Have you ever had juvenile feelings reoccur?

I know that the last time I've had such feelings was when I was 26 years old. She made me prove my worth to her quite early, which rather pulled me away from her. But now that I'm not in college anymore and have a job, there's a woman at work who I met once or twice now, she talks quite friendly to me and I liked her for a while already. Though now that I sorta got closer to her and she said "I'll see you tomorrow" waving me goodbye with a smile, I thought "maybe I should consider pursuing her". Now I do know well that you should never pursue co-workers, although I've seen such cases already. It's just that my now ex-crush had decided to go for another guy because almost everyone I told her of said that I just should have at least asked her out. Now that things progressed and I finally moved on, I feel free enough to feel these subtle feelings. I do not think much about my worth towards her like I did with my ex-crush, and I'm sorta happy about that.

I somehow want to just dare and give vibes like those she gives. Should I dare and hope for a date?