Say, "I have a bottle of wine in my fridge, and it looks so lonely without you." Inviting your crush to share a bottle of wine is an invitation for more. If you can just feel that both of you are struggling to find something to say, then it's time to end the conversation.
If you've really been texting the person a lot, you can say, "I really like texting you, but I think I would like talking to you even more. Be constant; don't flirt just over the phone and not in person, or he'll think you're joking. Remember, texting won't mean as much to the person who you are flirting with as it would in real life. Don't let the texts be as flirty if you are already dating someone, you never know who could see it. Don't be afraid to tell him how you feel, it may be awkward but you won't be seeing their face, so that will make things easier on your part. This means that you should not only be able to flirt with your crush in person, but through your text messages. It's hard to be original when you're texting, so the person you want to flirt with will be even more impressed when you're able to pull it off.
Just ask about something that happened during that person's day or week, like how her friend's birthday party went or if her mini-vacation was as fun as she had hoped.

This may seem silly and irrelevant, but if you were flirting with your crush in person, then you would make sure your outfit was neatly put together and that your hair was in place. If you want to flirt through texting, then you should find a way to make it clear that you care about the person you're talking to, whether it's by asking a question about his life or just asking how he's feeling. Flirting is all about having fun and being playful, not about getting into a deep discussion. You don't want to be that person who keeps up a textual exchange hours after there's nothing left to say.
Whether you're just stopping the conversation because you're busy or because you're going to meet up, you should leave the person you like with something to think about.
If your texting sessions have been going really well and your flirting is getting fierce, then you should take your relationship to the next level and use texting as an opportunity to ask the person out. Instead of asking for a real date, you can invite the person out to join you and your friends for drinks or at a party. If you want to flirt through texting, you have to know how to be playful, witty, and charming in just a sentence or two.
When you pull out your phone to text that special person in your life, you should try to think of something no one else but you could say. Asking an open question is a great way to impress and flirt with your crush, because it shows that you're not texting just because you feel like it, but because you want to keep a conversation going and care what your crush thinks.

When you text your special someone, remember that texting is a great way to flirt, to make plans, and to take the relationship into the physical world, but not a great way to build rapport or to really get to know someone. When you're talking to a new love interest at a bar, you should talk just long enough to hook the person and then say you have to leave so you don't drag out what started off as a good conversation. When it comes to talking to a guy you’re into you want to make sure that you are asking all the right questions and letting them know that you are into them, in a subtle way.
Even if he did end things with her, you would still have to deal with the fact that you guys are far away from each other. Once you have expressed your interest, it will be hard for your relationship to go back to just being friends and he will see you differently.
Even if he feels the same, there is always a chance that it will not work out and you will lose a friend.

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