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The most common idioms for regret are kick yourself, miss the boat, live to regret it, hindsight is 20/20 and no use crying over spilt milk.
English splits regret in two: what you did (shoot yourself in the foot, burn your bridges) and what you did not do (miss the boat, the one that got away).
Burn your bridges is about the future, not the past. It means you have destroyed the way back.
Cry over spilt milk is almost always used as advice to stop, not as a description of feeling.
There are two kinds of regret, and English keeps them in separate drawers.
The first is regret for something you did. You shot yourself in the foot. You burned your bridges. You dug your own grave, and now the chickens have come home to roost. These idioms are sharp, physical and slightly self-punishing, and they all point at an action.
The second is regret for something you did not do. You missed the boat. You let it slip through your fingers. She was the one that got away, and now you are left with what might have been. These are softer, sadder and quieter, and they all point at a space where something should have been.
Psychologists who study regret keep finding the same thing: the regrets that stay with people for decades are usually the second kind. The job not applied for. The thing not said. English seems to have worked this out long before the researchers did, because it gave that second kind its own gentle, haunting vocabulary.
So here are 62 real idioms about regret, with a short meaning, a longer explanation, three examples and three alternatives for each.
An idiom is a group of words whose meaning you cannot work out from the words themselves. “Kick yourself” has nothing to do with kicking. It means being annoyed at your own mistake.
Notice that even this small phrase is doing something interesting. You are the one who kicks, and you are also the one who is kicked. That is exactly what regret feels like, and English builds most of these idioms the same way: you did it to yourself. You shoot yourself in the foot. You dig your own grave. You make your bed and then you lie in it.
The rest come from three places: transport that has left without you (miss the boat, the horse has bolted), hindsight (20/20, wisdom after the event), and damage you cannot undo (spilt milk, burnt bridges).
Here is the full list at a glance. The detail follows underneath.
| Idiom | In short | |
|---|---|---|
| 1 | Kick yourself | Be angry with yourself for a mistake. |
| 2 | Rue the day | Deeply regret a decision. |
| 3 | Live to regret it | Regret something for a long time afterwards. |
| 4 | Wish you could turn back the clock | Wish you could undo the past. |
| 5 | If only | The wish that things had been different. |
| 6 | What might have been | The better life or outcome that did not happen. |
| 7 | The one that got away | The person or opportunity you lost and never replaced. |
| 8 | Have regrets | Carry things you wish you had done differently. |
| 9 | No regrets | Complete acceptance of the choices you made. |
| 10 | A bitter pill to swallow | Something unpleasant you have to accept. |
| 11 | Be haunted by something | Be unable to escape the memory of something. |
| 12 | Wish the ground would swallow you up | Feel so embarrassed you want to disappear. |
| 13 | Miss the boat | Miss an opportunity by acting too late. |
| 14 | Miss your chance | Fail to take an opportunity when it was there. |
| 15 | Let something slip through your fingers | Lose something valuable through carelessness or hesitation. |
| 16 | Blow it | Ruin an opportunity through your own mistake. |
| 17 | Throw it away | Waste something valuable that you had. |
| 18 | A missed opportunity | A chance that was there and was not taken. |
| 19 | Too little, too late | An effort that came after it could have made a difference. |
| 20 | Close the stable door after the horse has bolted | Take precautions after the damage is already done. |
| 21 | You don't know what you've got till it's gone | You only value something once you have lost it. |
| 22 | Hindsight is 20/20 | Everything is obvious once you know how it ended. |
| 23 | Hindsight is a wonderful thing | It is easy to be wise after the event. |
| 24 | With the benefit of hindsight | Looking back with knowledge you did not have then. |
| 25 | If I knew then what I know now | I would have chosen differently, with today's knowledge. |
| 26 | Wisdom after the event | Knowing what should have been done, only once it is too late. |
| 27 | A Monday morning quarterback | Someone who criticises decisions after the outcome is known. |
| 28 | Coulda, woulda, shoulda | Pointless speculation about what you should have done. |
| 29 | Should have known better | Regret combined with self-blame, because you had the information. |
| 30 | Shoot yourself in the foot | Damage your own position through your own actions. |
| 31 | Dig your own grave | Cause your own downfall, step by step. |
