Idioms are fun phrases that mean something different from the literal words you say. People use them every day to make talking and writing much more colorful and exciting. In this lesson, you will learn a wonderful collection of idioms related to regret, looking back with sadness, and wishing you could change the past.
In this lesson, we’ll look at idioms for regret that mean feeling sorry, wishing things were different, and coping with past mistakes. Let’s get started and explore some of these helpful expressions.
Idioms for Regret
1. Cry over spilled milk
Meaning: This idiom means wasting time worrying and feeling sorry about a mistake that cannot be changed.
For Example: Dropping your juice is sad, but there is no use crying over spilled milk. / The test score is already posted, so don’t cry over spilled milk.
Other Ways to Say: Worry uselessly / Regret past errors
2. Eat your words
Meaning: This idiom means admitting you were wrong and feeling regretful about what you said earlier.
For Example: When our team actually won the game, he had to eat his words. / Insulting the project plan made him eat his words later.
Other Ways to Say: Admit mistakes / Take back statements
3. Kick yourself
Meaning: This idiom means feeling angry and full of regret over a silly mistake you made.
For Example: Leaving his homework on the kitchen table made him want to kick himself. / Don’t kick yourself too hard over a tiny arithmetic error.
Other Ways to Say: Regret deeply / Be annoyed with yourself
4. Bite your tongue
Meaning: This idiom means stopping yourself from saying something you might regret later.
For Example: She had to bite her tongue during the argument so she wouldn’t say something unkind. / Learning to bite your tongue prevents future regret.
Other Ways to Say: Stay quiet / Hold your words
5. Swell of remorse
Meaning: This idiom describes a sudden, heavy wave of regret washing over your heart.
For Example: A heavy swell of remorse hit him after he accidentally broke his sister’s toy. / Apologizing helped ease his sudden swell of remorse.
Other Ways to Say: Wave of regret / Deep sorrow
6. Bitter pill to swallow
Meaning: This idiom describes accepting an unpleasant regret or a hard reality.
For Example: Losing the championship game by one point was a bitter pill to swallow. / Realizing he made the wrong choice was a bitter pill to swallow.
Other Ways to Say: Unpleasant truth / Hard acceptance
7. Hindsight is twenty-twenty
Meaning: This idiom means it is very easy to see what you should have done only after something goes wrong.
For Example: We lost the game because we didn’t practice defense, but hindsight is twenty-twenty. / Hindsight is twenty-twenty when looking back at old mistakes.
Other Ways to Say: Clear after the fact / Easy to see later
8. Rue the day
Meaning: This idiom means deeply regretting an action you took in the past.
For Example: He knew he would rue the day he decided to skip studying for the history test. / Ignoring safety rules will make you rue the day.
Other Ways to Say: Deeply regret / Be sorry later
9. Turn back the clock
Meaning: This idiom means wishing you could go back in time to change a past mistake.
For Example: If he could turn back the clock, he would have started studying much earlier. / We all wish we could turn back the clock sometimes.
Other Ways to Say: Rewind time / Change the past
10. Heavy heart
Meaning: This idiom describes feeling sad, sorrowful, and full of regret inside.
For Example: She walked away from the argument with a heavy heart full of regret. / Apologizing helped lighten his heavy heart.
Other Ways to Say: Sad feeling / Sorrowful mood
11. Burden of regret
Meaning: This idiom describes carrying the heavy emotional weight of a past mistake.
For Example: Confessing the secret helped lift the heavy burden of regret from his shoulders. / Don’t let past errors become a permanent burden of regret.
Other Ways to Say: Emotional weight / Sorrowful burden
12. Haunted by what ifs
Meaning: This idiom means constantly overthinking past choices and wishing you had done things differently.
For Example: Make your choice and move forward instead of being haunted by what ifs. / Dwelling on old mistakes leaves you haunted by what ifs.
Other Ways to Say: Regretful thinking / Overthinking history
13. Eat humble pie
Meaning: This idiom means admitting you were wrong and apologizing with deep regret.
For Example: After boasting that he could win easily, he had to eat humble pie. / Apologizing for bragging means eating humble pie.
Other Ways to Say: Admit defeat / Apologize humbly
14. Face the music
Meaning: This idiom means accepting the unpleasant consequences of a mistake you regret making.
For Example: Breaking the window meant he had to face the music and tell his parents. / Take responsibility for your actions and face the music.
Other Ways to Say: Accept consequences / Handle trouble
15. Make a clean breast of it
Meaning: This idiom means confessing a past mistake honestly to get rid of regret.
