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Still on the app? Or texting? I always say something witty, yet tied to my desire to connect with them and continue the conversation.
All depends on how deep you’ve gone.
Very superficial a couple of back and forths:
“You one of those sign flippers on the corner of Main and 9th? I swear I saw you in a chicken suit flipping a “50% off” sign just now.
A bit of back and forth, good conversation that was equally weighted for 10+ rounds:
Use something specific you talked about, ex. Music.
“I know we broke up, but can I have my records back? I miss my Queen albums.”
If you’ve talked for days and had a lot of back and forth, reference several things and be silly:
“Hey Backscratcher, seems like your phone finally bit the dust. On your way back from AT&T, pick me up one of those burritos you love so I have a full stomach before we go out on our date.”
These are very low % plays, but it’s about the best you can do.