| 32 | Cut off your nose to spite your face | Hurt yourself while trying to hurt someone else. |
| 33 | Burn your bridges | Destroy your relationships so you cannot go back. |
| 34 | Burn your boats | Commit so totally that retreat is impossible. |
| 35 | Make your bed and lie in it | Accept the consequences of your own decisions. |
| 36 | Have only yourself to blame | The situation is entirely your own fault. |
| 37 | Bring it on yourself | Cause your own trouble. |
| 38 | Throw the baby out with the bathwater | Lose something valuable while trying to get rid of something bad. |
| 39 | Come back to haunt you | Cause you problems long after you did it. |
| 40 | Chickens come home to roost | Your past actions finally cause consequences. |
| 41 | Face the consequences | Accept what follows from what you did. |
| 42 | Get your comeuppance | Receive the punishment you deserved. |
| 43 | A guilty conscience | The uncomfortable feeling of having done wrong. |
| 44 | A weight on your mind | Something you cannot stop thinking about. |
| 45 | Live and learn | You made a mistake and it taught you something. |
| 46 | Learn your lesson | Understand a mistake well enough not to repeat it. |
| 47 | Learn the hard way | Learn something through painful experience. |
| 48 | Chalk it up to experience | Accept a loss as a lesson and move on. |
| 49 | Put it down to experience | Treat a bad outcome as something you have learned from. |
| 50 | Get your fingers burnt | Suffer a loss that makes you cautious afterwards. |
| 51 | Once bitten, twice shy | One bad experience makes you cautious forever. |
| 52 | Never again | A promise to yourself not to repeat something. |
| 53 | Make amends | Do something to repair the harm you caused. |
| 54 | Own up to it | Admit what you did. |
| 55 | Swallow your pride | Accept humiliation in order to do the right thing. |
| 56 | No use crying over spilt milk | Do not waste time regretting what cannot be changed. |
| 57 | What's done cannot be undone | The past is fixed and cannot be changed. |
| 58 | Better safe than sorry | Take precautions rather than risk regret. |
| 59 | Better late than never | Doing it late is better than not doing it at all. |
| 60 | It is what it is | Accept the situation, because it cannot be changed. |
| 61 | The past is the past | Leave what has happened behind you. |
| 62 | Regret nothing | Refuse to look back with regret. |
Meaning
In short: Be angry with yourself for a mistake.
In detail: Informal and very common. It is used about small, avoidable errors more than about tragedies, and it usually arrives the moment you realise.
Examples in a sentence
Other ways to say it: could have kicked myself, be annoyed with yourself, wish you had known.
Meaning
In short: Deeply regret a decision.
In detail: Formal and slightly theatrical. It is often used as a threat about the future rather than a description of the past.
Examples in a sentence
Other ways to say it: deeply regret, live to regret it, wish you had never.
Meaning
In short: Regret something for a long time afterwards.
In detail: Neutral and cautionary, and it is nearly always a warning given before the decision is made.
Examples in a sentence
Other ways to say it: rue the day, regret it forever, wish you had not.
Meaning
In short: Wish you could undo the past.
In detail: Neutral and wistful. It is one of the most human phrases in English, and it is usually said quietly.
Examples in a sentence
Other ways to say it: turn back time, undo it, have your time again.
Meaning
In short: The wish that things had been different.
In detail: Neutral and quietly painful. It is a whole grammar of regret in two words, and it usually appears with a past perfect verb.
Examples in a sentence
Other ways to say it: I wish I had, what might have been, had I only known.
Meaning
In short: The better life or outcome that did not happen.
In detail: Slightly literary and sad. It describes an imagined alternative, and it is more melancholy than angry.
Examples in a sentence
Other ways to say it: the road not taken, what could have been, the life you did not have.
Meaning
In short: The person or opportunity you lost and never replaced.
In detail: Informal and romantic in origin, from fishing. It is used about relationships and, increasingly, about jobs and houses.
Examples in a sentence
Other ways to say it: a missed chance, the one you lost, what might have been.
Meaning
In short: Carry things you wish you had done differently.
In detail: Neutral and plain. It is the direct way to say it, and it is common in interviews and reflection.
Examples in a sentence
Other ways to say it: look back with regret, wish you had done things differently, carry regrets.
Meaning
In short: Complete acceptance of the choices you made.
In detail: Informal and defiant. It is claimed far more often than it is true, and it is sometimes a way of refusing to look.
Examples in a sentence
Other ways to say it: I would do it again, I stand by it, I regret nothing.
Meaning
In short: Something unpleasant you have to accept.
