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After Two Failed Proposals, a Boyfriend Decides It is Finally Time to Part Ways

by Believe Johnson
December 20, 2025
in Social Issues

We often think of love as a straight line leading toward a shared horizon, filled with big dreams and matching rings. It is so lovely to imagine that everyone moves at the exact same speed. But occasionally, one person is ready to leap while the other feels like they need a bit more time. It is a delicate balance between being patient and being honest with your own heart’s desires.

Recently, a gentleman in his early 40s shared a very personal journey about his long-term relationship. After six years of building a life together, he reached a moment of deep clarity. He found himself asking a very difficult question: how long should you wait for a “yes”?

His story touches on the gentle reality that sometimes, our needs and our partners’ fears simply do not align. Let’s take a quiet look at this crossroads of the heart.

Setting the scene for a romantic evening usually feels like the beginning of a beautiful memory for any couple.

Story:

After Two Failed Proposals, a Boyfriend Decides It is Finally Time to Part Ways
Not the actual photo

AITAH for ending my relationship after my girlfriend said no to marriage?

I(41M) have been dating my ex gf (39F) for nearly Six years. Our relationship was a good one. Four years ago I informed

her family and friends I was going to propose to her while we were on a family vacation and received their blessing and well-wishes.

The night I proposed, I tried to make the night as memorable and "perfect" as possible. I asked her after a nice dinner

surrounded by the family, and she said "No, not yet anyways." I was quite hurt honestly and went back to our room to

think things out and not overreact. A few hours later she came to the room and asked me what was wrong and why

I left the group. We had a fairly long conversation as to my feelings and her reason to deny my proposal. Turns out

she didn't think I was ready for the commitment just yet. So I took her thoughts to heart and informed her I understand

her reasoning, however I was raised in a way where "you take a no for a no, not a maybe next time." She asked

me to just wait a bit longer until we were in a stable place, and I agreed. Eight to ten months later she started

dropping hints that she was ready to be married "I can't wait for our wedding...Our wedding is going to be spectacular...I am so

looking forward to my dad walking me down the aisle"...etc. A little over a year since my first proposal, I decided to propose again,

this time just us together after a wonderful date night. When I opened the ring box, she got really quiet and once again said

"No, not yet...maybe a little more down the line." After this second refusal, I fell out of love with her. It sounds cold,

but it was the truth. When we got back home, I slept in our guest bedroom and spent the rest of the night thinking

of our relationship. The next morning she asked why I didn't sleep with her in our bedroom, and I told her the truth,

and informed her that I think we need to end the relationship. I informed her that I take marriage very seriously, and I

do not want to be lead on and this time, this no...was the final no on the subject. I gave her a month to

find a new place to live, and since then I have been receiving texts and emails from her friends and family informing me I

am a heartless b__tard and trying to get me to give her more time, and not be a callous a__hole. My friends have

my back on this, and understand why I ended the relationship.. AITAH?

Edit: I have the time mixed up in reverse. I proposed after 4 years the first time. I apologize for the confusion.

Oh, my goodness, you can almost feel the weight of that quiet dinner conversation. It is truly difficult to put your heart on the line not just once, but twice, only to receive a hesitant answer. There is a specific kind of tiredness that comes from being emotionally ready for a future that feels like it keeps shifting away from you.

Falling out of love can sometimes happen in a single moment of realization. It isn’t always about a big argument or a betrayal. Sometimes, it is just a quiet acknowledgment that your paths have diverged. It feels very brave of him to recognize his own limits rather than continuing in a situation that left him feeling unsettled. Turning toward expert insight can help us understand why these moments of “no” can be so defining.

Expert Opinion

In any long-term partnership, “relational pacing” is the speed at which both people move toward major milestones. When one partner is significantly faster or slower than the other, it can create a sense of instability. If a proposal is met with a “not yet” multiple times, it can unintentionally damage the trust and emotional security of the person who asked.

Research from Healthline explains that a lack of shared goals can lead to “relationship fatigue.” This is when the effort to keep the bond going starts to feel more draining than rewarding. By the time a couple reaches the six-year mark, most people expect a certain level of clarity about their permanent status. If that clarity is missing, it often leads to a natural cooling of feelings.

