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I got all of these what ifs in my head thats not helping and all these doubts. It's starting to drive me nuts not doing it because I really want to I just literally can't get myself to do it. Anyone have some tips that might help?
I can't get myself to ask this girl out even though I really want to?
Anonymous
(25-29) 
What Girls & Guys Said
Opinion
2Opinion
It's a win-win situation. If you get rejected, it's a win because it's better to learn you're not her type sooner than later. If she accepts, obvious win. Win-win!
It doesn't make sense to see rejection as a fail/loss to fear. It's a win. Win-win-win! No matter what happens, the sun will rise the next morning. Life continues, and you can at least say you tried no matter what.
Try to do it in a way that's easy, light. If you can keep a girl smiling even when she rejects you, then it's especially not a big deal. But be confident, don't be like, "You don't have to if you don't want to." That's awkward and will tend to make both of you feel awkward; the last thing that will cause her to reject you with a smile.
Also your chance of her accepting goes up typically if you keep the offer light, easy, because she might even entertain it with the idea of, "Hell, why not," even if she wasn't that interested and then she might grow a lot more interested over the date.
Anyway, win-win. She might reject you, she might not, but either way it's a win. The only losing scenario is never trying or waiting too long that she ends up with another date and kicking yourself wondering what would happen if you had just asked her out.
It's also not a big deal what you're doing. Everyone does it all the time, everywhere. It's no big deal. You know, whatever, it's no big deal. Fuck it. Do it. Remember: no big deal, and treat it like it's no big deal. You're not proposing marriage to her. You're just casually asking to spend some time together, to hang out.
That last part is definitely something I'm worried about
Best way to overcome that worry is to act. It helps to just wing it. Try not to rehearse too much or get caught up in "what if" scenarios. The worst that could practically happen is not even bad.
My whole plan is really just to ask her as she's leaving and be like would she want to go out sometime
Sounds good and simple. No problem!
Have you tried flirting to see if she responds? That might put your mind at ease if she flirts back.
It's kind of hard to. We don't see each other much and it's usually when she's passing by to leave
Do you work together or where do you see her?
We were together but not for the same company. she's on the other part of the building. I mainly see her when she's leaving on the dock if I'm outside
We work*
Okay, what are these doubts you have? That she will reject you or what?
They're more like fears and doubts. Yea one is about rejection. Worried about if she does say yea and we go out it's going to be awkward silence. That'll bring on a panic attack because I get those pretty frequently. She has her life more together it seems like and I don't. A big doubt is she will stay with me if we end up liking each other because I have herpes. I got it the first time I had sex. Just bad luck
Aww well these are all fears but not ones you can say will happen. Instead of thinking so far ahead, take it one step at a time.
Talk to her and see how that goes. Then worry about the date. The worst thing that happens is she says no.
Been there, done that, buddy. Sucks but happens to us all.
Doesn’t mean I’ll live my life in fear of rejection because it happened before.
That's all true. Hopefully I just do it tomorrow if I see her
I hope you do too! Good luck, and remember that if you get cold feet, there is always the next day. Do it when confident. Wish the best.
I just want to do it before she has someone else if she doesn't already that is
I get it. I really hope you do and things go well. Let me know. Interested to hear.
You need to get closer to her first