I think I would leave out the nut up part!!

I think your best bet is to just go ahead and approach her and tell her you are interested. What's the worse that can happen?
She rejects you? Yeah, and then what? You end up moving on with your life. So, even if it turns out bad, it's not going to be the end of the world. JMO

I thought that was the best part of the whole phrase.

Yeah true, don't want to come on too strong though...

I find that tranquilizer guns or tazers work out best for me.....just kiddin!

To my experience, shy people are simply shy and outgoing ones are not shy. If you are used to easily making direct eye contact and can smile without having to think about it, then there is no problem. However, if as an adult you are trying to be something you are not, gotta say, that it is gonna be tough and will require real concentration. Therein lies the catch. If your behavior comes across as being forced......I doubt she will buy into it.

Anyway, good luck brother.

Well I went back this morning, and she was nowhere to be found. Talked with a guy who had been there yesterday, asked him about her, and he told me that he didn't think she came that often. Now I'm kicking myself for not approaching her when I first had the chance. I should have just went for it, now I don't know if I'll ever see her again. I may go back again, but not expecting much.

Hang in there. The best way to do it if you see her again, is just say "Hello". When you are nervous, that's the hard part.

JMO that at the track is not the best place to meet someone...especially while they are running. and even more so if they have headphones in...that alone says i don't want to be bothered. Now if they are jogging trails and don't have any headphones in...or only have one headphone it shows that they are up for small talk. Your best bet...keep going to the track....most runners frequent the same places...but don't try to talk to her until after she's finished with her run....

Yeah, afraid I might miss her though then somehow, but yeah it makes sense. I think I might stay around longer next time too.

Let me tell you, I am shy as hell also, and kick myself for not going after it when I had the chance. I feel your pain, but do not be discouraged. Things will get easier as time goes on(so I am told). It is great that you asked for advice, because I never would have done that. It just goes to show that you are not as shy as you think. I know it is alot easier trying to post and ask for advice, but it is still putting yourself out there, which is what us shy people have a hard time doing. Congrats and I wish you all the luck!

omg the things i can and cannot say here too

Well...say it. Don't keep him in suspense.

honestly I have no idea because I've never been shy .. but I would think you have to start with a good self-esteem and confidence. So start to LIKE YOURSELF

Yeah, perhaps that is part of my problem. Like sometimes I look in the mirror, and I don't neccessarily like what I see staring back at me.

Stop thinking about what you're hoping for. No expectation's!!!!!!!!! Just Say Hi! Remember???????

Yeah I know, I always have struggled with that quick attachment sort of thing though.

oh hi

im nice

and pretty

and smart

whats your problem again

Kleisto-
Why dont you bring a girl friend with you and have her go find out what the deal is with this girl?
OR just compliment her shoes or something and flash her a nice smile. How she responds to that will give you an idea of if she is remotley interested.
Who knows- she might be shy too...

Why make such a to do out of saying hello to anyone?

be yourself - a friendly hello goes a long way