How to start a conversation with a boy you havent talked to in a while

Starting a conversation with someone who you've just started dating can be stressful AF. Before you know what makes someone tick, figuring out how to to get a conversation going can definitely take a bit of practice. However, starting conversations is a crucial part of keeping in touch between dates, and if you let that convo fizzle out, then you might just miss your chance. If you’re at a loss for how to text someone you haven’t talked to in a long time, then I’ve got a few conversation-starting texts to send that will get the ball rolling again.

Finding a good texting rhythm is one of the best ways to stay connected, especially if your busy schedule keeps you from going on dates as often as you would like. However, if a few days have passed and you haven’t heard from a date, there’s a way to revive that convo without it being totally awkward. Pro tip: If you're not sure how to text someone you haven’t talked to in a long time, try to avoid just saying, "Hey.” Whether you reference something you talked about on your last date or suggest it’s time you go on another date, here are some lines to use when you convo goes stale.

How to start a conversation with a boy you havent talked to in a while

urbazon/E+/Getty Images

  • Where did you say I should totally get takeout from again?
  • I just saw this TikTok and thought of you. How are ya, BTW?
  • The weirdest thing happened to me yesterday, and I think you'll appreciate this story.
  • Hey! What’s the [band/show/movie] you were talking about last week?
  • I finally read that book you recommended and we need to discuss. Should we do it over drinks?
  • Just finished [fill-in-the-blank TV show] and I need a new show. Any recs?
  • Still thinking about that date we went on to [place]. Where do you think we should go on our next date?
  • The weather looks beautiful this weekend. What would you think about taking advantage of it with me?
  • Bet you can’t guess what I’m doing right now 🙃.
  • Describe your day so far in three emojis. Go!
  • I just saw this restaurant on IG and we NEED to go on our next date.
  • Hey, stranger. You crossed my mind and I thought I'd say hi.
  • I know we talked about going on another date, but I think it's time we finally do it. You pick a time and I'll pick a place.
  • Were you just on the [train/bus/street]? I could have sworn I just saw you.
  • I realize it's been [amount of time] since we last chatted, but I feel like you're one of the good ones and we should keep talking. So what have you been up to lately?

How to start a conversation with a boy you havent talked to in a while

urbazon/E+/Getty Images

  • Hey, I was just in your neighborhood. What are you up to?
  • If I said “come over,” what would you say?
  • 🙋 Just popping up to say hi.
  • I have so much to do, but I keep getting distracted thinking about you.
  • [Sent along with a cute selfie] In case you forgot what my face looks like, here it is. In case you forgot what we were last talking about, look at the convo above. Shall we pick up where we left off?
  • So how did [life event] end up going? I need deets!
  • How was your day? I just got home and I'm finally relaxing.
  • This is so us. You waiting for me to come to you. Me trying to figure out what to text you. Fine, you win. Wanna go out again some time?
  • So what kind of mischief do you have planned this weekend?
  • Hey, I think you forgot to ask me out on another date. Just wanted to graciously give you the opportunity to do so now.
  • Will you send me the best TikTok you’ve seen so far this week? I need a pick-me-up.
  • Do you have any new podcast recommendations? I loved that last one you gave me.
  • Remember when [funny memory from last date]?
  • Hey! Stop thinking about me 😉.
  • Do you miss me yet?

See? Not too hard! If you're still feeling weird about what to say, just think about how you would text a new friend. In the end, you just want to make it clear that you're interested while still keeping them on their toes.

Do you remember the days when you used to talk and laugh for hours sitting with your best friends in an empty classroom? There were almost endless things to talk about, and time flew by as you chatted together. But, when was the last time you had a long talk with that old friend of yours? If it’s been quite a while, read on!

Everyone’s busy. Due to hectic schedules, life changes, big moves, and more, people often lose touch with their pals.


How to start a conversation with a boy you havent talked to in a while

We know talking to an old friend after a long time feels overwhelming, and a lot of people want to reconnect but it isn’t happening. The reality is that people find it a bit awkward to get back in touch with their friend if they haven’t spoken for a while.


