When is the appropriate time for a guy to send flowers to a girl?

Don’t send any flowers. It is not going to yield your desired outcome. You have already done 4 dates too many as is. You are already way more invested than she is. Her actions suggest she is merely using you for attention/free dinners. At this point, Buying her flowers will scream desperation and she will probably lose any little interest she has in you.

No more dates. I suggest Invite her over to your house for dinner and then try to escalate physically. If she’s not interested, respect her wishes and move on completely. That way, you can be with someone who really likes you. That’s just my $0.02. I’m only able to tell you this because I have made so many mistakes when I was younger. Good luck with everything.

/r/dating Thread