In detail: Neutral and vivid. It describes accepting a bad outcome, especially one you helped to cause.
Examples in a sentence
Other ways to say it: hard to take, a tough one to accept, a hard truth.
Meaning
In short: Be unable to escape the memory of something.
In detail: Strong and serious. It describes regret that has become permanent, so it is not for small mistakes.
Examples in a sentence
Other ways to say it: be tormented by it, be unable to forget, live with it.
Meaning
In short: Feel so embarrassed you want to disappear.
In detail: Informal and universal. It is regret and embarrassment together, in the same second.
Examples in a sentence
Other ways to say it: want to disappear, die of embarrassment, want the floor to open.
Meaning
In short: Miss an opportunity by acting too late.
In detail: Informal and neutral. It is the classic idiom for a chance you did not take, and the boat has left without you.
Examples in a sentence
Other ways to say it: miss your chance, let it pass, be too late.
Meaning
In short: Fail to take an opportunity when it was there.
In detail: Neutral and plain. It is direct and unforgiving, which is exactly why it stings.
Examples in a sentence
Other ways to say it: miss the boat, let it slip, lose your opportunity.
Meaning
In short: Lose something valuable through carelessness or hesitation.
In detail: Vivid and regretful. It suggests you had it, which is what makes it worse than never having had it at all.
Examples in a sentence
Other ways to say it: lose it, let it go, waste the chance.
Meaning
In short: Ruin an opportunity through your own mistake.
In detail: Informal and blunt. It is about failure to perform, not failure to act, and it is very common in sport and interviews.
Examples in a sentence
Other ways to say it: mess it up, throw it away, lose it.
Meaning
In short: Waste something valuable that you had.
In detail: Neutral and reproachful. It is used about careers, relationships and leads in a match.
Examples in a sentence
Other ways to say it: waste it, squander it, blow it.
Meaning
In short: A chance that was there and was not taken.
In detail: Neutral and slightly formal. It is common in business reviews and post-mortems.
Examples in a sentence
Other ways to say it: a lost chance, a wasted opening, one that got away.
Meaning
In short: An effort that came after it could have made a difference.
In detail: Critical and final. It is the most damning sentence you can say about an apology or a reform.
Examples in a sentence
Other ways to say it: after the fact, past the point, no longer enough.
Meaning
In short: Take precautions after the damage is already done.
In detail: British and dryly critical. The American version is “close the barn door after the horse is out”, and both describe useless, belated action.
Examples in a sentence
Other ways to say it: too little too late, after the fact, a day late.
Meaning
In short: You only value something once you have lost it.
In detail: A saying, and one of the truest here. It is common in songs, and it is used about people, jobs and health.
Examples in a sentence
Other ways to say it: absence teaches you, you miss it when it is gone, it took losing it.
Meaning
In short: Everything is obvious once you know how it ended.
In detail: American and neutral, from perfect eyesight. It is often used to defend a decision that looks stupid now and did not look stupid then.
Examples in a sentence
Other ways to say it: hindsight is a wonderful thing, easy to say now, obvious in retrospect.
Meaning
In short: It is easy to be wise after the event.
In detail: British and often sarcastic. It is a defence, and it is usually aimed at someone who is criticising you.
Examples in a sentence
Other ways to say it: hindsight is 20/20, easy to say now, wisdom after the event.
Meaning
In short: Looking back with knowledge you did not have then.
In detail: Neutral and formal. It is the professional way to admit a mistake without admitting incompetence.
Examples in a sentence
Other ways to say it: looking back, in retrospect, knowing what we know now.
Meaning
In short: I would have chosen differently, with today’s knowledge.
In detail: Informal and reflective. It is a gentle way to express regret without blaming your past self too harshly.
Examples in a sentence
Other ways to say it: with hindsight, looking back, had I known.
Meaning
In short: Knowing what should have been done, only once it is too late.
In detail: Slightly formal and critical, and it is usually aimed at other people, especially critics.
Examples in a sentence
Other ways to say it: hindsight, Monday-morning quarterbacking, after-the-fact wisdom.
Meaning
In short: Someone who criticises decisions after the outcome is known.
In detail: American and dismissive, from people analysing Sunday’s football on Monday. It is an insult about people who were not in the room.
Examples in a sentence
Other ways to say it: an armchair critic, a backseat driver, wise after the event.
Meaning
In short: Pointless speculation about what you should have done.
In detail: Informal and American, and it dismisses regret rather than expressing it. It is a way of closing the subject.
