So to make a long story short I approached this girl at work one year ago and I went pretty damn direct. She was flattered but was dating somebody. Every once in a while i sneak up to where she is at to talk / flirt with her over the past year. Recently she told me that her BF cheated on her with someone in the same department.

While cheating sucks I have to take this an opportunity to ask her out again. How long do you think I should wait until I ask her out ? Also how should I ask her out? I already went super direct the first time. She just got out of a 2 year relationship and I am looking for something long term rather than a one night stand. Thanks for the advice!

You can't decide if a girl is long term material until after you take her out and experience some kind of intimacy with her. Ask her out to drinks or dinner or whatever reason. She'll know that it is a date as long as its the two of you.

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Picture this: She's feeling lonely from the breakup, she's walking home and some guy approaches her and charms her pants off. They end up in an LTR. So to answer your question of how long should you wait, strike while the iron's hot.

Irrelevant when and who.
Relevant that you do.

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Get her out for a drink. See if she's as great as you think.

What worries me is the fact that you seem to be no better off now than you were a year ago.

What other girls are there on your plate? And why would you be so concerned about a girl who already turned you down a year ago?

But to answer your question, assuming that you still work with her. simply invite her to grab something to eat/drink right after work. Resist the urge to be her shoulder to cry on and listen to how awful her boyfriend is for cheating. Escalate. The usual fundamentals.

Personally I'd refrain from eating where I shit, but if that's your thing, go ahead.

I have mixed emotions about even messing with girls at work. One the one side, many, and I mean A LOT of people I know have gotten married after meeting at work. On the flip, if things dont work out, you now have an awkward situation for the remainder of your employment. Unfortunately, most of us cant see past the sex. But if you bang her and she stanks, you have a problem. Just have an exit plan. Sounds like her telling you her bf cheated on her is an invitation to you asking her out so she can tell you what happened. Do it.

This. Dont be a cuddle bitch. If she doesnt show physical interest, like, real physical interest, back away. Remember, girls tend to love guys who cheat on them. Its a challenge to them. She could still be in love with him. She could also be looking for payback. So much going on here, you have to read her and go from there.

Maybe you want to ask yourself, "What makes me want to ask other guys for permission to ask her out?"

Do you need anyone else's permission?

What would happen if you trusted yourself more and your gut feeling, and did what you felt was right?

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