June 27, 2025 at 3:23 am

Man Announces That He’s Engaged, But It’s Not A Good Surprise For His Brother, Because The Lucky Lady Is His Brother’s Ex

by Jayne Elliott

younger couple looking at older couple for approval

Shutterstock/Reddit

As a general rule, it’s not a good idea to date someone that one of your friends or family members used to date. At the very least, the considerate thing to do would be to give a heads up that you’re thinking about dating a friend or family member’s ex to that family member before starting a romantic relationship.

In today’s story, one man starts dating his other brother’s ex-girlfriend. This is hard enough for the brother to handle, but the situation just keeps getting worse.

Let’s read the whole story.

AITA for walking out of my parents’ anniversary party when my brother announced his engagement to my ex?

I just discovered my brother (29M) has secretly been seeing my college ex-girlfriend (32M) over the past year.

We broke up 8 years ago and we’d been going out 4 years prior to the split but we actually knew each other very seriously when we’d been together.

I challenged him when I discovered this and he said he didn’t say anything to me b/c he didn’t want me to get angry with him.

The bad news keeps coming.

Last weekend we celebrated my parents’ 40th anniversary celebration.

My brother brought her to the party as his guest without letting me know beforehand.

Her arrival with my brother left me shocked since we broke up and I hadn’t laid eyes on her since then.

During the meal, they declared their engagement and my mom began crying tears of joy.

It was too much to handle.

I couldn’t take it and left.

My brother trailed behind me and we got in a big fight. I told him he should have warned me at the very least.

He said I was being self-centered and spoiling our parents’ party.

Now their dad is upset.

That evening my dad phoned me telling me I humiliated the family by leaving.

I don’t have romantic feelings towards my ex anymore, but the surprise reveal and secrecy at my parents’ celebration feel thoughtless. AITA?

The brother is the one who messed up here by being secretive. Obviously this would be a big shock for OP. A heads up would’ve been the nice way to handle it.

Let’s see how Reddit reacted to this story.

Being secretive about it was the real problem.

Screenshot 2025 05 27 at 9.54.39 PM Man Announces That Hes Engaged, But Its Not A Good Surprise For His Brother, Because The Lucky Lady Is His Brothers Ex

Yes, his brother definitely stole the spotlight from his parents.

Screenshot 2025 05 27 at 9.54.58 PM Man Announces That Hes Engaged, But Its Not A Good Surprise For His Brother, Because The Lucky Lady Is His Brothers Ex

This is a funny suggestion!

Screenshot 2025 05 27 at 9.55.24 PM Man Announces That Hes Engaged, But Its Not A Good Surprise For His Brother, Because The Lucky Lady Is His Brothers Ex

This person thinks he needs to “grow up.”

Screenshot 2025 05 27 at 9.55.56 PM Man Announces That Hes Engaged, But Its Not A Good Surprise For His Brother, Because The Lucky Lady Is His Brothers Ex

It was a mistake to keep the relationship a secret.

If you liked this post, you might want to read this story about a teacher who taught the school’s administration a lesson after they made a sick kid take a final exam.

Jayne Elliott | Contributing Writer, Life & Drama

Jayne Elliott is a contributing writer and editor for TwistedSifter specializing in human interest stories, internet culture, and family dynamics. With over 12 years of editorial experience in digital publishing, Jayne excels at analyzing complex online communities and transforming viral social debates into thoughtful, highly engaging narratives.

Rather than simply aggregating internet drama, Jayne brings a sharp, empathetic editorial eye to everyday dilemmas. She has a unique talent for unpacking the nuances of pop culture and online conflicts, providing readers with relatable, well-researched commentary.

Based in California, Jayne spends her free time outside the newsroom exploring theme parks with her family or beach-combing along the coast.

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