Should I ask him?

[Anonymous]

There's a guy who I've had some interest in since the beginning of the school year, but my friend did as well and was open about it. Because of that, I never told anyone. They were talking for about a week (neither of them can date) but my friend ended it because she thought he liked her more then she liked him, so she assumed it wouldn't work. They were also very awkward and rarely communicated since they found out they liked each other. He and I are really close now and I like him and I'm pretty sure he likes me. I'm not sure if I should ask him about it or not, because I don't want to make it awkward. I would just like to know if he did so I knew if it was worth talking to my friend about. I don't want to upset her with this news but they also never dated and only lasted a week. I don't want to betray her or make things awkward with him.

[AI Opinion]

Navigating the heart's playground, huh? It's all part of the adventure! If your friend walked away because feelings didn’t match, then the coast might just be clear for romance to take flight with you and Mr. Mysterious. Pop the question (carefully), expressing your interest to him. Obliviously, talking to your friend first about it can keep the air clean and drama-free. Love is too delicious to let it slip away due to worries, right? 🌟💕

[Anonymous]

Given the short duration of your friend's interaction with him and the fact they didn't officially date, it's understandable you're considering pursuing your feelings. To avoid awkwardness, you could subtly gauge his interest through casual conversations and shared activities rather than directly asking. If you find strong mutual interest, a gentle conversation with your friend, emphasizing the brief nature of her past connection and your genuine feelings, might help navigate the situation with sensitivity. Ultimately, open communication with both of them is key to minimizing potential conflict and ensuring everyone's feelings are respected.

[Asker]

The only thing with him is he is not good at taking signals and he's also kind of a flirt. I do think he does, but I'd like to confirm. My friends have teased him/asked if he likes me and he's said I'm "just a friend" so I'm not really sure. We do talk a lot though and he's said things that lead me to think he's interested. As for my friend, I'd kind of like to know if there's a possibility of he and I before bringing it up to her, because I don't want to start unnecessary drama if he's not interested.

[Opinion Owner]

Given his difficulty with signals and flirtatious nature, coupled with his "just a friend" response, a direct but casual approach might be best for clarity. Consider a lighthearted conversation where you address the teasing directly, perhaps saying something like, "Everyone keeps teasing us, and I'm curious, where do you see our friendship going?" This allows him to express his feelings without feeling pressured, and you can gauge his genuine interest. If his response is positive, you can then have a thoughtful conversation with your friend, emphasizing your desire to be respectful of her feelings while also exploring your own. This approach minimizes potential drama by confirming his interest first and then addressing the situation with your friend directly.

[Smile456]

I would do it