Can we be more that just great friends?

[Luke100]

There is a guy in my school who i really like and admire deeply although we have never had a strong friendship bond nor have had a long conversation between each other. I'm gay and he's a complete straight guy and were both in year 9 and we have two classes that were in this year.
I don't know how to start but i guess you'll get to understand my feelings of sorrow and pain throughout.
I really like him and I've got no other words to explain it but "loving someone who doesn't know you, hurts so much to even think of him". In school we barely have anything connected nor have even had a long talk. Once in Art class he complimented my work but i'm not sure how that would had meant and at some point he had borrowed my stuffs, but that's all there is. During at recess and lunch we just get to look at each other, him not knowing that i die to have a talk to him. To be honest i don't know how to approach him nor how to start a talk and make it long. Usually i wait for the person to approach me but then that'll lead me to a broken hope.
Right now i don't think he have any similar interest and hobbies aside that were both in the same classes. He plays in x-box and he's with his groups of friends which makes it even harder for me to approach him and he talks about things that I don't usually talk about. On the other side, i'm the kind of person whom is sensitive and shy, easily get nervous (especially when i talk to him) and i don't have nor had played x-box.
All i want is for us to be friends at first and to have a bond of like friendship. I barely have any friends (true friends) although people in my school respect me and are nice to me (most of his friends are those kind of people who are nice to me but we don't really talk much). My friends had helped me to approach him but none of any moments i tried to approach him because of my nervousness and shyness always takes the better of me leading me not to approach him. Beside if i do approach him i got nothing to talk about with him, i don't know what to ask nor what to talk about that'll make him interested. I kinda have acted "girly" well he probably know i'm gay cause the way i talked and the way i sometimes acted toward people, but i'm no slut or any kind of gay people who dies for love, my personality still explains me even though i'm gay.
Now lets cut to the chase..
- I need help to approach him successfully and to make him interested in out talk
- i need help of what kind of things i should talk with him about
- i need help to get over my shyness and nervousness (please provide suggestions how to help me with this one)
- I need help of when and where to approach him (right moment to approach him)
- i need help of clarification of that would he like me or not (~simple question~ would he like me or not based on what you have read)
- what should i do in the conversation? (should i compliments and .... please provide keys examples)
- How can he like me and be interested in me?
- Back to the question, Is there a chance we will be great friends? (unlikely or likely or 50/50)
P.S please help me with these question, you don't know how this means so much to me when you answer it. It would be appreciated if you would go into any detailed answers nevertheless any answers would be great. I only hope for help, so please have compassion

[KILLERFACE]

I know what you mean... I've also felt like if I don't even try I am going to regret it. As an avie I can tell you that it might be scary to confess but try to prepare mentally. Where are you going to tell him? When are you going to tell him What are you going to say? and also be prepared for his answer no matter what answer it is. You could hear "I just see you as a friend", "Let me think about it" or "Yes!" cause those are usually the answers. However, no matter what the answer is, something like confessing is like bungee jumping for avoidants so even if you are scared if you confess please feel proud of yourself for achieving something like that. Think about like trying to get the "what could have happened if I had..." feeling out of the way. Practice your response to his response... because I know it is horrible to be nervous and on top of that having to improvise. If you kind of have the idea of what to say it will be way easier.

Now, as a boy... I would say that if you confess, try to look as confident as possible (use the avoidant adrenaline to pretend that you are super confident, that's what I do~). I had this one girl approaching me in a very weird way saying stuff like "I'm not good at this stuff", "I'm not good with people", "I've never had a male friend before", "I.. what I am trying to say... ahm... I...", "I am... I mean you are ahm..." and she would like say all sorts of awkward things, speak without any confidence, move awkwardly, she started stuttering and she was getting more and more nervous... He was taking things to the extreeeeeme. So I felt very awkward because I felt all his nervousness on my shoulders. he tried so hard it made it look creepy.

Other tips would be like... Call his name, look in the eyes when asking him, like I said... be confident and whatever his answer is take it cool. It is my personal opinion but the cooler you take it, the better. If he says yes there is no pressure and if he says no or any other variant there would be less damage if any at all.

[Luke100]

but i don't want to directly say to him that i'd want to be his friend. The first thing i want is a long conversation between him and me and the problem is i don't know how to start nor make the talk long. i want to make things flow through just like "normal", i don't want things to be hurried for now. Plus if i do go up to him and say "can i be your friend? or am i your friend?" he might think that i'm too obsessed to befriend with him which may be a little weird for him.:what: