Last month, I watched my best friend stare at her phone for two hours, typing and deleting the same message to her ex. Sound familiar? According to a study by the American Psychological Association, 85% of people struggle with post-breakup communication decisions. The words we choose can either provide closure, reopen wounds, or create unnecessary drama.

Last month, I watched my best friend stare at her phone for two hours, typing and deleting the same message to her ex. Sound familiar? According to a study by the American Psychological Association, 85% of people struggle with post-breakup communication decisions. The words we choose can either provide closure, reopen wounds, or create unnecessary drama.
Whether you're seeking closure, considering reconciliation, or setting boundaries, the right message can transform a potentially messy situation into a mature conversation. I've compiled 60+ messages across seven key scenarios that actually work. These aren't generic templates—they're real-world tested approaches that respect both your feelings and his.
Closure and Final Conversation Messages
Sometimes you need that final conversation to truly move forward.
Closure messages help you express gratitude, accept the relationship's end, and achieve emotional resolution without reopening painful wounds or assigning blame.
- "Thank you for the good times we shared. I'm grateful for what we had, and I wish you nothing but happiness moving forward."
- "I've been reflecting on our relationship, and I want you to know that despite how things ended, I learned so much about myself. Take care."
- "I realize we both needed different things, and that's okay. I'm choosing to remember the laughter and growth we shared. Wishing you well."
- "Our relationship taught me what I value most in a partner. Thank you for that gift, even though we weren't meant to be forever."
- "I wanted to say goodbye properly this time. You deserve someone who can give you what you need, and so do I. Best wishes for your future."
- "I'm finally at peace with our decision to part ways. Thank you for the memories and the lessons. I hope life brings you joy."
- "Looking back, we both tried our best with what we knew then. I'm grateful for the experience and ready to close this chapter."
- "I don't regret loving you, even though it didn't work out. Thank you for showing me what passion feels like. Goodbye."
Tip: Consider pairing closure messages with a small gesture like returning a meaningful item to create a sense of completion.
Reconciliation and Getting Back Together Messages
Thinking about giving love another shot requires careful consideration and honest communication.
Reconciliation messages work best when they acknowledge past problems, demonstrate genuine personal growth, and respect his current emotional state without pressuring for an immediate response.
- "I've spent months working on the issues that contributed to our problems. I'd like to talk about whether we could try again, but only if you're open to it."
- "I miss what we had, but more importantly, I've learned from what we lacked. Would you be willing to have a conversation about us?"
- "I know I made mistakes that hurt you. I've been in therapy and understand myself better now. Can we talk about the possibility of starting fresh?"
- "I realize timing wasn't right for us before. I'm in a different place now and wonder if you'd be interested in exploring whether we could work."
- "I've grown a lot since we broke up. I'd love to share that growth with you and see if we could build something stronger together."
- "No pressure, but I can't stop thinking about us. I believe we could be amazing together if we approached things differently this time."
- "I miss my best friend and the love we shared. I've worked on myself and would love the chance to show you how I've changed."
- "I know trust needs to be rebuilt, but I'm willing to do whatever it takes if you're open to giving us another chance."
Friendship Transition Messages
Moving from lovers to friends requires clear boundaries and genuine platonic intentions.
Friendship messages to ex-boyfriends require establishing clear emotional boundaries, demonstrating genuine platonic intent, and respecting any new romantic relationships either of you may have.
- "I've had time to heal, and I'd love to be friends if you're comfortable with that. No romantic expectations—just genuine friendship."
- "I miss having you in my life as a friend. Would you be open to grabbing coffee sometime? Just as friends, of course."
- "I saw something that reminded me of our friendship before we dated. I'd love to rebuild that connection if you're interested."
- "I hope we can be mature enough to maintain a friendship. You were important to me beyond romance, and I'd hate to lose that completely."
- "I know it might be weird at first, but I think we could be great friends. We always had good conversations and similar interests."
- "I respect that you're with someone new. I just wanted you to know I'd welcome a friendship if that ever feels right for both of you."
- "Happy birthday! I hope it's okay that I'm reaching out. I still care about you as a person and friend."
- "I heard about your promotion—congratulations! I'm genuinely happy for your success and wanted you to know."
Tip: When transitioning to friendship, consider suggesting group activities initially to reduce any romantic tension or awkwardness.
Boundary Setting and No-Contact Messages
Sometimes you need to establish firm boundaries for your own emotional well-being.
Boundary messages should be direct, consistent, and prioritize your emotional well-being over maintaining his comfort while clearly communicating your limits without room for misinterpretation.
- "I need space to heal right now. Please don't contact me for the next few months. I'll reach out when I'm ready."
- "I've decided that no contact is best for both of us. Please respect this decision and don't try to reach me through friends or family."
- "Your recent messages are making it hard for me to move on. I need you to stop contacting me so I can focus on healing."
- "I'm not comfortable with late-night calls or texts. If you need to communicate, please keep it to daytime and only about practical matters."
- "I can't be your emotional support right now. Please talk to your friends or a therapist instead of reaching out to me."
- "I'm blocking you on social media because seeing your posts is painful. This isn't about anger—it's about self-care."
- "I won't be responding to messages that aren't about [specific practical matter]. Please respect this boundary."
- "I need you to stop asking mutual friends about me. If I want you to know something, I'll tell you directly."
Practical Communication Messages
Sometimes you need to handle logistics without emotional complications.
