Do I Confess Again? Update

Not that anyone is following lol. I posted a little while back about my experience confessing to my crush 2-3 years ago, getting rejected, becoming friends, and then realizing things were still kinda weird between us. We've only hung out in group settings before, as I'm closer to his roommates than to him. Since my last post, things have been mostly back to normal (as normal as it gets for us), except that we're more comfortable addressing each other and asking each other questions (still in group settings). I thought that since he's graduating in a few months, I might as well bite the bullet and ask him to hang out just the two of us. He said yes! He seemed pretty excited (as much as one can over text), despite being busy and having exams. My question is how can I vibe check how he feels about me or hint about my own feelings? Should I even bring it up? I thought this could be a good time because we're about to go on spring break and I could have *recovery time* lol. Also ideas of what I could do for this ambiguously friendly hangout haha...