Can't picture us together

I'm gonna ask a girl out, I wish I didn't constantly think about her but I do and will until I say something to her, and I need to do it soon, within the next 2 months. It's been a while since we spoke and she ticks so many boxes for me, but she hangs around with different people and I can't see us together. I can be confident and I intend to be, but in my mind I'm just not the kind of special guy, I can make her laugh and that but I'm not that tall or attractive, just honesty. But I'm gonna do it anyway, no matter what the answer. Say if I was an outsider looking at us, I just couldn't see it, I just hope she doesn't feel that way. Is this a kind of common thing?
I don't know if I'm strange in thinking this, like I have to come across as the real me to impress in a short stage of time instead of a shy one. Thank you.

Speak to her a bit, maybe ask her out after a few more conversations and see what happens. Don't undermine your own confidence, even if you think it may be justified it's not going to do you any favours.

As for how you feel about not seeming to fit right together.. I dunno. Interesting, that.

Will aim to do just that but I have to hope I see her around more this year, if not its just gonna have to be one conversation and then straight in. I suppose I'll have to reintroduce myself after all this time as I don't really have a reason to speak to her from her perspective.

As for that it's just I suppose she's been with different people in the past, but from what I hear and experience speaking to her in the past we have quite a bit in common. She hangs around with confident people so confidence is the way to go. Will just be interesting to see if she wants a relationship, but I owe myself that feeling of elation if she says yeah

Not easy I know, especially if you have nowhere where you regularly bump into her and she is alone.

you may be overthinking things, you may not be.

Steady on there speedy Gonzalez!

Aye, vast majority of us have felt that way about some girl or other in our lives, but it's usually just a phase

Maybe the real you is a bit shy right now, and maybe that's ok?

Sometimes the best relationships happen when you least expect it, don't think too much of it, if she ticks your boxes ask her out.

We've all been there. You know you're overthinking, and also probably putting her on a pedestal, so think less, breathe more, take your time, put the onus more on her e.g. to convince you you're right about her ('qualifying', etc. Attitude of mind is key

That's the spirit, too many guys get caught up and remain in an exhausting/somewhat depressive state of limbo-bimbo a la approach anxiety/fear of rejection. Better just to get it over with either way!

You know you don't have to ask, as such, right?

Why hide our emotions either way? What's the worst that could happen? Once we have good self-worth and are feeling ok within ourselves we're unperturbed by the flash judgements of others

Great, although I'd just say that unless you're full of confidence, they are too, both mature, and there's clearly chemistry, I would err on the side of caution regarding talking about "going out" i.e. "Let's grab a coffee some time" + "Let me get your numer / Ok, what's your number"

Could say I have some experience in this area, aye (related thread)

Congruence is key. Always be authentic. I'd aim to start reasonably high energy (smiles, clear voice, tonality that communicates positive vibes) and then quickly dial it down to match hers, ftw

dude you only live once! whats the worst that could happen- she says no! so what! people get rejected everyday and everyone experiences it at some time of another so don't worry about it! just go for it, stop thinking about it so much and hope for the best1 and if she says no well fine, it will stop you thinking about her all the time and you can move on and find a girl more worthy who you might actually be able to go out with- but for now just go for it! stop overthinking it just do it !!!!

Once I get off on the right foot and give off positive vibes like you say it'll be absolutely fine from there

At your service, TSR

Glad to hear it. All power to you

So.. go over to her and ask "you got a minute?" (cool as a cucumber)

Well if you win her over then there's nothing to worry about!
You can make her laugh which is a good thing! So that's a good start!
Just get to know her a lot and maybe start to get a bit flirty with her!
Then when you feel ready, ask her out!
Don't hesitate, just do it!

Good luck! Hope it goes well for you!