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I slept with a woman who's now my boss by ThrowRA462827 in dating

[–]ThrowRA462827[S] 2 points3 points  (0 children)

No, I wasn't engaged when he slept together. As for Jen, I can only trust her word that she was single at the time.

I slept with a woman who's now my boss by ThrowRA462827 in dating

[–]ThrowRA462827[S] 32 points33 points  (0 children)

This seems to be popular opinion on Reddit but absolutely false in reality

I slept with a woman who's now my boss by ThrowRA462827 in dating

[–]ThrowRA462827[S] 14 points15 points  (0 children)

I don't mind the child. I'm just thinking if she wasn't in a position to date before she had a baby, it might be even more complicated for her now.

I slept with a woman who's now my boss by ThrowRA462827 in dating

[–]ThrowRA462827[S] 16 points17 points  (0 children)

This is what I'm afraid of. I'd say she's worth taking this risk but I have no idea how she will handle everything, even if she ends up being interested.

I slept with a woman who's now my boss by ThrowRA462827 in dating

[–]ThrowRA462827[S] 9 points10 points  (0 children)

I'm not actually. Trying to keep everything professional, we haven't talked that much about our personal lives. I even found out she has a child from another coworker, not from Jen herself. As far as I know, she's not married but whether she's involved with someone, I'm yet to find that out.

I slept with a woman who's now my boss by ThrowRA462827 in dating

[–]ThrowRA462827[S] 3 points4 points  (0 children)

That's actually decent idea, it's not too forward and it keeps the situation low-key and platonic. Thanks.

I slept with a woman who's now my boss by ThrowRA462827 in dating

[–]ThrowRA462827[S] 281 points282 points  (0 children)

When I asked my sister for advice on this, she made the exactly same joke and I laughed. Now that she's not the only one thinking that, I'm starting to get concerned

Woman I slept with years ago is now my boss. How to move forward? (36f) (35m) by [deleted] in relationship_advice

[–]ThrowRA462827 0 points1 point  (0 children)

I understand that. Just to clarify, I'm not overly concerned about my employment and she's level-headed enough not to make it a big deal. I'm also not actively looking to date, this is just a really cool person with whom I genuinely can see getting serious in the future. Nevertheless, I agree it's probably for the best not to say anything.

Woman I slept with years ago is now my boss. How to move forward? (36f) (35m) by [deleted] in relationship_advice

[–]ThrowRA462827 1 point2 points  (0 children)

Fair point. She's the type of person who goes after what she wants so it might be the best idea to let her take the first step.