Should I date my coworker?

This is going to be a long post, I need advice on what to do.

Okay so I 17F am very new at dating and all. A few months ago I came out as bisexual (to my small circle) originally I had been a lesbian but questioning from September-November. This one guy let’s call him Dan 18M from my work asked me to hangout. I thought he meant as friends but eventually when we hung out I realized it was a date. We did go on a few more but I never really wanted any physical contact. I did like hanging out but I wasn’t feeling a romantic connection so I ended it jan 1st.

While dating, it was slightly awkward. In person when we had shifts together, we weren’t like constantly talking. There would always be awkward silence like it seemed like we had to say something, im usually awesome at comfortable silences. Dan is a very sweet guy, it just felt too awkward to be weird and silly. We liked some of the same music like radiohead, the smiths etc. However we didn’t exactly click.

We were still friends, we went thrifting and out for coffee after that. I felt more myself, and at work Ive been way more chatty to everyone. I found myself really liking this one guy, ill call him Jack 18M. Jack is very silly and friendly, we usually joke and have made a handshake. Jack is also very artsy, and we just have more chemistry. I have a lot of my friends on snapchat, and i would occasionally text him about work.

Last week I told my work friend, Leah 16F that I kind of thought that I liked Jack. She freaked out and told me she definitely thinks that he likes me. But there is a big thing that conflicts with everything: Jack is one of Dan’s closest friends. Leah told me to just go for it, originally I was going to avoid conflict but she ended up talking to him when they were scheduled.

Apparently Jack liked me way before Dan, and thought that Leah and I were seeing each other (She once texted me drunk wanting me to come over). And I guess he does like me still, ever since then he has been texting me. It’s been interesting honestly, I feel more able to express myself and I think I do like him romantically. Currently were friends and I’m planning on just staying friends until I know for sure that I do like him. So it’s currently not romantic, were just kind of getting to know eachother.

However… yesterday I saw that Dan had blocked me on snapchat and instagram so I asked Leah. She was scheduled with Dan and asked if Jack had mentioned what was going on with me. And no he did not, so Leah told him everything and he is pretty pissed off. He’s really bothered because he thought after I broke things off,it was because I was gay, which I didn’t say that at all. I asked her what she thinks and she said it kind of was a bad thing to do.

I’m honestly kind of lost, Jack and I are currently just friends. Were all coworkers so its not like I seeked out his friend. I was told that its a problem between Dan and Jack to figure out, but I still feel bad. I’m also worried about if Dan is gonna start talking about me to everyone, any advice on what I should do??

Posted Feb 16, 2026, 8:25 PM UTC

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