Sorry, but you’ve been beaten in the awkwardness department. The best way to make a 1:1 awkward? Make it a 1:2!
At a previous place of employment, I was scheduled to have a 1:1 with the skip-level-manager to talk about my manager/productivity/resources issues. Guess who was also invited to the meeting? Yup, my manager! Then if things weren’t awkward enough, said skip-level-manager sat on the floor, lolled back against the sofa and proceeded to berate the two of us for 45 minutes (of the 25 minutes scheduled for the meeting) without letting us get a word in.