Why would a common male friend on the one hand get to know of everything she talks about with me or thinks or feels?

[scooogy]

but on the other hand while she seems reserved about me, he keeps on insisting that I should ask her out? Did I miss anything?

[CupcakeTheDestroyer]

Women approach their friendships a bit differently from men in that women experience emotional intimacy with their friends, they're vulnerable, sharing their thoughts and woes and stresses about dating and different people they have a romantic interest in. Men don't seem to do this beyond sharing conquering stories of a good lay or two but never really talking about how in love they are with their significant other. So yeah, she's going to tell her male friend about her thoughts on you as you come into a more prominent place in her life. If he's telling you to ask her out, it means he knows that she likes you and has likely told him something to give him that thought.

[scooogy]

today when I picked up a sexual hint she made, she told me that this must be the reason why I'm still single. We had a short talk about what's on her mind because we both seem distracted at work sometimes. She told me of when the other co-workers advised her to not make me hope for more with her than just friendship, which seems different to what she talked about with that one male co-worker.

She told me of what's going on in her life, also with her kid's father. She told him that it's over, while her female friends in private life told her that her kid's father seems like the best guy in the world doing everything for her, while she told us that there's more to this than just doing chores.

Our contracts will end with May, while we won't be occupied anymore next month. The male co-worker told me that I should make the best out of the last few weeks with her, and she told me that we will stay in touch anyway. But I've told her since Valentine's that I was especially nervous when after me gifting her some of her favorite flowers, her ex seemed to have sent some flowers himself and first it seemed like she'd plan on him picking her up and he'd notice the other flowers and ask her about who gave them to her. She told me that she wouldn't tell him anything, but I told her that I've had bad experiences with girls seemingly still being in touch with their ex-boyfriends.

[CupcakeTheDestroyer]

If you don’t feel comfortable pursuing something with her, then don’t. If you think it won’t be what you want then there’s no reason to invest in it.

[HateyouxD]

Because she's not afraid to tell the friend how she feels for you. But you on the other hand she's shy with. Your friend is telling you to ask her out. In no way shape or form has boundaries been crossed. I think the guy friend is looking out for you... and her

[scooogy]

I told him that one condition of mine for dating her would be her kid's father keeping out of this like constantly. I've had bad experiences with jealous ex-boyfriends, and this one seems pretty jealous.

[HateyouxD]

Yuck. Make it known with her you have no tolerance for it

[MaazHussain]

It's possible that your common male friend is not aware of how the woman feels about you and is simply encouraging you to ask her out based on his perception of your interest in her. He may also be hoping to facilitate a romantic connection between you and the woman, even if he's not fully aware of her feelings towards you.

As for why the woman seems reserved around you, it's hard to say without more information. She may simply be shy or unsure of how to approach you, or there may be other factors at play that are making her hesitant to open up to you. It's important to communicate openly and honestly with her and try to understand her perspective, while also respecting her boundaries and feelings.

[scooogy]

Once when chatting with her at work, I've said something like "I'd kiss you with or without this covid mask" and she reacted a bit shocked, saying "oh god, you can't just say such things, I'm too shy"