I was trying so hard to be cool

You are being cool minus the being cool part and demanding the being treated cool part

But seriously missing the entire idea of being cool

If it's just a oversight or blind spot that

You are only ever giving them half or not even half of the bare requirements at being cool

So have that so many times

Then throw a fit and leave them stranded

Then magically appear out of thin air expecting they got what they wanted done that they asked for help to begin with because it's difficult to do alone

Huh

Now the girls you tried to have him around are either 32+ years old in 13 year old bodies living that life or 32 with grandkids