Tricky situation, phone call advice needed

[Anonymous]

Hi guys, I'm Rilley (friends call me momo) and I have run into a tricky situation regarding a girl. Okay, so I'll start with the beginning, this girl is the sister of one of my best friends/colleagues, I have talked to her a few times, and we hit it off (or that is what I think), but we were always interrupted by something or someone so I didn't got to ask her out.

Anyway I thought to myself that it would be better to check with her brother (my friend) if he is okay with me asking his sister out. He was straightforward and told me that she is single, and if I like her that much I should definitely go for it. Oh and he asked me if I want his sister's phone number.
Now, I won't be able to see my friend or his sister for some time because I am changing my workplace and the schedule is slightly different so calling her is the last resort.
She is a very down to earth girl, a little shy, but nothing out of the ordinary.

So I thought that I should call her, but wouldn't that seem too weird, getting a call from a friend of your brother, asking you out.
I never called/texted a girl who personally didn't gave me her contacts to ask her out.
I am imagining how the conversation will be going: "Hi Jen, I'm Rilley, your brother's friend, he gave me your number....."

Should I be direct, and tell her that I'm an idiot because I didn't asked her out when I last saw her, and if she wants to grab a bite next week. Do I need to justify my call or is it inferred that I really like her

I am totally in the blank, I don't know why, with my ex girlfriend I just walked up to her, started a conversation and a couple of months later we were still together but that is water under the bridge.
Thank you!

 

[Inferno]

Hey Riley,I belive I can understand what you're saying.

From what I've read on this site I belive it would be weird.

Put yourself in her shoes

If a guy was talking to you in your workplace, but never made a move what would he be?
He would be non dominant, not a genuien leader-a molder of concensus, but a seeker of consensus-waiting for the right time.

Its a very tempting situation, and i know the feeling of wanting a work /school romance.

The fact that your hours changed was a sign

That it's time to move on, and start finding your dream girl

Sincerly- Inferno

 

[diegoC]

To be honest I would try something with her. What do you have to lose? Absolutely nothing.

What I would do is be completely direct and made an excuse for not asking her out before. My first advice would be to do this on person if you really can. If it's impossible to do that, well, you'll have to call her then.

In person (ideally) or on the phone, the idea is the same.

I would tell her something like: "I've got to be honest 'Andrea', I would love to get together sometime. I find you very attractive an interesting but when I knew her I couldn't date you"

Attractive and interesting is a way of saying I like your looks and your personality. And "I couldn't date you' is your reason why you didn't ask her out. If she asks just say you were seeing someone.

Cheers!

 

[Anonymous]

Thank you both.
@ Diego. You are right, I have nothing to lose and I am going for it, this girl just seems right, I never felt about any girl like that.
Even if she rejects me, it is better to try and fail than never try at all, and ask myself, what if...?
Anyway we are all here to reduce the fail factor as much as we can, so again guys, a big thanks to all of you.

 

[diegoC]

Even if she rejects me, it is better to try and fail than never try at all, and ask myself, what if...?

Exactly. Your case is different than other guys that ask for this advice. They usually have been chasing the girl pretty hard. The advice is always move on. You have not chase her, you just didn't have the balls to ask her out so you have nothing to lose if you try what I told you. Just be honest (without saying you love her, just something like I told you) and have an excuse why you didn't do it.

With any women you might be rejected because you acted on the wrong moment. Never wait. Girls have plenty of options. Waiting only hurts your chances.

If she rejects you, see the bright side: From now on I have to move faster or I can miss other oportunities.

Cheers!