Examples in a sentence
Other ways to say it: what is done is done, no point going over it, move on.
Meaning
In short: Regret combined with self-blame, because you had the information.
In detail: Neutral and self-critical. It is harsher than a simple mistake, because it says you were warned.
Examples in a sentence
Other ways to say it: I only have myself to blame, I walked into it, I knew the risk.
Meaning
In short: Damage your own position through your own actions.
In detail: Informal and slightly comic, which takes some of the sting out. The damage is real and completely self-inflicted.
Examples in a sentence
Other ways to say it: score an own goal, sabotage yourself, be your own worst enemy.
Meaning
In short: Cause your own downfall, step by step.
In detail: Strong and grim. It suggests the person kept going after it was obviously a mistake.
Examples in a sentence
Other ways to say it: be your own undoing, seal your own fate, bring it on yourself.
Meaning
In short: Hurt yourself while trying to hurt someone else.
In detail: Neutral and old, and always a criticism. It describes revenge that costs you more than it costs them.
Examples in a sentence
Other ways to say it: self-defeating, hurt yourself in the process, spite yourself.
Meaning
In short: Destroy your relationships so you cannot go back.
In detail: Note the timing. This is not regret about the past. It is a warning about the future, said to someone about to make return impossible.
Examples in a sentence
Other ways to say it: burn your boats, close the door behind you, make return impossible.
Meaning
In short: Commit so totally that retreat is impossible.
In detail: Older and slightly more heroic, from generals burning their ships so the army could not sail home. It can be brave rather than foolish.
Examples in a sentence
Other ways to say it: burn your bridges, go all in, commit totally.
Meaning
In short: Accept the consequences of your own decisions.
In detail: Neutral and unsympathetic. It is what people say when they have run out of patience with someone’s complaints.
Examples in a sentence
Other ways to say it: face the consequences, live with it, you brought it on yourself.
Meaning
In short: The situation is entirely your own fault.
In detail: Neutral and blunt. It is a hard thing to hear and often a fair one.
Examples in a sentence
Other ways to say it: it is your own fault, you brought it on yourself, nobody else did this.
Meaning
In short: Cause your own trouble.
In detail: Neutral and slightly cold. It is usually said by someone who warned you.
Examples in a sentence
Other ways to say it: ask for it, have only yourself to blame, make your own trouble.
Meaning
In short: Lose something valuable while trying to get rid of something bad.
In detail: Neutral and cautionary. It is common in reforms and reorganisations, and it is a regret waiting to happen.
Examples in a sentence
Other ways to say it: overcorrect, lose the good with the bad, go too far.
Meaning
In short: Cause you problems long after you did it.
In detail: Neutral and slightly ominous. It is a warning about decisions whose cost arrives late.
Examples in a sentence
Other ways to say it: catch up with you, come home to roost, return to bite you.
Meaning
In short: Your past actions finally cause consequences.
In detail: Neutral and slightly gleeful when said by someone else. It implies the consequences were always coming.
Examples in a sentence
Other ways to say it: it catches up with you, come back to haunt you, pay the price.
Meaning
In short: Accept what follows from what you did.
In detail: Neutral and serious. It is used seriously in workplaces and courts, so it carries weight.
Examples in a sentence
Other ways to say it: face the music, take your punishment, own it.
Meaning
In short: Receive the punishment you deserved.
In detail: Informal and satisfied. It is said about someone else, almost never about yourself, and it always implies justice.
Examples in a sentence
Other ways to say it: get what is coming to you, get your just deserts, be paid back.
Meaning
In short: The uncomfortable feeling of having done wrong.
In detail: Neutral and internal. It is the private half of regret, and it makes people behave strangely.
Examples in a sentence
Other ways to say it: a bad conscience, guilt, a weight on your mind.
Meaning
In short: Something you cannot stop thinking about.
In detail: Neutral and heavy. It is a gentler, more sympathetic way of describing guilt.
Examples in a sentence
Other ways to say it: weigh on you, prey on your mind, hang over you.
Meaning
In short: You made a mistake and it taught you something.
In detail: Informal and forgiving. It is the gentlest phrase here, and it is often said with a shrug.
Examples in a sentence
Other ways to say it: you live and learn, chalk it up to experience, lesson learned.
Meaning
In short: Understand a mistake well enough not to repeat it.
In detail: Neutral and definite. It is often used in the negative, about people who clearly have not.
