By: Gabrielle Applebury M.A., Marriage and Family Therapy

Relationship breakups are never easy, but if you are looking for how to gently break up with your boyfriend, it is possible to reduce the blow by saying goodbye in a kind manner. While it’s not fun, easing your boyfriend into the idea of moving on can be done successfully with some handy tips.

When you know a relationship just isn’t working, the time to say something is sooner rather than later. Holding on to your boyfriend just because you’re afraid of being lonely or single is going to cost you more pain in the end. While there is no pleasant way to break up, it is a necessary part of moving on. Both of you will benefit when you are true to your feelings and your heart. It’s not fair to either your boyfriend or to you to avoid a breakup out of fear. This is when bad things happen, such as cheating, fighting, apathy, and downgrading to friends with benefits.

When to Break Up With Your Boyfriend

You’ll know it’s time to break up when you’re having big fights about things like finances, the future, and cheating. Other reasons to break up include lack of trust, frequent misunderstandings, and not being in love anymore. If any of these things apply to your relationship, then now is the time.

How to Gently Break Up With Your Boyfriend

Just like you, your boyfriend has feelings and will likely be hurt by the breakup. However, a breakup is so much easier when you point out all the reasons for your choice. This takes a certain amount of preparation and timing. Using compassion, being matter-of-fact, and speaking in terms of what is best for both of you is important. Here are the steps to take in how to gently break up with your boyfriend.

Have a Live Conversation

Don’t have a friend do it or send him a text. At the least, tell him you need to talk and try to do it so that you can both be part of a live, active conversation. A phone call is the easiest way if you are too nervous to do it in person, but resist the temptation to start a texting breakup conversation. There are a couple of reasons sending break up texts to your boyfriend is not a good way to do it gently. First of all, you have a written correspondence stored in your phone, which means it could be a reminder, or someone could steal his phone and read everything. Also, text messages can be confusing. You might think you’ve officially broken up, while he is still questioning.

How to Say It Gently

The way you bring up and speak about the breakup to your boyfriend can greatly impact how he views the event. To do it gently, use words and phrases that have a positive spin. Try saying and doing things such as:

Pose questions to him: Instead of declaring the breakup as your idea, pull it out of him by asking questions to help him admit that the relationship isn’t working for him either. Chances are, if you’re feeling dissatisfied, so is he.

Say: “We both need to move on.” This is one of the best phrases because it not only tells him that you’re both benefiting from the relationship ending, but it also encourages him to do just that-move on.

Express your feelings. Help your boyfriend understand your emotions and why you have been feeling this way. You can say, “I have been feeling (insert emotion) for quite some time, and I think it is time I addressed this. I want us both to be happy and I think it would be best if we ended our relationship.”

Explain your thought process. Discuss how you arrived at the decision to break up and why you have decided to do so at this time. Say, “I have been thinking about this (insert amount of time), and know that ending our romantic relationship is the healthiest choice for me at this time.”

If he gets angry or upset say: “I understand that this is difficult, and I feel (insert emotion) as well, but I know that this is the best decision for me at this time.”

If he disagrees say: “I know that this is difficult, but I have made up my mind and know that this is the best decision for me at this time.”

If he does not understand, give examples. “Despite resolving these incidents (give examples of tiffs, arguments in general), I do not feel like I’m getting what I need from this relationship and I think it would be best to end our relationship.”

Share why you came to this decision. Express why you have decided to break up. Note that you have thought about this thoroughly and know that it is what you want.

If he wants to work it out, say: “I have made up my mind and have spent a lot of time thinking about our relationship. I know that this feels bad now, but this is what I want.”

If he will not listen, say: “I know this is difficult, so let me know when you feel ready to discuss this.” Having a conversation with someone who is not ready to listen does not work. You are better off waiting until they are ready to discuss the details of breaking up.

If you would like to stay friends: Many exes choose to stay friends after a breakup. If this is what you want you can say, “I know this is painful right now, but I would like to remain friends when we are both feeling better. Let me know what you think about this.”

Give Him Space to Get Over It

A kinder, gentler breakup gives both you and your boyfriend a better chance of moving on, while still remaining amicable. Keep in mind that giving him his space during a breakup is also a kind thing to do. So, be prepared to stop the calling and texting, even if it’s painful for you. In time, you’ll know if you can be friends again.