For Example: He decided to make a clean breast of it and tell the teacher the truth. / Confessing your error helps make a clean breast of it.
Other Ways to Say: Confess honestly / Tell the truth
16. Clear your conscience
Meaning: This idiom means relieving your regret and guilt by confessing a wrongdoing.
For Example: Returning the lost book helped him clear his conscience. / Apologizing is the best way to clear your conscience.
Other Ways to Say: Ease guilt / Make amends
17. Live to regret it
Meaning: This idiom means making a hasty choice that will cause long-term sadness and sorrow.
For Example: If you break the school rules, you will live to regret it later. / Think carefully before acting so you don’t live to regret it.
Other Ways to Say: Face future regret / Cause lasting sorrow
18. Wish you had never been born
Meaning: This idiom dramatically describes feeling intense, overwhelming regret over a terrible mistake.
For Example: Making such a massive error made him feel like he wished he had never been born. / Don’t let minor mistakes make you feel dramatic sorrow.
Other Ways to Say: Feel extreme regret / Overwhelming sorrow
19. Sackcloth and ashes
Meaning: This idiom describes showing deep, traditional sadness and sorrow for a terrible mistake.
For Example: After forgetting his mother’s birthday, he sat in metaphorical sackcloth and ashes. / Showing true remorse beats sitting in sackcloth and ashes.
Other Ways to Say: Deep mourning / Extreme regret
20. Remorseful
Meaning: This idiom or descriptive word means feeling deeply sorry for a past action.
For Example: The student looked genuinely remorseful after breaking the classroom rule. / Apologizing while remorseful shows true maturity.
Other Ways to Say: Sorry / Regretful
21. Penitent
Meaning: This idiom or descriptive word means feeling sorrow and wanting to make amends for wrongdoing.
For Example: The penitent child offered to clean the desk he had scribbled on. / Showing a penitent attitude helps rebuild trust.
Other Ways to Say: Sorry / Seeking forgiveness
22. Rueful
Meaning: This idiom describes expressing sorrow or regret in a slightly humorous or quiet way.
For Example: He gave a rueful smile when his broken cookie fell on the floor. / Realizing his silly mistake brought a rueful laugh.
Other Ways to Say: Regretful smile / Sorrowful expression
23. Hang your head
Meaning: This idiom means feeling so ashamed and regretful that you lower your face in sadness.
For Example: He had to hang his head in shame after being caught cheating on the quiz. / Don’t hang your head forever; learn from the mistake.
Other Ways to Say: Feel ashamed / Show regret
24. Red-faced
Meaning: This idiom describes blushing from embarrassment and regret over a public mistake.
For Example: Calling the teacher by the wrong name left him red-faced with regret. / Making a silly speech error left her red-faced.
Other Ways to Say: Embarrassed / Blushing
25. Foot in mouth
Meaning: This idiom describes saying something foolish that you immediately regret.
For Example: Mentioning the surprise party early meant he had his foot in his mouth. / Thinking before speaking stops you from putting your foot in your mouth.
Other Ways to Say: Say something silly / Speak regretfully
26. Wish you could swallow your words
Meaning: This idiom means desperately wanting to take back an unkind thing you just said.
For Example: As soon as the insult left his mouth, he wished he could swallow his words. / Think first so you never wish you could swallow your words.
Other Ways to Say: Take back speech / Regret talking
27. Kick yourself for
Meaning: This idiom means blaming yourself repeatedly for missing a great chance or making a blunder.
For Example: She kicked herself for forgetting to check her math answers before turning the test in. / Don’t kick yourself for missing the bus.
Other Ways to Say: Blame yourself / Regret
28. Curse your luck
Meaning: This idiom means feeling frustrated and regretful about unfortunate outcomes.
For Example: Dropping his ice cream cone made him want to curse his luck. / Don’t curse your luck when things go wrong; try again.
Other Ways to Say: Complain about fortune / Regret outcomes
29. Bitter pill
Meaning: This idiom describes an unpleasant regret or difficult truth you must accept.
For Example: Failing the audition was a bitter pill to accept after practicing for weeks. / Accepting the blame was a bitter pill.
Other Ways to Say: Unpleasant truth / Hard regret
30. Soul-searching
Meaning: This idiom means thinking deeply about your past actions and regrets to improve yourself.
For Example: After the argument, he did some soul-searching to figure out why he lost his temper. / Quiet soul-searching helps clear past regret.
