How do I start a conversation with another Guy?

[JDubs]

So, to start off with, I am BI, but I want to have a straight friendship with this guy. Nobody actually knows I'm BI, but that doesn't matter b/c I want to be able to have strait friendships. My problem is that I have a pretty feminine personality, and so I honesty don't know how to start a legit conversation with another guy without sounding... Weird/gay.

I know him from wrestling since last year, and we've never been "friends", just teammates. This year however, we've been talking more, and being partners during practice. I'm EXTREMELY shy, but in an attempt to "come out of my shell", I've been trying to talk to him via Facebook Messenger. Occasionally, i'll ask him a wrestling related question or something, but we never have a real conversion, and I want to be able to have a full conversion that isn't necessarily wrestling related, and eventually evolve into a friendship.
So, what I need help with, is..... How do I start a natural conversation with him, without starting with the common Hi/Hey? (b/can I've already tried that a few times and gotten no response). I kinda want it to be a Facebook chat conversion, because we already talk a little bit in person, but i don't have enough time to say anything important.
Also, if I were to ask him to hang out, what do guys usually do? (googling this didn't help much. Lol)
Sorry for the long essay :p but please help! I don't want to be a dude with only girl friends.

[dontfiguremeout]

Well to be honest with you, a lot of friendships start out with a simple hey. Just say that, and then he'll say it back, then just start talking. Ask him questions like to him. More of getting to know him first! Don't wanna ask personal questions right off the back. And he'll do the same after he says his answers. And if you start it on fb, then you have enough time to think about your questions, but if you do it in person which would become a more personal relationship further up the road (my opinions and from experiences with friends) you just need to relaxed and be natural. Just start a convo. And far as things to do with him, do outdoor stuff! Go on bike rides, play football or pass the ball, go to the nearest park and mess around there. Doing that will make the relationship closer, then if you were just to be talking on fb the whole time, which later down in the future can hurt the relationship (again had real experiences). And when your read do tell him your bi, but you want a friendship with him because you want guy friends and can be bi.

[Dimentio]

I only have girl friends and find it hard to make guy friends to but honestly, Just say "Hi how are you? :D" Or say something that you know will catch his attention, And in person do anything you can to start a conversation :) There is no you cannot do right away until you keep trying for a while, Good luck!

[Pierce]

I usually meet people with my humor. It's hard to start a conversation with a simple "hello" in my opinion. I think you should start a simple wrestling conversation with him as you normally do, but this time try to get it to evolve into more. I don't believe making friends should really be done through social media. It's best to make friends through real life. If you have any questions or want to talk about this more just send me a message man. Best of Luck!

[JDubs]

Thanks everybody! I guess a good simple "hi" can really work. I've been talking to him more now, both in person and on facebook!