How to proceed with shy guy?

Think of the scenario when you first got your first job and you weren't that social-able because you didn't know anyone at first.

It's the same concept with shy people. Say hi to him...asking about his weekend, school, etc.

Try to break the ice by having simple common conversation.

Follow-up with questions about the things he likes or has mentioned from the previous conversations

It may take a little while, he'll open up eventually. It's only natural.

I am also deal with being shy maybe he is giving you mixed signs you could ask him to go see a new movie with you that you really wanted to see and tell him that you would like to know him better in a way of spending time other than on messenger and work and depending on how the date is going (but I suggest you don't let him think it's a date date just in case) then you can think if you do like him really or would like to just stay friends

With shy people we just need to feel more comfortable with the person to break our shell so you might be the one doing most of the talking, at first. But once he gets comfortable if he sees that you are easy to talk to he might express himself

Also you could hang out with a small group of friends and ask him if he would like to join you guys something casual and normal to help him.

But it he said that about the girl in the gym you should casually ask him first what he plans to do..

But to be honest I think he does like you..

It seems he wont have the courage to tell you wanna go out. So if you have the courage just say i think your handsome and i like you. We should go out sometime. Hopefully all goes well. Good luck!

Lack of confidence is his problem. If you want him so bad ask him. I am a shy guy myself but socially shy in general it's worse with girls my age.

Just tell him all the times you find him awesome, and all the things you find awesome about him, and touch him nonsexually as much as you can, and hover near his mouth a lot.

let him lead

I wouldn't do anything suddenly, but it's better to take a chance than to live in regret. Do what makes you happy. :)

I'm honestly don't know what to do but all I could say is follow your heart; do what you feel is right

Hate to be the bearer of bad news but " he has told me that he is very shy around women he finds attractive and freezes up when he attempts to speak." Where does that put you in his 1-10 category of attractiveness given that you two talk all the time.

spend time with him

seek ways to get inside his personal space

keep making plans to go out with him ... to the movies, bowling, pubs, dinner, amusement parks...etc

if anyone of you is a foodie than thats a plus point...

nothings gonna cook up if you just sit at home and text...

plan a long drive if that's possible...

and do not over do it

bcz he might not like it if you just keep on calling him and making plans etc etc

this is BS

it all happens automatically if you both are into it ...