Other Ways to Say: Deep reflection / Self-examination
31. Repent
Meaning: This idiom or action word means feeling sorry for past sins or mistakes and vowing to change.
For Example: The character in the story vowed to repent for his unkind behavior. / Recognizing mistakes helps you repent and do better.
Other Ways to Say: Feel remorse / Change ways
32. Regret to inform
Meaning: This idiom is a formal phrase used when delivering disappointing or sad news.
For Example: The letter began with, we regret to inform you that the trip is canceled. / Saying we regret to inform sounds very formal.
Other Ways to Say: Sorry to report / Unhappy news
33. Sorely regret
Meaning: This idiom means feeling intense, powerful sorrow over a past decision.
For Example: He knew he would sorely regret skipping practice before the championship game. / Breaking the promise was something she would sorely regret.
Other Ways to Say: Deeply regret / Wish undone
34. Pang of guilt
Meaning: This idiom describes a sudden, sharp feeling of regret and wrongness in your chest.
For Example: A sharp pang of guilt hit him when he ate the last cookie without asking. / Hearing her friend’s sadness caused a pang of guilt.
Other Ways to Say: Sudden regret / Twinge of conscience
35. Twinge of regret
Meaning: This idiom describes a brief, sharp feeling of sorrow over a choice.
For Example: She felt a slight twinge of regret as she packed away her old childhood toys. / Selling his bicycle brought a twinge of regret.
Other Ways to Say: Small regret / Brief sorrow
36. Guilty conscience
Meaning: This idiom describes the nagging feeling of regret that bothers you when you do something wrong.
For Example: Keeping the secret gave him a guilty conscience all afternoon. / Confessing clears a guilty conscience.
Other Ways to Say: Inner guilt / Regretful mind
37. Conscience pricks
Meaning: This idiom describes your inner sense of right and wrong causing small stings of regret.
For Example: Ignoring his chores caused his conscience pricks to bother him. / Listen when your conscience pricks you to do right.
Other Ways to Say: Inner guilt / Conscience stings
38. Prick of remorse
Meaning: This idiom describes a sudden, sharp prick of sorrow for a minor wrongdoing.
For Example: Taking the extra sticker gave him a quick prick of remorse. / A small prick of remorse led to a fast apology.
Other Ways to Say: Sudden regret / Twinge of guilt
39. Stain on your record
Meaning: This idiom describes a past mistake or regretful action that mars an otherwise good reputation.
For Example: Getting detention felt like a permanent stain on his school record. / One mistake doesn’t have to be a stain on your record.
Other Ways to Say: Bad mark / Reputation blemish
40. Spot on your reputation
Meaning: This idiom describes a shameful event or regretful choice that harms how people view you.
For Example: Cheating on the test left an unfortunate spot on his reputation. / Guard your actions so you leave no spot on your reputation.
Other Ways to Say: Blemish / Damage to name
41. Wish you had stayed home
Meaning: This idiom jokingly describes regretting going to a boring or disastrous event.
For Example: After getting caught in the rain without an umbrella, we wished we had stayed home. / The boring lecture made us wish we had stayed home.
Other Ways to Say: Regret going / Wish absent
42. Wish you had thought twice
Meaning: This idiom means wishing you had paused to consider the consequences before acting.
For Example: Leaping off the rock wall made him wish he had thought twice. / Always wish you had thought twice before speaking angrily.
Other Ways to Say: Regret acting / Think before doing
43. Repining
Meaning: This idiom or descriptive word means feeling and expressing low-spirited regret or discontent.
For Example: Stop repining over lost toys and look forward to new adventures. / Spending hours repining won’t change yesterday.
Other Ways to Say: Complaining sadly / Regretting idly
44. Mourning the past
Meaning: This idiom means spending too much time feeling sorrowful about yesterday’s mistakes.
For Example: Spend your energy studying today instead of mourning the past. / Moving forward beats mourning the past.
Other Ways to Say: Regretting history / Dwelling on old times
45. Wistful regret
Meaning: This idiom describes a gentle, soft sadness and longing for things you cannot change.
For Example: Looking at old baby photographs brought a wistful regret to her eyes. / He felt a wistful regret when summer vacation ended.
Other Ways to Say: Gentle longing / Soft sorrow
46. Sigh of regret
Meaning: This idiom describes breathing out a soft, audible sound of sorrow over a missed chance.
For Example: Letting the baseball fly past for a strike brought a quiet sigh of regret from the batter. / She let out a sigh of regret.
Other Ways to Say: Sorrowful breath / Regretful sigh
47. Weep over
Meaning: This idiom means crying and feeling intense sorrow over a past loss or error.