Although you have a temptation to talk to your friend, you might worry about how to start a conversation. To help you out, here are some conversation starters to help you reconnect.


Start with something simple
Let’s make it simple and direct. After all, you were good friends once - and you can be again. You can follow any of the following expressions to strike up the conversation.

  • Hey, how’ve you been?
  • I haven’t seen you in ages!
  • I haven’t seen/talked to you for so long!
  • How long has it been since I last saw/talked to you?


Expand the topic
Ask about their current situation. Try “What have you been up to?” This question is a natural way to continue the conversation and ease you into a longer discussion.


Bring back good old memories
Bring up old memories while talking - it will give you both something to speak about where you can share common ground and interests.


Dig Deeper
Dig deeper and express genuine interest by asking follow-up questions to their responses. Use words like “how,” “when,” and “why” in your question.


End conversation with a plan
When you end the conversation, make sure you have made a plan for the next meet-up. You can consider following phrases to wind up the call or chat.

  • We should catch up soon. When are you free next?
  • We should get together. What do you think?
  • We should get coffee soon. What is your schedule?

We hope these tips were helpful! Now it's your turn to start a conversation with a friend you haven't spoken to in a while.


If you’re looking for a way to stay close with old friends online, try the Longwalks app. It has daily prompts that help you discuss meaningful topics and stay up to date.

End of the article

Visual Stories

Right arrow

  • How to start a conversation with a boy you havent talked to in a while

    Entertainment

    Photos: Sreeleela in conventional outfits

  • How to start a conversation with a boy you havent talked to in a while

    Entertainment

    Kollywood stars who got married in 2022

  • How to start a conversation with a boy you havent talked to in a while

    Entertainment

    SRK-Deepika's hot 'Pathaan' style file

  • How to start a conversation with a boy you havent talked to in a while

    Entertainment

    Celebs who made their OTT debut in 2022

  • How to start a conversation with a boy you havent talked to in a while

    Recipes

    Right way to make Aloo Masala for stuffing

  • How to start a conversation with a boy you havent talked to in a while

    Recipes

    Christmas Mimosa recipe

  • How to start a conversation with a boy you havent talked to in a while

    Life Style

    Times Janhvi Kapoor looked hot in body-hugging dresses

  • How to start a conversation with a boy you havent talked to in a while

    Life Style

    How Jr NTR and Ram Charan's prepped for Oscar-nominated 'Naatu Naatu'

  • How to start a conversation with a boy you havent talked to in a while

    Entertainment

    Deepika Padukone turned Bong diva in saree

  • How to start a conversation with a boy you havent talked to in a while

    TV

    Stylish outfits to steal from Siddharth Jadhav's wardrobe

How do you reach out to a guy you haven't talked to in a while?

Just keep a few things in mind:.
Shift your perspective. The last thing any of us want is to be seen as the person who reaches out to someone only when we need something from them. ... .
Acknowledge the absence of contact. ... .
Pay attention to tone. ... .
Give them an out. ... .
Offer to reciprocate. ... .
Show appreciation. ... .
Stay in contact..

How do you start a conversation with a guy after a long time?

You can simply acknowledge how long it has been since you talked as this will make them aware that you were conscious of it. Saying a simple “hi” is better than explaining why you lost touch with them, as whatever explanation you give to them will not be convincing enough.

What do you say to your crush when you haven't talked in awhile?

Send her a message with a praise, talk about some common ground that you have, or ask her a question..
Send a message that praises them for something they have recently done or accomplished. ... .
Talk about something that you share in common. ... .
Ask them a question about something they have posted..

How to start a conversation with someone you haven t spoken to in ages?

Ask how her day is going, how's work, if she's been eating properly, You got a lot of catching up to do for the time you weren't talking. What do you text someone you haven't spoken to in a while? Probably just ask them how they are and what they've been doing since you last spoke.