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Should I keep asking a guy if he thinks we should date after he said he liked me?

I was talking to a friend of mine and we got on the topic of who we liked. After a while we both ended up saying that we liked each other but we both kinda want to focus on school. I came up with the idea of us kind of going out but focus on school and help each other as much as we can. He said he needed some time to think but it's been a while so should I ask him about it again? I've only asked him one other time since the first time but it was kinda late at night but we were both tired.... What should I do

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dont pressure him . if its time he wants thn let him think . if he likes you all that much as he says he does , then hell wanna date you just as much as you wanna date him :)

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Thanks, I don't want to scare him off because I REALLY like him. When do you think would be a good time to bring it up again?
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dont pressure him. let him think. if he really loves you he will make it happen

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give him space and time

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Never keep asking someone to date. You'll seem desperate.

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Don't be desperate, give the boy time. But don't worry, he'll ask you

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Wait for him to ask you

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Most people don't need to think about it when they truly like someone. How many times have we watched someone proclaim that they don't want to be in a relationship, only to find that same person in a relationship a aw week later?

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It's not that, he needs to focus on school a bit and he told me straight up; I really like you but I need to focus on school a little bit to get my work done.
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You'll sound desperate. In my opinion, the guy should do the asking. I know that's not a popular way to feel , but oh well.......

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Ok first of all the time that you were saying to each other who you like were you the first to admit you like the guy? Cause if that's the case maybe he responded the same way cause he likes you as a friend and didn't want to hurt you
That being said I think that HeatherD0505 is right when says that when we truly want something we can't hold back or need so much time to think about it or need the other to ask as twice! The guy is buying time to think and that means either he is confused and not sure he likes you and want to start dating or he regret admiting he likes you.
I don't know your age but it can also be that he has never dated before and he is nervous about it.
Think a little bit that you are 100% sure you wanna date him but he doesn't seem to want equally the same. So do you think this is fair for you?
If I were you I wouldn't ask him again, but that doesn't mean i would become distant or stop talking to the guy. By the time he thinks if he wants to go out with you or not you can focus on school like he does and keep your mind busy

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He told me that he liked me first. After he told me that I kinda felt relieved because I liked him back and I could tell him. He's on independent study and we are a part of some of the same clubs and we have a class together. I don't think that it's the case of him regretting telling me that he liked me. It also seems like he's flirting with me at these clubs and even in class. I constantly catch him staring at me then he smiles and looks away. He hardly used smiley faces but now he uses like 6 of them in each text when we text...
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Always behave in a way where if the situation does not work out as you planned you will be proud of how you acted. Let your "yes mean yes" , don't feel indecisive about your word, you like him and you said it and meant it. " Expectation postponed can make the heart sick" , so waiting around and putting your life on hold waiting for him to answer you is not going to help you to be happy. Live your life and be happy and that will be attractive. If it does not work out as you planned, you are only benefiting yourself by learning early that you cannot "hold your breathe" waiting for people to decide how they feel about you.

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