I walk into my Math lab at College and see a woman siting alone. I go to the table, sit down, we smile and nod, and I get working on my math. There is some brief eye contact and a bit of chit chat about what each is working on. Generally not a social setting but more of a go in to get help with your work. After like an hour, she starts packing up to leave, and I ask if I can walk with her. She says yeah sure. So we walk along a path and go into one of the buildings and she says, well I have to go. I say - "Can I give you my number"? In retrospect, I didn't really determine if there was a connection or ask to hangout or hey maybe coffee or whatever. I just did the # question as the core of it. Her response was - "Um, I don't really think I need it, honestly". That was it. Left it there. A variety of thoughts come up. Sometimes people are just not interested. Also, I think I botched this approach big time in reality.