First, break the ice by flirting. When you text him, you still need to be yourself. Do not lie about yourself when messaging, because you will be embarrassed when you see him. Do not leave him an impression that you are not confident about yourself. For example, you shouldn’t pretend to be okay with things you don’t feel comfortable with. You can tell him things you have done before and start from there.
Second, share some common experience. Maybe you have shared with each other some experience of your own, you can start talking about things you heard about him talking to you before. That can show you care about him enough to remember. For example, you can say, the band you talked to me about is going to have a show here in town this weekend. Would you lie to go with me? Or how’s that test going? The one you told me last time.
Third, name him. You can think up with a nickname for him and call him by the nickname. Nickname will effectively bring you closer to each other and make you special for him, because only will you call him by that name. For example, name him pumpkin.
Fourth, start your conversation by an open subject to find friends. If you want to talk to him, he would be flattered. He would know that his perspective is appreciated and you do know something about him and interested in knowing him. The question must be simple. Like, how is your weekend? How was last night with your friend out? If you are in the same class, you can ask I didn’t see you today, how’s your day?
Praise him. Anything, appearance, outfit, achievements. Etc. Just like girls, guys also love compliments, so do compliment him. However, do not overdo it, or it will seem unctuous and hypocritic. For example, you can say you are so generous if he said something nice to you. You can also pay some compliment according to the things he told you, just trim the sails.
Say something funny to make him laugh. Although you cannot see him laughing, you can still sense his mood over text. Laughing is definitely a good way to bring you closer to each other and also an effective method to draw his attention. You can tell him a funny thing you witnessed recently or a news you saw on the newspaper. You can also be flirty when texting. For example, please do not make me miss you anymore. I am very busy. Or I sensed that you miss me, am I right?