I've known this girl at work since September when she got into the relationship, she's ended it off with him and tells me all about it, and as a guy I'm clueless on how to approach the situation. Problem is I'm very jokey around her, I propose dates with a smile hinting it's just a laugh and she goes along with it, we talk about her relationship a lot as she's very open to me about it, but I'm worried I could of landed myself into the friendzone :( Submitted August 17, 2019 at 11:55PM I've known this girl at work since September when she got into the relationship, she's ended it off with him and tells me all about it, and as a guy I'm clueless on how to approach the situation. Problem is I'm very jokey around her, I propose dates with a smile hinting it's just a laugh and she goes along with it, we talk about her relationship a lot as she's very open to me about it, but I'm worried I could of landed myself into the friendzo...