I’m 30, male. I feel like I probably get a decent amount of matches compared to a lot of other guys, so that’s not the issue.
I generally start the conversation with something that’s fun and a little flirty – I tell her that I’m pretty sure that our match means we’re engaged, and we need to start planning the honeymoon. This generally goes well and opens up topics like travel, views on weddings, etc. I generally include a simple compliment within the first couple messages too, about something I notice that I like. Her smile, her hairstyle or hair color, etc.
After messaging for a little bit, I give her my number and tell her to text me, saying that I prefer to bring things off the app and into real life sooner than later.
After she texts me, I generally say “I’m not sure who this is, you’ll have to send me a cute selfie to jog my memory”. This usually goes well, and I feel like it has a fun and flirty vibe to it. I then propose a day, time and location to go to.
I think one thing I really struggle with is texting between the exchange of numbers and the first date. Girls sometimes lose interest between the initial matching and the first date, and I assume because I’m not keeping her interested via texts.
Dates usually go ok, but I find it hard to escalate and am often told via text when I ask for a second date that she didn’t feel a connection.
At the initial meeting, I greet her with a hug, and I slip in one or two genuine compliments during our conversation. I also am usually pretty good with making some jokes as well.
I’m not sure what I’m missing.