Practical messages with ex-boyfriends should remain business-like, specific about logistics, and avoid emotional discussions unrelated to the immediate practical matter at hand.
- "I have some of your things. Let me know when you'd like to pick them up, and I'll leave them with [mutual friend] or on the porch."
- "We need to figure out the lease situation. Can we discuss this over email to keep it simple and documented?"
- "I'll Venmo you my half of the phone bill by Friday. After that, please remove me from the plan."
- "Can you send me the contact info for our old landlord? I need it for my rental application."
- "I'm keeping [pet's name] as we discussed. I'll handle all vet bills going forward. You can visit by arrangement."
- "I need to pick up my mail from your place. What time works best this week? I'll be quick."
- "The car insurance needs both our signatures to remove me. Can you meet me at the office Tuesday at 2pm?"
- "I'll transfer the utility bills to my name by month's end. You won't need to worry about them after that."
Apology and Accountability Messages
Taking responsibility for your mistakes can be healing, even if forgiveness isn't guaranteed.
Apology messages to ex-boyfriends should focus specifically on your actions, avoid making excuses, and respect his right to not accept the apology while demonstrating genuine remorse.
- "I was wrong to go through your phone. That was a violation of your privacy, and I'm truly sorry. You deserved better from me."
- "I realize how my jealousy hurt you and damaged our trust. I take full responsibility for my insecure behavior. I'm sorry."
- "I should have communicated my feelings instead of shutting down. My silent treatment was unfair and hurtful. I'm genuinely sorry."
- "I was selfish during our last fight. I said things to hurt you, and that was wrong. You didn't deserve my cruelty."
- "I'm sorry for not supporting your dreams. I let my own fears make me discouraging instead of being your cheerleader."
- "I take responsibility for cheating. There's no excuse for what I did. I betrayed your trust and hurt you deeply. I'm sorry."
- "I should have been honest about my feelings earlier instead of leading you on. That wasn't fair to either of us. I'm sorry."
- "I'm sorry for making you feel like you weren't enough. My issues made me critical, and you deserved love, not constant judgment."
Tip: Follow up apology messages with concrete actions that demonstrate change, such as attending therapy or making lifestyle adjustments.
Special Circumstances Messages
Life doesn't pause for breakups, and sometimes extraordinary situations require communication.
Special circumstance messages should prioritize compassion and appropriateness while maintaining any established boundaries and focusing on the immediate situation rather than relationship issues.
- "I heard about your dad's passing. I'm so sorry for your loss. He was a wonderful man who raised an amazing son."
- "I know we're not talking, but I wanted you to know about my mom's diagnosis. I thought you'd want to know since you were close to her."
- "I'll be at Sarah's wedding. I hope we can be civil for her sake. I'll stay on my side of the room if that helps."
- "Congratulations on your new job! I know how hard you worked for that opportunity. You deserve every bit of success."
- "I'm moving across the country next month. I wanted you to hear it from me rather than through mutual friends."
- "I saw the news about the accident. I'm so relieved you're okay. Please let me know if you need anything during recovery."
- "I know this is unexpected, but I'm getting married. I wanted you to hear it from me first before seeing it on social media."
- "I'm pregnant, and I thought you should know before others start talking. The baby isn't yours—just didn't want any confusion."
Message Timing and Delivery Strategy
When and how you send your message can be just as important as what you say.
The National Center for Biotechnology Information suggests waiting at least 30 days after a breakup before initiating contact for emotional clarity. Text messages work best for practical matters, while phone calls suit serious conversations. Avoid sending messages late at night or during stressful periods like holidays or work deadlines.
Choose your platform wisely. SMS works for brief, practical messages. Email suits longer, more formal communications. Social media messaging should be avoided entirely—it feels too casual for important conversations. Never send multiple messages without a response, and don't expect immediate replies.
Consider your motivation honestly before hitting send. Are you seeking closure, or are you lonely? Do you genuinely want to help, or do you want attention? The most powerful messages come from a place of genuine intention rather than emotional neediness.
Remember that no response is also a response. If he doesn't reply, respect that silence. Pushing for acknowledgment often backfires and can damage any possibility of future communication.
Conclusion
The right message to your ex-boyfriend can provide closure, rebuild bridges, or establish healthy boundaries. These 60+ examples give you a starting point, but remember to personalize them for your specific situation. What matters most is communicating with intention, respect, and authenticity.
Not every situation requires reaching out to an ex. Sometimes the most powerful message is no message at all. Trust your instincts, prioritize your emotional well-being, and remember that healing happens whether or not you get the response you're hoping for.
Before sending any message, ensure you're following applicable communication laws and respecting consent—harassment is never acceptable regardless of your relationship history.
What's the best time to message an ex-boyfriend?
Wait at least 30 days after the breakup for emotional clarity. Avoid late nights, holidays, or stressful periods when possible.
Should I expect a response to my message?
No, you shouldn't expect a response. No reply is also a valid response that should be respected without follow-up messages.
What platform should I use to contact my ex?
Use SMS for brief practical matters, email for formal communications, and avoid social media messaging entirely for important conversations.
How long should my message be?
Keep messages concise and focused. Longer messages can feel overwhelming and are less likely to be read completely.
What if my ex doesn't respond positively?
Respect his response or lack thereof. Don't argue, defend, or send additional messages trying to change his mind.