Nothing wrong with weakness.So asking her to get together for the third time wouldn't be weak? I see that option as weaker tbh
What is wrong, in my opinion, is that you're more concerned and inquisitive about fvucking around with some chick at work, rather than making money.
In my opinion you should be investing your time and effort toward making money. Outworking your colleagues. Allying and learning from the top performers. Being engrossed in your goals and exceeding expectations.
Work on getting your colleagues to detest you. Thier hating on you is a GOOD thing. They should feel threatened and envious of you because that means you're outworking and outpeforming them.
At work you should avoid socializing and gaming women. Interact with them on a strictly professional level. Be a man on a mission. Arrive early, stay late, say please and thank you but be all business and distance yourself from your colleagues, especially the women.
Focus on making money and the women will come.