How can I stop feeling like he loves her more?

Medically reviewed by Jesse Hanson, Ph.D.Jesse Hanson, Ph.D. Written by Allan Schwartz, Ph.D.Allan Schwartz, Ph.D. – Updated on September 7, 2025

Question

My boyfriend and I have been together for a year, but it’s been a challenging journey for me. At the start, he was distant, and while he would make plans with me, he didn’t seem all that excited about starting a relationship. I took it personally and, on a couple of occasions, tried to end things because of it.

The night before Valentine’s Day, when it was clear he wasn’t thrilled about taking me out, I ended things with him. During that conversation, I learned about an ex-girlfriend from his college days:

She was his first love, his first kiss, and his first sexual partner. He thought they were going to be together forever, but after he told her he loved her, things started falling apart, and she eventually broke up with him. He was devastated and blamed himself for pushing her away. This all happened when he was 21.

We started dating when he was 29, and the way he spoke about her really bothered me. It felt like he was still hurt by the experience, and I couldn’t shake the feeling that he might still be in love with her. I became curious about her, and after seeing her on Facebook, I found out she was beautiful, successful, and smart. The comparison made me feel incredibly inferior.

Now that we’re back together, he’s more committed to the relationship, but I still struggle with intense self-doubt. I constantly feel like I’ll never measure up to the girl he had in his past. I’m in a demanding graduate program, and I can’t keep obsessing over her photos online and feeling bad about myself. I’m thinking about breaking up with him, but I’m torn—I’m afraid doing so will just make me feel worse for letting something like this get to me. I know I should trust his feelings for me and have more confidence in myself, but I can’t stop obsessing over his ex.

What should I do?

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Answer

I tend to follow the principle that people should be guided by their “inner voice,” or by their instincts. Seemingly, you have as many doubts about this boyfriend as you do about yourself. However, the decision to break up with him is complicated for you and I will explain why.

For some reason, you torture yourself by viewing his ex girlfriend’s pictures on Facebook. Why? Why do you submit yourself to torture?

By the time people are well into their twenties they have experienced a number of relationships, some of them serious but failed. That is not unusual. The fact that he and his first girlfriend did not work out is not at all unusual. What is unusual is that he evidently beat himself up for several years afterwards. Now, you are doing to yourself what he did to himself.

After all, he was 21 at the time and that was eight years ago. Isn’t time for both him and you to put an end to an ancient and failed relationship?

Also, you ask if he will love you as much as he loved her? How can anyone quantify love? How does one measure “as much?” You will never be his First love. So what?

You have been in this relationship with him for one year and if you continue to find him to be aloof and emotionally distant, then, he will not make a good partner for you. If he is still this way after one year, then, its time for you to move on. However, only you can decide this for yourself.

It seems to me that it might be a good idea for you to think about psychotherapy for yourself. Understanding yourself better and what you want out of a relationship could help you make a clearer decision.

I have no way of knowing so, I will venture a comment based on no real evidence. It is this:

Perhaps each of you is fearful of commitment and use the ex as a way to avoid a real connection with each other??? A good question for psychotherapy.

Good Luck

Medical Content

The Clinical Affairs Team at MentalHealth.com is a dedicated group of medical professionals with diverse and extensive clinical experience. They actively contribute to the development of content, products, and services, and meticulously review all medical material before publication to ensure accuracy and alignment with current research and conversations in mental health. For more information, please visit the Editorial Policy.

About MentalHealth.com

We are a health technology company that guides people toward self-understanding and connection. The platform provides reliable resources, accessible services, and nurturing communities. Its purpose is to educate, support, and empower people in their pursuit of well-being.

Jesse Hanson, Ph.D.
Medical Review
Clinical Affairs Director

Jesse Hanson, Ph.D., is a somatic psychologist with more than 20 years of experience in clinical psychology and neuropsychology.

Published
May 31, 2024
Updated
Sep 07, 2025

Allan Schwartz, Ph.D.
Author
Social Worker, Writer

Allan Schwartz, LCSW, Ph.D. is a medical writer with more than 30 years of clinical experience as a Licensed Clinical Social Worker. He writes on a wide range of mental health topics, including mood and anxiety disorders, eating disorders, trauma, abuse, stress, and relationship challenges.

Published
May 31, 2024
Updated
Sep 07, 2025
Medical Content

The Clinical Affairs Team at MentalHealth.com is a dedicated group of medical professionals with diverse and extensive clinical experience. They actively contribute to the development of content, products, and services, and meticulously review all medical material before publication to ensure accuracy and alignment with current research and conversations in mental health. For more information, please visit the Editorial Policy.

About MentalHealth.com

We are a health technology company that guides people toward self-understanding and connection. The platform provides reliable resources, accessible services, and nurturing communities. Its purpose is to educate, support, and empower people in their pursuit of well-being.