Make sure you are in a place where you’re comfortable and are not likely to get interrupted. You are more likely to be relaxed and confident in your conversation. It might not just be you that’s nervous. If you have been giving hints that you like him, he might be waiting for a more obvious sign that you do in fact like him. Calling him is a good way to get this across. [1] X Research source

Ask him things like “How did baseball practice go last night?” or “What are you writing your term paper about?” to get him talking about things he loves or knows. These are open enough that he can elaborate and will get him talking. Make sure to focus on a few topics that you know a little bit more about as well. You don’t want it to seem fake or rehearsed when you talk about these topics. [2] X Research source

If someone other than the guy answers the phone, don’t be nervous to ask for him. Just be polite and ask if he is available. If you get his voicemail, stay calm. Leave a message, letting him know who you are, your number, and that you want him to call you back. If you think your date is silly or fun enough, you can leave a goofy message for him, something along the lines of “If you can’t reach me when you call, I might be out, or I might have gotten abducted by aliens. " It shows that you know what kind of guy he is and that you’re not too serious.

Try to avoid questions like “What’s up?”. They are very vague and don’t give the conversation anywhere to go. Also avoid asking what his favorite food or color is. These questions are really common and won’t make you seem interested or interesting. This is the time to show him how great you are. [5] X Research source

Even if you have something you really want to say, make sure you don’t interrupt him. You don’t want to seem rude and want to give him plenty of time to get his thoughts out. He would probably love to hear what you have to say, just wait until the right time to give your response. [6] X Research source [7] X Research source

Don’t overshare. You want to keep some things to talk about at a later time, hopefully when he asks you out on a date. You also want to keep him interested. [9] X Research source Try not to sound cocky. You don’t want him to think you’re arrogant or showing off too much. This could make him think twice about calling you in the future.

You don’t want to keep him on the phone too long. If either of you are pausing too long or are trying to fill the silence, it means you’ve probably gone on too long. Try to figure out a way to pick up the conversation before you hang up. You don’t want to leave it on a low note. [11] X Research source Most guys don’t talk on the phone that much, so an extended conversation might not be his thing. You also don’t want to run out of things to say. [12] X Research source

Make sure you’re in a comfortable and quiet place. You are more likely to be relaxed and will be able to talk longer without interruption.

This is especially helpful if you find that you’ve run out of things to say the last few times you’ve been together or talked on the phone. This doesn’t mean that the relationship isn’t working, but it could just mean that you’re both shy or that you two don’t know each other that well yet.

Make sure you don’t call him too much. This seems clingy and you don’t want to suffocate him. Keep it balanced. [13] X Research source

Don’t ask him where he thinks the relationship is going or other questions dealing with your relationship. This might scare him off or make him uncomfortable.

Don’t overshare. Even though you are trying to get to know each other better, you want to keep some things to talk about at a later time so there is still mystery in your relationship. [16] X Research source Try not to sound cocky. You don’t want him to think you’re arrogant or showing off too much.

Don’t bring up topics that you know you disagree on. If he does, don’t lie and tell him you agree with him, but steer the conversation back to a safer topic with phrases like “I don’t necessarily agree with that policy, but I do agree with your stance on that new health bill. " You don’t want to start a fight or bring unnecessary strife to your phone conversation.

Don’t be afraid of silences. Just because there is a pause in conversation, this doesn’t mean that the phone call is going badly. Silences can mean that you’re becoming more comfortable with one another and that you just enjoy being in each other’s presence. [18] X Research source