Examples in a sentence
Other ways to say it: learn from it, never again, take the lesson.
Meaning
In short: Learn something through painful experience.
In detail: Neutral and rueful. It usually implies you were warned and did not listen.
Examples in a sentence
Other ways to say it: learn through experience, find out for yourself, get your fingers burnt.
Meaning
In short: Accept a loss as a lesson and move on.
In detail: Informal and practical. It is a way of drawing a line under something and refusing to dwell.
Examples in a sentence
Other ways to say it: put it down to experience, take the lesson, move on.
Meaning
In short: Treat a bad outcome as something you have learned from.
In detail: British and gentle. It is the same idea as chalking it up, and it is what people say to comfort each other.
Examples in a sentence
Other ways to say it: chalk it up to experience, learn from it, let it go.
Meaning
In short: Suffer a loss that makes you cautious afterwards.
In detail: British and specific. It usually involves money or trust, and the burn is what changes your behaviour.
Examples in a sentence
Other ways to say it: be badly burnt, learn the hard way, take a hit.
Meaning
In short: One bad experience makes you cautious forever.
In detail: A saying, and gently sympathetic. It explains behaviour rather than criticising it.
Examples in a sentence
Other ways to say it: never again, be more careful now, learn from experience.
Meaning
In short: A promise to yourself not to repeat something.
In detail: Informal and emphatic. It is a complete sentence, and it usually ends a story.
Examples in a sentence
Other ways to say it: not a second time, I have learned, once was enough.
Meaning
In short: Do something to repair the harm you caused.
In detail: Neutral and moral. It is action, not apology, and that is what makes it serious.
Examples in a sentence
Other ways to say it: put things right, make it up to someone, atone.
Meaning
In short: Admit what you did.
In detail: Informal and honest. It is the first step out of regret, and it is the hardest one.
Examples in a sentence
Other ways to say it: admit it, come clean, hold your hands up.
Meaning
In short: Accept humiliation in order to do the right thing.
In detail: Neutral and difficult. It is what you do before you apologise, and it is the reason most people do not.
Examples in a sentence
Other ways to say it: put your pride aside, humble yourself, back down.
Meaning
In short: Do not waste time regretting what cannot be changed.
In detail: Neutral and practical, and almost always used as advice to stop, not as a description of feeling. It is a phrase for the person watching, not for the person suffering.
Examples in a sentence
Other ways to say it: what is done is done, move on, look forward.
Meaning
In short: The past is fixed and cannot be changed.
In detail: Slightly formal and final, with a Shakespearean flavour. It is heavier than “spilt milk”, and it fits real damage.
Examples in a sentence
Other ways to say it: it cannot be changed, the past is the past, it is done.
Meaning
In short: Take precautions rather than risk regret.
In detail: A saying, and the most practical advice on this page. It is the phrase for avoiding regret rather than feeling it.
Examples in a sentence
Other ways to say it: play it safe, take no chances, err on the side of caution.
Meaning
In short: Doing it late is better than not doing it at all.
In detail: A saying, and it can be warm or pointed. Said with a raised eyebrow, it is a criticism.
Examples in a sentence
Other ways to say it: at last, finally, it is not too late.
Meaning
In short: Accept the situation, because it cannot be changed.
In detail: Informal and modern, and increasingly common. It can be genuine acceptance or a way of refusing to discuss something.
Examples in a sentence
Other ways to say it: that is life, what is done is done, accept it.
Meaning
In short: Leave what has happened behind you.
In detail: Informal and forgiving. It is usually said to end a conversation about something old.
Examples in a sentence
Other ways to say it: water under the bridge, let it go, move on.
Meaning
In short: Refuse to look back with regret.
In detail: Informal and defiant, and it appears on a great many tattoos. Whether anyone truly means it is another question.
Examples in a sentence
Other ways to say it: no regrets, live without regret, never look back.
Three quick exercises. Answer everything, then hit "Check my answers" for your score.
Choose the idiom that completes each sentence.
Which idiom fits the situation best?
English splits regret in two: actions you took, and chances you let pass. Tap the kind each idiom belongs to.
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Each week, I share practical idioms, real-life example sentences, and simple tips to help you sound more like a native speaker. It’s free to join, and always will be.
By submitting this form, you’ll be signed up to my free newsletter, which sometimes includes mentions of my books, apps and courses. You can opt-out at any time with no hard feelings 😉 Here’s our privacy policy if you like reading.