So I'm a pretty charismatic person with proffesors, bosses, whoever all except girls. Mostly due to the fact that I don't really leave my comfort zone. But it's weird because I feel like its so easy to charm people I don't care about but females are a whole different story. Anyways I decided to message this one chick who I really don't know well so it would be no deal, but I was just wondering if I'm going about this right.

Me: Hey I remember meeting you at ___'s party, and you were pretty easy to talk too. Just thought I'd tell you your hair looks good in your new pic, that is if its real of course:) [some gay ass shit i read online i shouldn't have said prob]

Her: Hahaha yeah I remember! Thanks yeah it's completely real I don't have a wig or anything lol

Me: Weaves, wigs, clip on who knows I remember walking on my grandma when I was 13 and finding out her head was as bald as a penis lol, imagine the shock on a boy that age :O

Her: oh my goddd hahah! that would freak me outt! im sorry why was your grandma so bald?if you dont mind me askkking lol
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that was it was thinking of responding with

a) That's just what happens when people get old, I hope you don't think your going to be pretty forever lool.

or maybe make fun of her for how she types funny by adding extra letters idk ideas?

Here are my thoughts, don't take them harshly. Just improve yourself.

"...you were pretty easy to talk to..." seems like your hinting that its hard for you to start up conversation with other people. Dlv my son. I liked the hair compliment followed by the neg.
A) No. Because, your implying that she's pretty . Don't give too much attention about her looks or else you will just be another one of those nice guys.
B) No. because you don't know her that well and your attacking her personally.

Joke around, along the lines of " My grandma was actually one of those crazy granny's... she shaved her hair on purpose so she could wear any type of hair she wanted. I hope you're not one of those girls that will go crazy in 50 years lol."
Check out this thread, it has some good stuff.
7-essential-rules-of-texting-vt12230.html
Cheers!

thanks bro appreciate it

I actually liked your first response. Way to call her pretty without actually seeming too needy about it.

Number 1 advice I can give you, Don't say anything that isn't you! . She might fall for it now but as soon as you get in person she'll see the "real" you and it won't be what she expected. That is one of the worst killers when seducing online, being different online than in person.