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I (38m) told a friend (39f) I had feelings for her twice and got rejected in my 20s. Found out a decade later she had feelings for me. WTF?

by Alex Johnson
March 7, 2026
in Aita
Reading Time: 8 mins read
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For nearly half a decade, he had carried a quiet, unspoken love for Mary—the girl who had been his closest friend since he was nineteen. His heart had fluttered with hope and ache in equal measure, confessing feelings that were never returned, yet clinging to the fragile thread of friendship that tethered them together. The pain of rejection was softened only by the kindness in her eyes, but the longing inside him grew heavier with each passing year.

When Mary found someone else, the unspoken truth between them became impossible to bear, and he retreated into silence, letting distance grow where closeness once had been. Years later, fate intervened in the most ordinary of places—a late-night fast food drive-through—reminding him that some connections are never truly broken, no matter how much time or distance tries to erase them.

I (38m) told a friend (39f) I had feelings for her twice and got rejected in my 20s. Found out a decade later she had feelings for me. WTF?

I (38m) had a girl who I was best friends...

Around 21 I discovered I had serious feelings for her...

She was very kind but told me that she did...

A few years later feelings got intense again, and I...

She eventually started seeing a guy around that time and...

A few years later I was at a fast food...

I pulled into a parking spot and got out to...

She ends up, pulling into the stall next to mine...

We chat a bit more, give her a quick hug...

Stupidly, I said, yes, knowing that I still had feelings...

although it's fun and familiar, I have this nagging feeling...

Something in my mind just flipped and I heard this...

I put the phone down without responding to the text....

It was a punk move on my part to not...

Five months later, I end up in a relationship with...

Over the course of the first year dating we talk...

My wife was super sympathetic and also very thankful because...

I recognize now that I had some extremely rose coloredgla*ses...

Fast-forward a decade and my wife comes to me with...

The friend asks my wife if I had any contact...

Quite a few of my friends knew that I had...

My name had come up and conversation and Jess had...

I know that ending up with Mary woukd have not...

As renowned researcher Dr. Brené Brown explains, “Boundaries are the distance at which I can love you and me simultaneously.” The narrator’s difficulty in maintaining a boundary in his friendship with Mary stemmed from his unresolved romantic feelings, forcing him into cycles of hope and disappointment until he finally implemented a firm block.

The situation involves classic dynamics of unrequited love and the ‘grass is greener’ phenomenon, where the narrator idealized Mary while overlooking flaws. When Mary later admitted regret, it triggered a secondary emotional response: questioning the validity of his past reality. Psychologically, this is a need for narrative closure. The narrator seeks confirmation that his past pain was justified, or perhaps, confirmation of what could have been, even though he is currently satisfied.

The narrator’s past actions of ghosting Mary were an immature, albeit effective, way to enforce a boundary when direct communication failed him. His current curiosity about Mary’s past feelings is understandable as a human desire for clarity, but it is not professionally productive. To maintain the integrity of his current marriage and emotional well-being, the most constructive path forward is to consciously choose to accept the past as it unfolded, recognizing that his present reality is the desired outcome, regardless of what Mary ‘should have’ said a decade ago.

What do you think of this story?





REDDIT USERS WERE STUNNED – YOU WON’T BELIEVE SOME OF THESE REACTIONS.

ShadeBabez Weirdly enough, I think you turning her down is...

You had the self respect to cut her off tho,...

Think about it, why would that voice telling you not...

AnonThrowAway072023 Everything worked out as intended, and the best for...

LighthouseonSaturn Don't waste a single second trying to figure this...

I doubt that she seriously liked you. I think as...

By that point, you would also have been changed by...

lunch2000 No, it's not. Like you said being rejected sucked....

Just chalk it up to fate, you wouldn't be who...

AnonThrowAway072023 Oh and you'd better f**kin rea*sure you awesome wife...

And tell her you have zero towards Mary, no second doubts, no interest in ever talking to her again. Please.

helendestroy just because you have feelings doesn't mean you don't...

GoblinCat669 I feel she is probably misremembering how she felt...

Now she feels like the rejected one. If she really...

From your post it seems like you're pretty clear that...

No-Table2410 Perhaps she is looking at the past with rose...

You turning her down at the drive through may also...

Farlandan I had a girlfriend that I dated for about...

About six months later we were hanging out and I...

Years later I hear from multiple mutual friends (and even...

joegnar There are people who, through a combination of being...

The narrator is grappling with conflicting emotions years after cutting contact with a long-time friend, Mary. The central conflict lies between the narrator’s past, unrequited romantic feelings and his current, happy marriage, now complicated by the revelation that Mary also held feelings he was unaware of during their friendship.

Given that the narrator found a fulfilling relationship elsewhere and acknowledges his past feelings were based on infatuation, is it understandable or healthy to still question Mary’s past denial of mutual feelings, or should this past situation be fully accepted as closed?

Alex Johnson

Alex is an expert in finance and often shares tips on managing personal money.

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