For example, you might text, “Hey! How’s your day been going so far?” or “What’s the most exciting thing that happened today?” Even if he doesn’t ask you, respond with what you’re up to as well since he might want to ask you more about it.
You could ask him, “What do you like to do in your free time?” If you want to get his advice, try something like, “What movie do you think I should watch tonight?” or, “What games do you think I’d like to play?” Fun icebreakers include, “What 3 things would you bring to a desert island?” or “What would you do if you had a million dollars?”
If he’s really into football, you could say something like, “The Ravens are my favorite team too! Who’s your favorite player?” or “OMG I love football! What did you think of the game last night?” If he’s into art, you might say, “That’s so cool you’re into painting! Is there an artist that you really look up to?” or “I wish I knew more about art. Are there any museums you think I should check out?”
Say something like, “I saw your Insta pic! You’re so handsome in a suit! 🥰” or “I love seeing your smile!” You might say, “You always know just how to make me feel so special,” or, “You have such a way with words, you could be a poet!”
Message him something like, “You would not believe what happened at work today…” or, “That reminds me of a funny story from when I was younger! You’re going to laugh so hard at this. ” If you want to be a little flirty, you might try, “I had a crazy dream about you 😉. ”
You could send him a selfie and say, “Just got a new outfit! What do you think?” You could send him a picture of where you are and say, “This would be so much fun if you were here! Wish you could come too!” Avoid sending any explicit pictures since they might make him feel a bit uncomfortable.
You might ask, “OMG my favorite band is playing here this weekend! Do you want to come with me?” You could say, “Do you want to grab a coffee and chat sometime soon?” or “Are you free for dinner on Friday? I’d love to see you 😊. ”
When he messages you, you can sometimes tell him that you’re busy to keep him on his toes. You might say, “Hey! So good to hear from you but I’m with friends right now. I can talk later though 🙂. ”
If he only sends one-word responses or takes a few days in between replies, it may be a sign that he’s not interested. Move on and put your energy into someone else who wants to build a deeper connection with you.
