I ask myself the same question, because I feel like I'm in a similar situation. What I've learned being a shy person is that if it's someone that you really like and you are terrified of rejection it is better to know how he feels about you rather than driving yourself into insanity being left in the dark. I would absolutely begin with small talk, a simple hi, smile and soon you'll be able to have deeper conversations. Making a small joke often helps to break the tension then he can realize that you are totally normal and he has nothing to be shy about.like anything like if you are walking to your cars in the same parking and simply saying I always forget where I park, I'm sure he'd smirk, and realize that you are a just an adoring dork and he can relax around you I wish you the best of luck! :)
1st option I would say one of you has to grab all their courage together and start speaking to each other.
2nd option Start with small talk: "Hello, how are you ? Oh yeah I also feel great I'm off to class or whatever I will talk to you later"
By using small talk it will get less awkward starting a conversation with the person every time you speak to him you can also of course just start out with a simple hello it will have the same result but starting small talk will have a better result.
BUT (yes an exception sorry :X) Don't stay "stuck" at small talk. Don't just keep it at small talk for 2 years. After a week OR you OR the other guy should have an easier time speaking to each other.
Well I'm kind of in that situation right now. Anyways If me an my guy are both shy I like to try to find some kind of activity or something to help us loosen up an get to know one another when we let are guards down.
Try small talk with him. It might end up getting both of you, out of your shells :) Or, you could start texting for a little bit, then gradually transition into phone calls and talking in person. Its worth a shot.
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