AITA for proposing to my now fiancée with the ring I was going to give my ex?

In a cozy living room, lit by the flicker of a late-night movie, a romantic moment unraveled into chaos. A man’s heartfelt proposal, sealed with a dazzling diamond ring, turned sour when his fiancée discovered its shocking history—it was crafted for his ex. Her reaction? A dramatic toss out the window, leaving him scrambling in the dark.

This Reddit AITA post lit up the internet, stirring debates about love, sincerity, and second-hand sentiment. Readers dove in, weighing whether his frugal choice was a clever save or a heartless misstep. As the dust settles, this tale begs the question: can a ring’s past tarnish its promise of forever?

‘AITA for proposing to my now fiancée with the ring I was going to give my ex?’

A couple years ago I was in a serious relationship with my then girlfriend. The time came and I bought a nice engagement ring for her. The ring had one big diamond in the middle and then two smaller diamonds on the side. Costed me an arm and a leg but it was the only ring that caught my eye so I bought it.

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My then girlfriend knew about the ring because of the fitting but she never wore the completed version of it nor did I end up proposing to her. Our relationship ended and I kept the ring because it's still a nice ring. I met my now fiancée 3 years ago and then proposed to her last year with that ring. She loved the ring and always bragged about it to her friends.

Last night we were trying to pull an all nighter watching movies. I don't know if anyone has watched Leap Year here (s**tty movie) but we got to the end where Declan proposed and my fiancée couldn't stop analyzing the way he did it, comparing him to me. We started talking about the way I proposed then moved onto the ring.

She thanked me and said something about how beautiful it was and I accidentally said something like 'I'm just glad I didn't sell it five years ago'. She questioned me about what I meant by 5 years and sell so I told her the truth. She went all mad and told me that I was a cheap a**hole trying to give her a hand-me-down ring.

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She took it off, opened the window, tossed it out and locked herself in our bedroom. I'm still outside now, hours later, trying to look for the bloody ring/giving her space. I don't even knoe what I'm going to do when I find it. Do I give it back or do I keep it for the next girl? (just kidding! It's a joke).

I sort of understand where she's coming from but really? It's still a nice ring and I spent months trying to think of a special to engrave on it just for her. Besides, an engagement ring is only temporary so I don't understand the big fus. Aita? Edit: the ring is temporary because it and the wedding ring she chose are too big to be on her finger so she opted to just wear the wedding ring from marriage onwards

Proposing with a ring meant for an ex is like serving reheated leftovers at a gourmet dinner—bound to leave a bad taste. This man’s decision to recycle an engagement ring stirred deep hurt in his fiancée, who felt like an afterthought. His casual slip about nearly selling it five years ago shattered her belief that the ring was chosen for her, while her window-tossing reaction shows raw emotional betrayal.

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The conflict hinges on intent versus perception: he saw it as a practical choice, valuing the ring’s beauty and cost, but she saw it as a symbol of second-hand love. This taps into a broader issue—engagement rings carry heavy emotional weight. A 2023 survey by The Knot found 80% of brides prioritize a ring’s personal significance over its price (source).

Relationship expert Esther Perel notes, “Love is not just a feeling; it’s a story we tell ourselves about connection” (source). Here, the fiancée’s story of being uniquely chosen was undermined. The man’s engraving effort shows some care, but it couldn’t erase the ring’s history.

To mend this, he should acknowledge her feelings and consider selling the ring to fund a new one, chosen together. Transparency about future gestures can rebuild trust.

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Here’s what the community had to contribute:

Reddit’s crew came out swinging with opinions spicier than a rom-com plot twist. Check out their takes:

Able-Customer − YTA you are basically saying that you put no thought into the ring for her

nerdforest − ESH - dude, I get it for the saving money. But she will never see the ring as something you bought for her. It will ALWAYS be the ring you bought for your ex. That’s the issue. I’d be hurt and wouldn’t be happy wearing a ring someone bought for someone else.. Also she shouldn’t have thrown it out. That’s ridiculous. I hope you find it.

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thatblokematt − YTA. Way to make a girl feel like she's second best...

flora_pompeii − YTA, that's not the kind if thing you recycle for the next girl. And not sure where you got the idea that it's temporary.

ol_miss_ana − A woman's perspective: Uhhh, it rubs me the wrong way. You obviously don't understand the importance of an engagement ring to a girl. First of all, you should get a gift with a specific person in mind. It's not what YOU like, it's about knowing your partner and matching their unique style and taste.

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When she was happy about it being beautiful she probably was also happy about you being able to match her tastes because you listen to her and care about her enough to put effort into figuring out what she'd like. That just went out the window, haha.

Now she thinks you did it all for your ex and not her and she's not only getting a second-hand ring but also second-hand feelings. I'd honestly be mortified. You obviously had no idea how big of a no-no this can be, otherwise you wouldn't have done it or you'd never let it slip, especially in such a casual way. But it doesn't change the fact that it is a big ass no-no.

I honestly have no idea how you could fix that situation. Maybe come up with something like 'I chose it and my ex didn't even like it and I know it would fit the girl of my life and you loved it so it means we're matched perfectly but if you hate it so much we will sell it and I'll buy you whatever you want'. Good luck finding it.

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Hugo2206 − YTA. You probably should've checked about how she'd feel about having a ring meant for someone else that you loved. Maybe should've gotten the ring changed a bit before giving it to her so at least it wouldnt be the exact same ring. It would've been personalised a bit. I do think she was an a**hole for throwing it out the window though, like still an expensive ring.

Agreeable-Asparagus − ESH. As a woman, I can absolutely see why that would upset her. She feels like you didn't put any effort towards choosing a ring specifically for HER. That kind of thing is a big deal to most women. That being said, her reaction was way out of proportion imo.

pink-kitkat − YTA. You did this to save money, looking at your responses about how she won't wear this and it's temporary until she gets married to you. How can she treasure her engagement ring knowing it wasn't even meant for her? How can she know you wanted to propose and didn't just do it because you didn't chuck away an engagement ring 5 years ago?

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You didn't shop for this ring whilst thinking about what she likes in her jewellery and curating it for her specifically. You just put an engraving on it. Your ex probably would laugh and share with her friends if she saw your gf share a pic or smth. I'm inclined to think this must be trolling...

teeny_gecko − YTA- duuuuuuuuude why?????

Flipe-Fandango − YTA. you should never have told her you'd originally got it for your ex.. An engagement ring is not temporary. It will be on her finger for life. I think you're going to have to bite the bullet, sell that ring and let her choose a new one.

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No woman wants to wear an engagement ring her partner chose for another woman. It's not the same as if it was an old ring from a family member. It's not the same at all.. You just should not have told her. You brought this drama on yourself.

These Redditors didn’t mince words, but do their hot takes ring true or miss the mark?

This ring-tossing drama leaves us pondering love, trust, and the weight of symbols. The man’s recycled proposal was meant to save cash, but it cost him his fiancée’s faith in his devotion. Was he wrong to reuse the ring, or was her reaction over the top? Share your thoughts—what would you do if a proposal came with baggage?

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