Try a museum, a concert of my personal fav?.. Hip hop karaoke. It’s cheap affordable and always a great night.

It’s best you speak to him about it. However, associates aren’t friends, so what’s the problem?

Have conversation outside of the sheets and let him know that it makes you very uncomfortable.

You need to start distancing yourself from him as you’re playing with fire. The only one here who is capable of getting burnt is you, not him. It’s good that you’re honest with your emotions, however you need to realise why it’s a bad idea if you keep communicating with him. If you truly want to solve this, you’ll delete his number (block) and move on.

It seems as though you’ve tried all the normal things possible. I have a feeling it could be vaginismus but I’d suggest you speak to your gp.