Okay first a little background info....
I've been fairly close with this girl HB 9(almost but not quite best friend) for a long time now.. We can basically talk about anything!
One boundary we have with each other is to never talk about our relationship problems haha(mainly because I told her I honestly don't give a shit! haha)
So this isn't a usual friend zone story...
We never actually went through the whole relationship thing... Though we flirted a LOT, and it got really steamy.. I mean highly sexual stuff..
We've both been in a LOT of relationships but this didn't stop us... We still hanged out more (which drove my girlfriends and her boyfriends crazy), flirted like crazy plus sexting.. She told me she has feelings for me ( i also had some for her) but I was already going out with someone else so nothing happened..
This was all while in high school(she was a year below me).. Boarding school by the way.. I even used to sneak her into my room to hang out... no really.. One of my friends, who was her boyfriend at one time hated me for a bit..
I graduated and just before I officially left school.. She says she regretted never officially getting with me.. I felt the same.. She also told me she wants us to always remain in touch...
A year later... We've grown a apart.. Not as close as we were before but we still text once in a while... She keeps giving me IOIs and now I'm actually thinking of giving it a shot with her...
Problem is my last relationship was long term and I'm WAY off my game.. So I need help.
This was the last texting convo I had with her After a long timid no contact... Tell me if I went wrong anywhere and help me improve...
ME: Hey there :P
HER: Hello Love !
Me: what ya doing?
Her: Chilling.. You?
Me: back from work.. Tired as hell.. almost got arrested.. fun day actually.. How was yours??
Her: huh?!?!?!?!! What happened?! I've been babysitting..
Me: cops detained me coz they thought my truck was stolen... Still a rebel That's cute.. Who you babysitting? (working part time in my dads company so I'm learning the ropes before I inherit.. Part of the company deals with transportation so I deal with truck drivers and she knows this)
Her: hahahahahahaha.. You were driving a truck?! Babysitting my little sis..
Me: Imagine that!! You should see my truck.. I call it Optimus... Lol I remember u showing me a pic... Cute kid..
Her: lool send me a pic!!! Trust u to name the truck?!?! Yep that cute baby!
Me: I might send you one... Better plan.. I'll be free Thursday.. I can take you for a ride
Her: u should.. We should definitely hang out..
Then I stopped texting her coz I didn't want to seem too eager or anything..
Was this okay? Did I go wrong anywhere? How could I have improved this??
Plus how can I follow up??