Reengaged this chick yesterday after almost a month, remembered her when i was scrolling down & reviewing past matches

I'll let the screenshots & timestamps speak for themselves. Also put in her profile for complete context & to get an idea how she is (i.e. she strikes me as a "quality"/long game sorta girl and not just a ratchet hookup)

As you can see, i was just initially trolling the shit outta her friend nothing serious. Now, i honestly dunno where to take this haha i've never really done extremely "gamey" textgame like this. I feel hesitant about bringing up our "romantic date" right away, so should i continue bantering & building comfort ? What lines would you recommend ?

Open to all suggestions, thanks