Am a girl ena let me tell u what works for me... dont be boring... i mean dont use the usual start up words like hey or hi mnamn start by asking questions or sayin smtn funny or any thing that could keep the convo keepin.. that will make her reply with any thing else than hey... then try to find smtn common that way the convo will stay interesting for a longer time...for ex. i start chat sayin "howu doin" so if he is a friends fan he is gonna get it u cant talk smtn about that comfortably... then be honest godddd it really matters... and dont just answer questions and zm... give her smtn to answer too or as i said smtn to keep the convo goin...and when u feel like smtn id off try to lighten the mood by memes or funny vids mnamn... well if it doesnt work out after all this just move on dude😁 Well this is all i got for u and its for the chat thing in person dmo i hope some one will help u out😊