Thank you everyone for you support and comments.
I was not trying to offend anyone with me original post and I apologize if I did offend anyone. On that note everyone seemed to have given great answers and suggestions. And I know that I should just have the confidence to do it. Just the thing is I am not a very confident guy at all. I am 26 never been in a relationship longer than a couple of weeks or so. I am not very outgoing or social when it comes to friends or family. I am actually having a hard time writing this.
I do not want to shave my head for the wrong reasons either. I am wondering if I want to do it because of what society portrays as sexy or what looks good. Or if i actually want to do it for myself. I cant quite figure that out yet. Because I love having hair just my hair i hate . its dull all it does is lay flat. I pretty much have a comb over all the hair in the back is combed up front and it is horrendous. But on another note I have shaved my head once when I was in the military and I never really got to many comments about it because we were all bald so it wasn't like it was strange or anything.
But i will dwell on it some more and I will let everyone know the status.
FYI still couldn't figure out how to upload pics lol. went to photobucket but cant figure out how to post them.
Firstly G'day mate, welcome to the forums. You and I have a lot in common my friend. Reading your story reminded me of myself. I shaved bald when I was 25. Up until that point I'd never been in a relationship at all, so you're 1 up on me there. Since going sly, I've had my first relationship, that lasted a probably about a month or so. But the girl didn't really seem ready for a relationship and it felt like I was having to put in all the effort to make it work, so I just left it be. Before when I had hair, I would never even thought of talking to this girl... let alone dating her... whenever I saw an attractive girl I'd think, yeah but why would she go for me, I look like an over weight middle aged balding man... at the age of 25... Since then I've put a lot of effort into the way I look and feel by going to the gym 5 days a week, and going sly. and honestly mate. Life couldn't look much better at the moment. Sure I don't have a girlfriend at the moment, and while I'd like one, I just haven't found the right one, but she'll come eventually.
On the confidence thing, I suffer a bit with this now still... that's something I rarely admit to anyone, because to me that will break the image a lot of people have of me haha. But let me tell you, going sly helped me greatly with my confidence levels, and I enjoy looking at the guy looking back at me in the mirror, and wont shy away from cameras or anything like that, and I think that going sly might help you with that kind of thing as well. But if you don't want to go sly, the buzz cut idea is a great one, and there are still some guys around here that are just happy to sport a buzz cut, and haven't felt the urge to go any further. It's all about what works best for you mate, and we'll help you to that end point as best we can!

Also as people have already said, kudos to you mate for taking step in the right direction, admitting this topic is hard for you is the first step to getting the answers you are after!
I'm just curious, you said you don't want to shave for the wrong reasons. What could you possibly think are the wrong reasons for going sly? I can only see there being the right reasons for wanting to go sly...
You want to feel more confident about yourself,
You want to look good for yourself.
You want to stop stressing about the way you look all the time,
You want to feel good about yourself,
You want to look good to attract a partner,
Those are just some of the reasons I can think of for why I went sly. I don't see anything wrong with them?
You said you shaved your head when you were in the Military, how did you like the look then? Did you like it? Did you NOT like it?
About the posting of images thing, copy the link to the photo into the forums, highlight the link then click the little button above that looks like a little square with a white border. alternatively you can type {img}photo link{/img} replace the {} with [] and it should display the picture. To check and see if it works just hit the preview button.
Finally, I'd like to comment on something that the wise FG said. I agree you probably aren't ready to go completely sly yet, although as we've seen recently, people can turn that around really quickly! But for now, I'd try maybe buzzing it down progressively shorter, that way you can slowly become accustomed to the sly look, until you are finally ready to take that last step, it could take you months, days, hours, or even minutes to go through those steps, it all depends on how YOU feel about it all.
Good luck mate and if you need any more help with the links or anything else I'll do my best to help, either leave a comment below, or feel free to Private Message me

PS, sorry for the huge post, some people might agree that once I get going I find it hard to stop haha!