I've kept my reply generalized, so the information can be used by both XPQ22 (OP) and other posters in similar situations as well.
Others may disagree, but I see nothing wrong in chatting this chick up since you've already got a chick you're banging. This is sort of a "bonus" opportunity. If something comes of it, great -- if not, then what have you really lost? Now if you were single and not developing a "pipeline" (heh) of girls that live closer to you and instead were putting all your eggs in one basket with this internet chick, then I'd be more concerned.
In high school, I didn't have much game. My looks would attract girls, but my "betaness" would turn them off just as quickly. Once I started developing my game, I started using the internet to "reconnect" with girls I used to go to school with. Truth be told, it's really not hard to escalate via text/message.
Here's a formula I've used:
. Keep your first few messages short and sweet
I've had success opening with:
"Hey stranger, long time no talk!"
Once they respond, you can expand the conversation by sharing a funny memory from your shared past. This helps to establish common ground, and once you've managed to do this -- you can start expanding the conversation into what they've been up to lately.
Note: Don't share every memory you have of her at once, spread them out over time. While some may consider it flattering you remember them so well, others may find it creepy -- as if you've had nothing better to do with your time than constantly think about them, or your shared past.
. Use a combination of stories from your past and present to get the ball rolling
If you live in a big, "exciting" city and she still lives in "flyover country," tell her about all the fun stuff there is to do where you live. If a girl has any interest in you at all, this might get her mind thinking about the possibility of a future trip to see you (AKA pussy delivery). After enough rapport is built you can even mention "If you ever find yourself in (fill in the blank), you should hit me up." This offer will be more enticing if you've already built your city up as a cool place to be, obviously.
. Escalation
A great way of doing this is by taking something she's said, interpreting it in a dirty way and making a plausibly deniable joke about it to "test the waters." If she plays along, you might just have a "live one" on your hands. If she doesn't, you can downplay it fairly easily.
It's just something you'll have to "feel out," but if conversation is going well and you're obviously building rapport you can make a more overt flirty comment. As they say, "Fortune favors the bold." Personally, I'd rather risk getting shot down for being "too bold" than earn myself a stint in "Palcatraz" for never making a move. Besides, even you embarrass yourself, it's not like you have to worry about the awkwardness of seeing a long distance chick everyday.
. Don't be afraid to have longer conversations with online girls.
When dealing with local girls, I recommend keeping your messages logistics based and save your talking for an actual date. But with long distance girls, the only way you can get anything going is by talking to them at greater length, so I say chat them up about a wide variety of topics. The more you talk, the more likely they are to make a comment you can interpret in a funny, sexual way and make the aforementioned plausibly deniable joke to test the waters and escalate.
Others may disagree, but I see nothing wrong in chatting this chick up since you've already got a chick you're banging. This is sort of a "bonus" opportunity. If something comes of it, great -- if not, then what have you really lost? Now if you were single and not developing a "pipeline" (heh) of girls that live closer to you and instead were putting all your eggs in one basket with this internet chick, then I'd be more concerned.
In high school, I didn't have much game. My looks would attract girls, but my "betaness" would turn them off just as quickly. Once I started developing my game, I started using the internet to "reconnect" with girls I used to go to school with. Truth be told, it's really not hard to escalate via text/message.
Here's a formula I've used:
. Keep your first few messages short and sweet
I've had success opening with:
"Hey stranger, long time no talk!"
Once they respond, you can expand the conversation by sharing a funny memory from your shared past. This helps to establish common ground, and once you've managed to do this -- you can start expanding the conversation into what they've been up to lately.
Note: Don't share every memory you have of her at once, spread them out over time. While some may consider it flattering you remember them so well, others may find it creepy -- as if you've had nothing better to do with your time than constantly think about them, or your shared past.
. Use a combination of stories from your past and present to get the ball rolling
If you live in a big, "exciting" city and she still lives in "flyover country," tell her about all the fun stuff there is to do where you live. If a girl has any interest in you at all, this might get her mind thinking about the possibility of a future trip to see you (AKA pussy delivery). After enough rapport is built you can even mention "If you ever find yourself in (fill in the blank), you should hit me up." This offer will be more enticing if you've already built your city up as a cool place to be, obviously.
. Escalation
A great way of doing this is by taking something she's said, interpreting it in a dirty way and making a plausibly deniable joke about it to "test the waters." If she plays along, you might just have a "live one" on your hands. If she doesn't, you can downplay it fairly easily.
It's just something you'll have to "feel out," but if conversation is going well and you're obviously building rapport you can make a more overt flirty comment. As they say, "Fortune favors the bold." Personally, I'd rather risk getting shot down for being "too bold" than earn myself a stint in "Palcatraz" for never making a move. Besides, even you embarrass yourself, it's not like you have to worry about the awkwardness of seeing a long distance chick everyday.
. Don't be afraid to have longer conversations with online girls.
When dealing with local girls, I recommend keeping your messages logistics based and save your talking for an actual date. But with long distance girls, the only way you can get anything going is by talking to them at greater length, so I say chat them up about a wide variety of topics. The more you talk, the more likely they are to make a comment you can interpret in a funny, sexual way and make the aforementioned plausibly deniable joke to test the waters and escalate.