Keep your approach casual.
Don’t let yourself get so nervous that you forget basic conversational skills. Instead, try to stay calm and open the conversation in a low-pressure way. If you’ve never chatted with the person online before, you may even find an excuse for talking to him, like asking a question about homework or talking about a sports team you both like. If you’re texting a person for the first time, make sure he or she knows who you are and that they don’t feel creeped out. Here are some ways to start a conversation through text or chatting.
Don’t talk about yourself too much.
The majority of people are most comfortable talking about themselves because it’s a topic they know well. Instead of taking the easy way out and discussing you endlessly, encourage the other person to talk about him or herself. However, you can and should occasionally throw some personal facts in the person’s direction to help them to ask questions about you in turn. The key is to leave it up to them to pursue an interest in things relevant to yourself.
Know when to press for more information.
You can keep the discussion lively and interesting without probing too deeply on personal topics. For instance, asking your crush what exactly he or she likes about running cross-country would be a great idea; asking him or her for more details on family relationships or close friendships would be too much, too soon. You can do it in a joking, flirtatious bantering way that doesn’t feel too serious, or like you’re interviewing the person. Here are some ways to ask for more information flirtatiously
Compliment your crush early in the conversation.
Don’t chicken out and skip this step — it might seem difficult, but it’s incredibly important. A compliment communicates that you’re potentially interested in dating, and steers you away from the dreaded friend-zone. If you skip paying your crush a compliment and simply keep the conversation on a friendly level, it might be too late next time. Here are some basic compliments you could use:
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