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Should You Reach Out to Your Ex? 10 Key Questions

Consider reaching out to your ex if any of the reasons in the article aligns with how you are feeling about them! Find out below!

Author picture of James Mendoza
Dating Expert James Mendoza October 6, 2022 • 5 minutes read
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Reaching out to an ex requires a specific, fool-proof reason. After all, you don’t want to look like you are intentionally riling up someone’s emotions and wasting their time! Find out those below whether you should reach out to your ex or not.

1. Why are you reaching out?

A person looking thoughtfully into the distance, pondering the reasons for reconnecting with an ex.

It all depends on why you want to reach out first. If it’s simply to apologize for something that went wrong in the relationship or to express how much you miss them and want them back, it may be worth giving it a shot.

However, if your motivation is more selfish— you want to see how they’re doing so you can clap back at them or try and make them jealous— then it’s probably not worth the effort. Why would you want to disturb both of your peace that way?

2. How long has it been?

Consider how long it’s been since you’ve last spoken. If it’s only been a few weeks or months, then your ex is still thinking about you and may be open to hearing from you again. However, if it’s been years, they may have moved on, and you could be opening up old wounds that are best left alone.

Unless you keep in touch through social media by liking or reacting to their posts (and they respond), there is a good chance of indicating a good standing between you. In that case, you can reach out no matter how long the time has passed.

3. How was the breakup?

A couple in silhouette, one turning away from the other, symbolizing a difficult breakup.

Reflect on how the relationship ended. If it ended on good terms, with both of you still wishing each other well However, if it ended badly, with a lot of hurt feelings and resentment, it’s probably best to leave things in the past.

4. Is it a good time?

Consider your current circumstances. If you’re in a good place emotionally and mentally, then reaching out to your ex may give you some closure or help you move on from the relationship. But if you’re feeling vulnerable or needy, chances are your ex won’t want to hear from you, and you’ll only feel worse.

5. What will you say?

A person holding a phone, contemplating what message to send to an ex.

Think about what you want to say. If you’re unsure what to say or how your ex will react, then it’s probably best not to reach out. You don’t want to make things awkward or seem desperate, so you must have a clear purpose for reaching out before you make contact.

A clear reason or dialogue will be close to you saying you saw something in real life or on your feed that reminded you of your ex, hence, why you are reaching out as your interest has been piqued.

6. What are your expectations?

Prepare yourself for the worst. Even if you think the conversation is going well, there’s always a chance your ex could react negatively or even hang up on you. It’s important to be mentally prepared for this possibility so you don’t get too attached to the conversation’s outcome.

7. What are your intentions?

A person with a determined expression, reflecting on their true intentions for contacting an ex.

If you’re only reaching out to your ex because you’re feeling lonely or want attention, then be honest about that from the start. Otherwise, you’re likely to end up in a situation where one person is trying to use the other for their own needs, which is never good.

8. Can you be calm?

Don’t try to pressure them into anything. If your ex says they’re not interested in getting back together or don’t want to talk about the past, respect their wishes and don’t try to push them into anything they’re uncomfortable with. The last thing you want is to make them feel trapped or obligated to do something they don’t want to do.

9. Is it possible to keep the conversation light?

Two people smiling and chatting casually, illustrating a lighthearted conversation.

Keeping the conversation light helps avoid unnecessary drama. Avoid getting into deep or heavy topics, as that will likely make your ex uncomfortable and less likely to want to talk to you again. Stick to lighter subjects like current events, TV shows, or mutual friends to keep things friendly and casual.

10. Are you ready to listen and talk?

It’s easy to get wrapped up in what you want to say and forget that your ex has their thoughts and feelings too. Make sure you listen to what they’re saying and take it all in before responding. Otherwise, you could miss an important point or come across as insensitive.

If you’re thinking about reaching out to your ex, then take the time to consider all of these factors first. Doing so will help you determine whether it’s worth the effort and increase the chances of having a successful conversation.


Must-read books about exes

Exes can be a touchy subject. Whether you’re still hung up on them, or you’ve moved on, they’re often a topic that’s hard to avoid. If you’re in the former or latter camp, these books about exes might be for you. These titles explore everything from what it’s like to be dumped to how to deal with an ex who won’t go away.

  1. Flirting: How to Flirt for Women Wanting to Date a High-Value Man, Including Seductive Body Language Techniques and a Guide to Get Your Ex Back
  2. Relationship Goals: How to Win at Dating, Marriage, and Sex
  3. Don't Text Your Ex Happy Birthday: And Other Advice on Love, Sex, and Dating
  4. The Friends With Benefits Rulebook: How to Get in, Get Laid, and Get Out With Dignity (and Even a Relationship)
  5. She Comes First: The Thinking Man's Guide to Pleasuring a Woman

Frequently asked questions

How do I know if it's a good time to reach out to my ex?

It's a good time if you're in a stable emotional and mental place, not feeling vulnerable or needy. Reaching out from a place of strength can offer closure or help you move forward, rather than creating more discomfort for both of you.

What should I say when I reach out to my ex?

Have a clear purpose and a specific message in mind. A good approach is to mention something that genuinely reminded you of them, showing your interest was piqued naturally. Avoid vague or desperate-sounding messages to keep the interaction positive.

Why is it important to consider my intentions before contacting an ex?

Your intentions are crucial because they dictate the outcome. If you're only reaching out due to loneliness or a desire for attention, be honest with yourself about that. Otherwise, you risk using them for your own needs, which is never a healthy foundation for any interaction.

How long should I wait before reaching out to an ex?

The timeframe depends on your past connection. If it's been a few weeks or months, they might still be open to hearing from you. However, if years have passed and there's been no contact, they've likely moved on, and you risk reopening old wounds unless you've maintained some form of positive, mutual social media interaction.

What if my ex doesn't want to talk or get back together?

You must be prepared for this possibility and respect their wishes without pressure. If they express disinterest or discomfort, accept it gracefully. Pushing them further will only make them feel trapped and damage any chance of a civil interaction.

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Dating Expert

James Mendoza

James Mendoza is a freelance writer who specializes in writing about relationships, marriage, and living happily as a single. After getting through two divorces and being cheated …

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