2 girls, 1 job

I have no idea who to talk to about this so I'll ask the world. Is it weird to ask out someone you know from your work life?

How do I go about it without seeming like a creep? I have 2 lovely ladies in my life I am interested in but I happen know them from work..

I have a pretty sweet job. I'm what you would call "respected".. most people think highly of what I do as a profession and I have proven myself time and time again to my coworkers as well.

There's this girl who works at a different company but we do joint projects together. We often text about work issues well outside of business hours and joke around with each other a lot. We work well together and have accomplished a lot via our work. I don't want to jeopardize our work relationship but I also don't want to miss out on a real connection.

The other day I saw the profile of a girl who I also know from work on the H app and our profiles seem like we are already a match for each other.. I know we have a lot of the same interests because she literally volunteers her time to do what I get paid to do.

First girl has a young child whom I've met and a fulfilling job. Second is more of a feminist type, thinks of her job as corporate slavery, and wants to live on a commune one day and be self sufficient. I have no preference. I too am a homesteader at heart but also appreciate being with someone who loves what they do, especially if they are making a difference in the world. They are both beautiful and pleasant and sweet and genuinely seem to like me... i think.

I want a family of my own one day. I'm at a loss. It's scary to think about taking over as a father figure for girl 1's child, but in the end, girl 2 may not even want kids.

Thoughts?

Posted May 1, 2026, 3:47 AM UTC

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