How do I ask my former boss out on a date?

Anonymous
I have a big crush on him and quit that job so I can ask him out because our workplace prohibits dating your direct supervisor. I’m single. He is not married, and former coworkers said he doesn’t have a girlfriend (I still want to get a confirmation directly from him though). He has no idea I like him romantically. The only relationship we had were boss-subordinate (we aren’t friends outside of work). The only form of communication we have is via text. I’m thinking about sending him a text saying “Are you seeing anyone?” if he says no then ask him out. But should we text back and forth a little before I drop that question? How should I begin this text conversation? I have no idea what to say first...
How do I ask my former boss out on a date?
6
0
Add Opinion