Also, I hate beating around the bush but I haven't said anything because I am not very confident in my appearance and I feel like you have to look your best when doing something like that. Tips on how to look a little nicer/more open?
Thank you in advance.
Most Helpful Guy
Let me put this to you simply. You are not making any progress because you haven't taken any action in 3 YEARS!.!.! Your therapist is basically trying to get you to avoid the confrontation. He's obviously not pursuing you if it's been 3 years... That said, a shy guy might jump at an opportunity that he was previously oblivious to if you take action. Don't question yourself, just ask if he's like to go on a date sometime. Make a suggestion to do something together on the weekend or whatever.