Try not to keep him waiting too long, or he might end up moving on. Take 30 minutes to an hour to respond to his initial texts, but feel free to text him more quickly if you’re having a conversation. Remember—to play hard to get, you always have to text back at some point to show that you’re interested. [1] X Expert Source Cher GopmanDating Coach Expert Interview. 17 May 2019. This can feel like you’re playing games, and in a way, you are. But so long as you keep things harmless, and don’t go out of your way to make him feel insecure, it’s okay to keep him waiting for a little. Besides, if you seem too available, it might be a turn-off. [2] X Expert Source Cher GopmanDating Coach Expert Interview. 17 May 2019.

“Can’t complain—surrounded by good people and enjoying some good weather. ” “Things have been a little rocky this morning, but I’m ready to turn things around this afternoon. ” “I’m doing as good as ever—there are a lot of great things happening. ”

“I’d love to see you, but I’m also enjoying learning how to be more patient. If I keep this up much longer I think I’ll reach spiritual enlightenment. ” “Dad joke time: What do you call a fish wearing a bowtie? Sofishticated. ” A meme or funny video is a great option too, so send one over.

“Had a dream about you last night but I think I should probably keep the details to myself…” “Has kissing you been on my mind all day? Maybe. ” “Just made my bed, wondering who could help me mess it up again. ” Try not to be too touchy-feely or sexual when you first start talking—this can give off the wrong vibe to somebody. [5] X Expert Source Cher GopmanDating Coach Expert Interview. 17 May 2019.

“Quick question—are you aware that you’re beautiful?” “It’s nice talking to someone as smart as you—I’m always learning new things. ” “That shirt you wore today looked great on you. ”

“Do you think it’s better to be good or to be successful?” “What is something that you’ve been taught that just isn’t true?” “Do you think most people under or overvalue themselves?”

You don’t need to send him nudes in order to keep his interest. If you do, make sure that you’re over the age of 18, that you trust him to not distribute them, and that you ask him if he wants them first. Don’t be afraid to send a photo of somewhere you’re located, somewhere interesting that you’re visiting, or something that reminds you of him. [8] X Expert Source Cher GopmanDating Coach Expert Interview. 17 May 2019.

If he’s been looking for a job, try sending him any job listings you find that could be of interest. If he’s seemed stressed out, invite him over for dinner. If he’s been dealing with family stress, offer to let him talk out his problems with you.

“Was just taking a walk and suddenly started thinking about you—hope things are good!” “I saw this guy at the coffee shop who I swore was you for a second. But then I realized I was wrong—you’re more handsome. ” “I just read an article that reminded me of what you were saying about your life philosophy. ”

If you know he’s going through a stressful time with work, school, or other responsibilities, it’s okay to initiate a conversation with him to check-in. This shows him that you care about him even when he’s too busy to start conversations with you.

“Just wanted to say that I really value you a lot. ” “I’m so happy that we met. ” “You’ve become really important to me, so thanks for that. ”