" "No, it's rather elementary my dear Watson. It is because she feels like everyone is watching her, notice that she is still doing X?"
You're Watson. Your T is Holmes. They work together! The goal is to get you to be Holmes and your T to be Watson, but right now he might help take the lead to help teach you how to do it yourself.
You worry about people judging you and evaluating you all the time (I so get that). Do you smile or make eyecontact with strangers often? That might be a goal to work towards. I find that when I smile at someone, well, they're way more likely to judge me in a positive light, because a lot of people sorta ignore everyone around them and they usually look so sad or grumpy! So I smile to make them smile. Then they just notice that I've smiiled at them and might forget about anything else. And then I'm helping make someone's day nicer and I feel less stressed out, so everyone wins! And then I'm acknowledging their presence (and my own) instead of trying to ignore them and hide.
I'll be trying to trust my T - I'm usually pretty good at pretending to trust someone (if that makes any sense?!) because I can usually SAY the things that someone should say to show trust... I just don't actually trust them.