Dr. John Gottman of The Gottman Institute often highlights that successful couples must “create shared meaning.” When one partner envisions a wedding and the other keeps hitting the brakes, that shared meaning begins to fracture. It is a very human reaction to pull back emotionally when you feel that your deepest intentions are being declined.

A study in Psychology Today mentions that some people experience a “wait-and-see” approach to commitment. While this is valid, it can be very hard on a partner who values decisive action. It is a gentle reminder that being “ready” is a personal internal clock, and sometimes two clocks just do not chime at the same hour.

Ending the relationship might feel sharp in the moment, but for many, it is the only way to find a partner who is on the same schedule.

Community Opinions

Friends from around the web weighed in with a lot of empathy, noticing how heavy a “no” can feel after many years of history.

Many readers felt that after such a long time, it was very fair to want a final answer.

NYCStoryteller − No. She said YOU needed more time? Please. She’s the one with cold feet. Six years is enough time to know.

You’re not it, and she’s been wasting your time. You should have broken up after the first proposal.

baeworth − NTA. falling out of love with someone on the basis of marriage is very real...

By which point I was so out of love that it was the easiest thing ever.

Several commenters appreciated the gentleman’s honesty about his boundaries.

omrmajeed − NTA. She was stringing you along and being clearly disrespectful. Proud of you for standing up for yourself and seeing her for what she is actualling doing.

BlueGreen_1956 − NTA She got a second chance to say "yes" which is more than I would have bothered with. You did the exact right thing.

A few people were quite confused by the girlfriend’s hints about weddings right before saying “no.”

ShortThunder5145 − NTA. You’ve been with her 6 years. She’s turned down your proposal twice. You were right to end the relationship.

Traditional-Trade795 − NTA - clearly you are ready, she is not. gaslighting is bad. she should just say she doesnt want to marry

MsBaseball34 − NTA - 2 no's is a big NO. She doesn't want to get married. She needs to move out so you can move on.

A couple of eagle-eyed readers brought up some interesting questions about the story itself.

Jnbee − Sorry gonna have to call fake on this one. . 2 years ago you submitted a deleted post where the mod copy of post shows you were on...

yetagainitry − Context. Have you and her actually had a conversation about your future? You post is you talking to her family and friends,

you listening to hints from her, but I don't see much about raw conversations you and her have had about where you see the relationship going.

[Reddit User] − She doesn't want to marry you. Even if she were to come to you now and say yes, she wouldn't mean it and she would likely try...

How to Navigate a Situation Like This

When your heart says “yes” and your partner says “maybe,” it is so important to listen to your inner voice with kindness. It is very helpful to have a direct, quiet conversation about what “being ready” actually looks like. Asking for specific milestones, rather than a vague timeline, can help bring clarity to the relationship.

If you find that the wait is changing how you feel about your partner, it is okay to be honest about that cooling of affection. Love is a two-way street that needs to feel like it is moving forward for both people. Protecting your heart is not heartless; it is just a way to make sure you find a love that matches your own readiness and commitment level.

Conclusion

This story shows us how complicated it can be to navigate the dreams of two different people. Sometimes, saying goodbye is the kindest thing we can do for ourselves when we realize our goals no longer align. It takes a lot of heart to admit that a relationship has reached its natural conclusion.

What are your thoughts on this situation? Is a second “no” a sign that the relationship has run its course, or is it a sign that more patience is needed? We would love to hear how you handle big differences in timing with those you love.

WHAT DO YOU THINK OF THIS STORY?

WHAT DO YOU THINK OF THIS STORY?

OP Is Not The AH (NTA) 0/0 votes | 0%
OP Is Definitely The AH (YTA) 0/0 votes | 0%
No One Is The AH Here (NAH) 0/0 votes | 0%
Everybody Sucks Here (ESH) 0/0 votes | 0%
Need More INFO (INFO) 0/0 votes | 0%

Believe Johnson

Believe Johnson

Believe Johnson - a dedicated full-time writer specializing in entertainment and news writing. Her experience in various jobs related to movies and TV show news enhances her understanding of the industry, making her an indispensable team member.

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