Q&A for How to Know When to Tell Someone You Like Them

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  • Question
    How do I tell someone that I like them?
    Connell Barrett
    Dating Coach
    Connell Barrett is a Relationship Expert and the Founder and Executive Coach of Dating Transformation in New York City. Connell has over five years of experience as an international coach who helps men connect with women by unlocking their best, true, most confident selves. He is the author of the Amazon bestseller “Dating Sucks but You Don’t,” and has appeared on Good Morning America, the "Today" show, Access Hollywood, and in Best Life, Cosmopolitan, and The Oprah Magazine. In 2019 he was named Datezie.com's “New York City’s Best Male Dating Coach."
    Dating Coach
    Expert Answer
    Wait until a time where you're alone and have some time together. Start off with some casual conversation before telling them directly. If they respond positively, try asking them out on a date.
  • Question
    I like this boy im scared he might reject me what can a 14 yr old do?
    Connell Barrett
    Dating Coach
    Connell Barrett is a Relationship Expert and the Founder and Executive Coach of Dating Transformation in New York City. Connell has over five years of experience as an international coach who helps men connect with women by unlocking their best, true, most confident selves. He is the author of the Amazon bestseller “Dating Sucks but You Don’t,” and has appeared on Good Morning America, the "Today" show, Access Hollywood, and in Best Life, Cosmopolitan, and The Oprah Magazine. In 2019 he was named Datezie.com's “New York City’s Best Male Dating Coach."
    Dating Coach
    Expert Answer
    It's better to put yourself out there and be rejected than to miss out on a chance because you were too afraid to try!
  • Question
    I was talking to a girl and we left and I need to know what to tell her
    Connell Barrett
    Dating Coach
    Connell Barrett is a Relationship Expert and the Founder and Executive Coach of Dating Transformation in New York City. Connell has over five years of experience as an international coach who helps men connect with women by unlocking their best, true, most confident selves. He is the author of the Amazon bestseller “Dating Sucks but You Don’t,” and has appeared on Good Morning America, the "Today" show, Access Hollywood, and in Best Life, Cosmopolitan, and The Oprah Magazine. In 2019 he was named Datezie.com's “New York City’s Best Male Dating Coach."
    Dating Coach
    Expert Answer
    Just be honest and straightforward - try something like, "I really enjoyed hanging out with you, and I like you a lot. I'd like to get to know you better. Would you like to go out with me?"
  • Question
    I like my best guy friend and a while ago I thought he liked me but I'm not sure anymore. He doesn't really do any of the typical crush things, and he is leaving soon. Should I tell him I like him?
    Connell Barrett
    Dating Coach
    Connell Barrett is a Relationship Expert and the Founder and Executive Coach of Dating Transformation in New York City. Connell has over five years of experience as an international coach who helps men connect with women by unlocking their best, true, most confident selves. He is the author of the Amazon bestseller “Dating Sucks but You Don’t,” and has appeared on Good Morning America, the "Today" show, Access Hollywood, and in Best Life, Cosmopolitan, and The Oprah Magazine. In 2019 he was named Datezie.com's “New York City’s Best Male Dating Coach."
    Dating Coach
    Expert Answer
    Go ahead and tell him! Try to be as clear as possible, so there isn't any confusion in what you're trying to say. If he doesn't feel the same way, at least you'll know for sure.
  • Question
    What should I do if I have a crush on a friend?
    Connell Barrett
    Dating Coach
    Connell Barrett is a Relationship Expert and the Founder and Executive Coach of Dating Transformation in New York City. Connell has over five years of experience as an international coach who helps men connect with women by unlocking their best, true, most confident selves. He is the author of the Amazon bestseller “Dating Sucks but You Don’t,” and has appeared on Good Morning America, the "Today" show, Access Hollywood, and in Best Life, Cosmopolitan, and The Oprah Magazine. In 2019 he was named Datezie.com's “New York City’s Best Male Dating Coach."
    Dating Coach
    Expert Answer
    If you think they might like you back, tell him how you feel. By being upfront about your feelings, you can get some clarity on the situation.
  • Question
    How do you know if someone secretly likes you?
    Connell Barrett
    Dating Coach
    Connell Barrett is a Relationship Expert and the Founder and Executive Coach of Dating Transformation in New York City. Connell has over five years of experience as an international coach who helps men connect with women by unlocking their best, true, most confident selves. He is the author of the Amazon bestseller “Dating Sucks but You Don’t,” and has appeared on Good Morning America, the "Today" show, Access Hollywood, and in Best Life, Cosmopolitan, and The Oprah Magazine. In 2019 he was named Datezie.com's “New York City’s Best Male Dating Coach."
    Dating Coach
    Expert Answer
    Just be straightforward and tell him how you feel! This way, they can give you some clarity and let you know how they feel, too.
  • Question
    How long should I wait before asking?
    Amy Gremillion
    Community Answer
    That answer is different for everyone, but you should wait long enough to really get a good feeling for the person's character. Think about whether they'd be a good match for you in the long run - do you like the same things? Do they treat people in a way that you think is admirable?
  • Question
    What's if you're a kid?
    Amy Gremillion
    Community Answer
    Even if you're a kid, you can still tell someone you like them. Just keep in mind you might have to follow your parents' AND their parents' rules for dating.
  • Question
    What should I do after telling him that i have feelings for him. he's kind of rejected me?
    Amy Gremillion
    Community Answer
    Unfortunately, that does happen sometimes. Try to keep yourself busy, spend time with supportive family and friends, and focus your energy on something else for a while. Then, turn your attention to someone who likes you for you!
  • Question
    I'm bi and there is this person I like who is a bit older than me and i don't know her that well or if she likes girls. What do I do?
    Amy Gremillion
    Community Answer
    Spend some time getting to know her. As you get closer, you should be able to learn more about her, including whether she's interested in other females.
  • Question
    I have a crush on a guy which I got to know a week ago but I'll only see him 1 more time. He's also best friends with a close guy friend of mine. Should I just forget about him or tell him I like him
    Amy Gremillion
    Community Answer
    Tell him you like him. Then, if he likes you too, maybe you can exchange phone numbers or social media info and keep in touch until you can see each other again.
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