Again, we both discussed our interests and what we thought a good first date would be. Lol I didn't drop hints or play games. For example I didn't say let's play 20 questions and you guess where I like going and what my interests are. I flat out said I love UFC. I like watching the fights/sports at Buffalo Wild Wings while chomping down on chips and queso.
I said downtown offers a lot of entertainment. The local bands are excellent and my favorite is playing this Friday.
I told him I don't do well with escape rooms due to my anxiety but I'm pretty competitive at air hockey and classic arcade games.
I know he's a St Louis Cardnals fan and likes playing billiards. He likes hiking. He's big into country music. He hates pickles. We both love the same seafood restaurant.
Either of us could have planned a good date if we were actively listening.
Besides that I know what A MAN will do when he wants a woman. He will put the effort in. Like Duttoneer said he'll throw out the plan but is considerate enough to adjust if needed.
Not sure if you read my post as you seem to ignore it completely.
What you're saying here in your post might be true, and would indeed work if he was a woman...
You don't seem to understand men and that's where you go wrong.
You may have told him all kinds of things you enjoy in conversation/chat, and a woman could derive a great plan from that. A man, however, not so much.
You have to be concrete. He clearly asked a question: Where do you want to go?
Why can't you give him a clear, concrete answer?
If you feel it isn't rocket-science, it also isn't rocket-science to simply answer his question.
Be concrete, that's what a man needs, that how a man's brain works and can process things.
So give him 3 options, then tell him to pick which one it's going to be.
Concrete, don't try to make him into your girlfriend by expecting him to function the same way a woman would!!
You want a man, then treat him like a man, and he will treat you like a woman.
Isn't that what you want?
And he IS treating you like a woman as he is asking you what you want, which means he wants to please you.
Stop being difficult, be concrete and answer the question. Then a man can process it and do his "job" ----> make you happy!
It's as simple as that.