I (20M) used to have this issue, but I think a lot of guys struggle with this roadblock when it comes to texting older women. They can’t seem to find a good time to text an older woman and if they actually text at time, they’ll open up with something super generic like “Hi” or “Hey, how are you?”. A word of advice to the cubs out there, Most of the time in my experience even if it’s at a decent time, a opener like “Hey, how are you?” isn’t going to get a interesting response.

I think a better question would be, what time of the day are you more likely to respond to a guy’s message? Whether they’re texting you for the first time or if they’ve been texting you for awhile, when are they more likely to get a response from you?