How would you feel if a friend kissed you?

Don't let the movies fool you into thinking it's something that always comes with sparks and fire. No, if it's the wrong person, and it's not welcome, it may really come out badly and you could mess up the progress you might have made toward him warming up to a relationship with you. Unless he shows clear signs of being open to you approaching him that way, please don't.

I'm a reserved person and that could really ***** with my mind if someone did that to me

I met him for dinner last night. It was really nice. I know that I really like him, but I'm not sure how he feels about me still.

I think that, rather than kiss him, I am going to write him a letter expressing my feelings for him and asking him if he would like to have a romantic relationship with me. I will emphasize in the letter that if he doesn't feel the same, I will understand, and that I still want to be friends.

I'm not sure if I should give the letter to him, or mail it. I think a letter is a good idea, however, because it will give him time to reflect on what I tell him and he won't feel pressured to respond the same way. Also, if something does come of this, it will be a very romantic documentation of our relationship for the future.

Very good idea, tbh. I think this is really much better than just being forward and kissing him. As you stated he's reserved and shy so it may very well be the best way to get the message to him!

Good luck with this! I hope it goes well. I think it sounds like there is probably some interest there...