Past several weekends, I’ve [27M] been attending weekend social venues and events (mostly pool parties now that it’s summer) and been having a kickass time each time I went. I’ve been socializing with people lately (be it potential bros, some of the security guards, professional connections, and even girls). More recently, in the past few weekends, I’ve been going at a rate of 1 new girl’s IG or phone # a weekend. What I usually do after meeting them is I make that prolonged eye contact, ease/flirt/challenge the girl (ie: a game of ping pong) (and hey - sometimes I switch it up by giving a real answer or fucking around with her lol), and break the touch barrier (ie: giving a hands-on demonstration of how I serve in ping pong when she asks, leading her through the dance floor or bar). Then when I go for the number, I usually dip outta there before it ends, ask something along the lines of “How pray tell shall we continue diving into this rabbit hole?” to put the ball in her court, she gets the hint and then gives her IG or her digits. Then I go home, continue my grind and/or do something productive (ie: my side hustle, building my science/engineering skillset, prep my meals for the coming week), and during one of those tasks, I send the girl a text/IG message to let her know it’s me and playfully use a detail from our interaction to get the ball rolling (“Hey [girl’s name], it’s [my name], your ping pong instructor from earlier today.”). Sometimes I’ll get a response or even a laughing reaction.

But here’s where I get lost - when should I respond? How often should I even be messaging? Like a week? I know it should be light and flirty and to also make plans with her.

NOTE: This is a general post. If you want specifics about where I’m coming from, DM me, so we can talk about it and even, say, where I’m going wrong so I can go back to the drawing board.