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Dating : Going to coffee with the guy I like tomorrow — how should I tell him?

Dating : Going to coffee with the guy I like tomorrow — how should I tell him?


I asked the guy I liked to coffee. Specifically, I told him that I thought he was cool and I’d like to get to know him more. I’m not entirely sure if he realizes it’s meant to be a bit of a date, so how should I tell him I like him if that’s the case? He’s showed slight interest in me, but every sign he could’ve given me could also be construed as a “friendly” thing. I don’t want to push him away by pouring my heart out, but I also want to get my point across so he has the chance to react before we get too far into a friendship. I’m not very good at dating; I’ve never crushed this hard on a boy before dating them, so I’m a bit of a nervous wreck. Any tips would be much appreciated!

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  1. My main advice would be to make sure you let him know how you feel. A few times in my life I haven’t conveyed my feeling properly and will forever wonder “What if?”.

    You’ll also look confident putting your feelings on the line, and confidence is sexy.

    Good luck, friend. Enjoy the coffee. x

  2. You are doing fine so far, I don’t recommend telling him how you feel at this particular point. The connotation of asking someone out to go for coffee in a 1-1 scenario should be obvious but I can see how you think it might not be to him. An easier solution without having to elaborate on your feelings is to mention the term ‘date’ at some point during the in-person conversation.

  3. Just pull your girls out and while shaking them ask with exclaim “Is this what you want? Is it!?!”

    Depending on his reaction, report back and we can go from there.

    Or you know, just be yourself and ask if he’d like to go out for dinner, to see a movie, etc.

  4. Say something.. Guys collectively hate being expected to always be the first person to have to say something or nothing happens… This would be a breath of fresh air to the dude most likely..

  5. Perhaps don’t tell him. Sometimes it’s easier to get to know a person first, then you can say something later. Like “I’m interested in you, would you like to go on a date with me.” Also you can tell if he actually has any interest with you while calling. I just did that to a guy on accident, but he seemed cool.

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