If he doesn’t have your number, introduce yourself: “Hey! Hank, right? I got your # from Nikita. You seemed really sweet. I thought I’d reach out :)” If you have each other’s numbers but don’t text much, use a subtle conversation starter: “Leo, I just spotted your literal doppelganger on 5th! 😱” If the two of you have been texting, ask him to spend time with you: “Heading to Lori’s Cafe rn. Want to split the world’s best brownie with me? 😍”
“When I saw you today, I couldn’t stop thinking about how nice your eyes are. SO green. They look like a filter. 🥰” “You always really get it when I tell you how I feel. I love how perceptive you are. " “I saw you helping Theo with his assignment today. Classic Ezra, always lending a hand. You’ve got such a big heart! 😽”
If you pick up on a shift in his mood, ask him about it: “I don’t mean to press, but you didn’t quite seem like yourself today. Everything okay?” If you know he’s been feeling down, check in and offer to help: “Hey, Ali. I know it’s been a tough week. How was today? Can I bring you some ice cream?” When he mentions something that’s been bothering him, follow up with him later on: “Hey, by the way, how did that chat with your sister go? Is she alright?"
If he asks about your day, take that as an opportunity to share your emotions: “I’m feeling a bit frustrated today. Hoping a warm tea turns things around. 🫖" If he asks a specific question, offer an emotionally insightful response: “Yes, my dog is feeling better! I tried to play it cool but I was really nervous for a while. " Work some emotional vulnerability into a good morning text: “Good morning! I woke up feeling totally at peace today. How about you? 😺”
“Sorry, I won’t be able to come to dinner tonight! I’m still helping Tamara move. It’s a pretty big job, so I can’t leave her to do it alone. 📦” “Let me know if you need help organizing your closet. I did that recently—such a daunting task. I’d love to lend a hand. 🤗” “I’m off to volunteer at the Humane Society! I’ll send a video if the cats do anything especially cute. 🐈⬛😇”
“Hey, how are your vocal lessons going? Have you hit any new notes since we last spoke? 🤩” “Have I mentioned that I started a new painting yesterday? It’s of three glass soda bottles. Getting the reflections right will be tough. 🎨” “Okay, top three favorite bands of all time. Go! For me, it’s gotta be The Velvet Underground, Yo La Tengo, and Television. 🎼”
“What’s the last dream you remember? Mine was of me swimming in a chocolate fountain…What do you think that means?? 😋” “What’s your favorite thing to daydream about? Like, you’re bored in class, nothing to do…where does your mind wander off to? 😴” “Would you say you’re a spiritual person? If so, what else do you think is out there? I’d love to hear your thoughts. ”
“Hey, so sorry to bother you. I’m feeling sort of down. Any chance you’d want to come over, watch LOTR, and eat our weight in ice cream? 🍦” “Could I get your help with something? My sister and I are sort of fighting, and you’re so good with this stuff. I’d love your advice!” “I’m not sure how to take my short film to the next level. I’d actually love your input. Want to stop by and watch it with me quickly? I’d be super grateful :)”
“Lyle, I just think you’re the best. Every day that I wake up and remember I’m going to get to talk to you, it puts a smile on my face. I just think you’re so funny and sweet and smart, and I don’t want you to question how I feel about you. 💕” “Andre, I really, really like you. You still give me butterflies even though we’ve been hanging out for weeks now. I love your energy, enthusiasm, and imagination. You’re like sunshine in human form! 💙❤️💛” Send him a photo of something interesting near your place and say it reminds you of him. You can tell him that you were listening to a song that reminded you of him. You can also use emojis here and there to make the conversation interesting.
“Good morning, sunshine. Thinking of you! Hope you slept well. 🤠” “Sleep tight! Don’t miss me too much in your dreams. 🥱🥱” “Daily reminder that I’m thinkin’ of ya! Hope you’re set to have a rad day. 🤘🏽”