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You’re going about your day when you suddenly get a flashback of an old friend, past roommate, ex, or relative. Suddenly you’re overwhelmed with a sense of longing—what are they up to these days? Reconnecting with someone you haven’t seen in a long time can be nerve-racking, but we’re here to help ease those jitters! Here are some texts you can send to break the ice with someone you haven’t seen in awhile.

1

“Hey! How’s life?”

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  1. This short and sweet message is suitable for anyone you’re wanting to reconnect with. It opens the door for a friendly conversation without being too pushy, formal, or intrusive. You’re giving them the reins to take the conversation whatever direction they please.
    • “How’s it going?” and “How are things?” are some other great options.
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2

“How are you? Are you still working?”

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  1. You can lose contact with someone for a number of reasons, but that doesn’t mean you forget everything about them. If you used to work together, ask them how the company or your past boss is doing. If they talked about a new career the last time you spoke, bring it up. This will show them you still have an interest in their life.[1]
    • “The last time we spoke, you’d just started a new job.”
    • “How’s the new career path? You were so excited about it the last time we spoke.”
3

“It’s been too long! What classes are you taking this semester?”

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  1. Casual and quick, this text lets you acknowledge that you haven’t spoken in awhile and gives an open-ended question they can answer. Fingers crossed this will spark a conversation that leads to reconnecting with a long-lost friend.[2]
    • Change up the message to fit your relationship with your friend.
    • If you were on a team together, try something like, “It’s been forever! How’s the basketball season going?”
    • If you used to work together, go for something like, “Long time no see! What’s new at the restaurant?”
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4

“I passed by our old school and wondered how you were doing.”

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5

“I was thinking about how we stopped talking, and I realized I was in the wrong.”

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  1. When you’re trying to reconnect with a friend, especially one you’ve fallen out with, it can be hard finding a reason to start a conversation. You don’t need a fancy reason. It can be as simple as an apology. Let them know why you’re contacting them to set the tone moving forward.[4]
    • “I’m sorry for how things ended between us. I wish I could take back what I said.”
    • “I was thinking about you the other night, and I’m sorry for letting you down.”
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6

“Wishing you a happy holiday! I’d love to catch up in the new year.”

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  1. This text is a great way to send them a “Hey, I’m thinking of you” message without putting any pressure on them to respond. They may respond back enthusiastically and plan a day to catch up, or they might ignore the text—it’s worth a shot either way![5]
    • If it’s their birthday, try out, “Happy birthday🥳 Let’s not let another year go by without chatting.”
    • If it’s Thanksgiving, go for something like, “Happy Thanksgiving! I know we haven’t talked in awhile, but I want you to know I’m so thankful for the memories. Let’s make some more soon!”
    • If they just graduated, share in the excitement with something like, “I heard you graduated🎉 Congrats! I would love to hear about your future plans someday soon.”
7

“Miss your face!”

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  1. It has just enough flirt and playfulness to grab their attention. Maybe you’ve been thinking about them nonstop and want to reconnect. Let this text be a way for you to feel out the waters. If they’re in a relationship, maybe they text you back saying they have a partner. If they’re single and ready to mingle, maybe they send a flirty reply.
    • “Can’t stop thinking about you these days!”
    • “Missing that big smile of yours!”
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8

“I just saw your post. Your dog is adorable! When did you get him?”

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  1. A text centered around a recent social media post will let them know you’re paying attention to their feed and are curious about their life. If there’s something you used to do together, send them a message about a post centered around that interest.
    • “I saw your post about opening a bakery. I’m so excited for you? When are you opening?”
    • “Your post about remembering the past hit me hard. I would love to catch up someday soon😊”
    • “I just saw your post. How does your food always look so good? Seriously, can you teach me to cook?”
11

“Just had a wild flashback. Missing you these days!”

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  1. Maybe you’re going about your day and something suddenly triggers a random flashback to time spent with this person. Even if you haven’t spoken to them in a while, don’t be afraid to reach out, especially if you want to rekindle a connection. This text will have them asking what your flashback was and can spark a delightful conversation full of nostalgia.
    • “This is random, but I just thought of you. How are you?”
    • “Heard Taylor Swift’s new song on the radio and immediately thought of you!”
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12

“Want to meet up this weekend? It’s been too long!”

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13

“Hey, how would you feel about catching up?”

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  1. When you haven’t spoken to someone in a long time, it can be easy to raise your expectations and daydream about what could have been. Lower your expectations and let them take control, steering the conversation in a direction they choose. With this text, there are no pressures whatsoever.[7]
    • The key to reconnecting with people from your past is to lower your expectations. Reach out because you want to check-in with them, not to fulfill a fantasy.
    • If they don’t want to catch up, that’s okay! Some relationships and friendships can’t be rekindled, so don’t be hard on yourself because you tried and that’s all you can do.
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About This Article

Jessica George, MA, CHt
Co-authored by:
Certified Professional Master Life Coach
This article was co-authored by Jessica George, MA, CHt and by wikiHow staff writer, Aly Rusciano. Jessica George is a Marriage and Family Therapist, Certified Professional Master Life Coach, and Co-Founder of Evolve Therapy Coaching based in Glendale, California. With more than 20 years of experience, she specializes in hybrid therapy and coaching services, couples counseling, and clinical hypnotherapy. Jessica holds a Bachelor’s degree from The University of California, Santa Barbara and an MA in Counseling Psychology and Talk Therapy from Ryokan College. Jessica is trained in the Imago technique and the Gottman method for couples therapy. She also earned a Professional Life-Coach Certification from The Fowler Academy and an Infinite Possibilities Relationship Certification. She is a member of the International Board of Coaches and Practitioners (IBCP). This article has been viewed 429,472 times.
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Co-authors: 5
Updated: July 31, 2024
Views: 429,472
Categories: Texting
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