Sounds very Leo-like to me. What kind of answer is this? Why wouldn’t they?
I wish I knew what you were thinking” ...I replied, why would anyone want to know what anyone was thinking?
You seemed pretty unavailable to him, and he text you the sad 😞 because he was disappointed you weren’t there. Sounds like he’s gone to me... why would he stick around ? You have to give them some sort of encouragement. They just have their heart on their sleeves and want to know you inside and out. Doesn’t seem insecure to me.