For Example: Don’t weep over broken dishes; accidents happen to everyone. / He didn’t want to weep over lost toys.
Other Ways to Say: Cry about / Mourn
48. Lament
Meaning: This idiom or action word means passionately expressing sorrow, regret, or grief.
For Example: The poet began to lament the passing of the warm summer days. / Stop trying to lament past mistakes and fix them.
Other Ways to Say: Express sorrow / Mourn
49. Rueful admission
Meaning: This idiom describes confessing a mistake with a mix of regret and humor.
For Example: Making a rueful admission, he confessed he ate the last cupcake. / Her rueful admission made everyone laugh.
Other Ways to Say: Regretful confession / Sorry admission
50. Own up to
Meaning: This idiom means admitting your mistake honestly to clear your regret.
For Example: It takes courage to own up to breaking the vase. / Always own up to your errors rather than hiding them.
Other Ways to Say: Confess / Take responsibility
51. Face the music of your mistakes
Meaning: This idiom means accepting the unpleasant outcomes of actions you regret.
For Example: Stealing cookies meant he had to face the music of his mistakes. / Take responsibility and face the music of your mistakes.
Other Ways to Say: Accept consequences / Handle trouble
52. Wear sackcloth and ashes
Meaning: This idiom metaphorically means showing extreme public sorrow and regret for a blunder.
For Example: Losing the match didn’t mean we needed to wear sackcloth and ashes. / Learn from failure instead of wearing sackcloth and ashes.
Other Ways to Say: Show deep mourning / Over-regret
53. Bitter regret
Meaning: This idiom describes harsh, painful sorrow over a past action that cannot be undone.
For Example: Lying to his parents filled his heart with bitter regret. / Avoid bad choices to escape bitter regret.
Other Ways to Say: Harsh sorrow / Painful regret
54. Deep-seated regret
Meaning: This idiom describes a long-lasting, permanent feeling of sorrow planted deep inside.
For Example: Hurting his friend’s feelings left him with deep-seated regret for years. / True apologies help heal deep-seated regret.
Other Ways to Say: Lasting sorrow / Deep remorse
55. Gnawing regret
Meaning: This idiom describes a constant, uncomfortable feeling of guilt that bothers your mind.
For Example: A gnawing regret kept him awake after he forgot to feed the class hamster. / Apologizing stopped the gnawing regret.
Other Ways to Say: Constant guilt / Nagging sorrow
56. Eat your heart out with regret
Meaning: This idiom means making yourself miserable by worrying excessively over past mistakes.
For Example: Don’t eat your heart out with regret over a missed goal; try harder next time. / Move on instead of eating your heart out with regret.
Other Ways to Say: Torture yourself with regret / Agonize
57. Bitter pill of regret
Meaning: This idiom describes the unpleasant experience of accepting a major mistake.
For Example: Swallowing the bitter pill of regret helped him learn how to make better choices. / Accepting failure is a bitter pill of regret.
Other Ways to Say: Unpleasant acceptance / Hard regret
58. Wish you had taken another path
Meaning: This idiom means regretting a decision that led to negative consequences.
For Example: Getting lost in the woods made us wish we had taken another path. / Bad choices make you wish you had taken another path.
Other Ways to Say: Regret choice / Wish for change
59. Hindsight vision
Meaning: This idiom playfully describes how clearly you see mistakes only after they happen.
For Example: Using hindsight vision, we realized we should have brought extra water. / Hindsight vision is always clear.
Other Ways to Say: Clear later / Post-mistake clarity
60. Lesson learned
Meaning: This idiom describes turning a regretful mistake into valuable wisdom for the future.
For Example: Spilling paint was messy, but it was a lesson learned about being careful. / Making mistakes is fine as long as it’s a lesson learned.
Other Ways to Say: Wisdom gained / Good takeaway
Exercise to Practice
- Dropping your juice is sad, but there is no use ________.
- When our team actually won the game, he had to ________.
- Leaving his homework on the kitchen table made him want to ________.
- She had to ________ during the argument so she wouldn’t say something unkind.
- A heavy ________ hit him after he accidentally broke his sister’s toy.
- Losing the championship game by one point was a ________.
- We lost the game because we didn’t practice defense, but ________.
- He knew he would ________ the day he decided to skip studying for the history test.
- If he could ________, he would have started studying much earlier.
- She walked away from the argument with a ________ full of regret.
- Confessing the secret helped lift the heavy ________ from his shoulders.
- Make your choice and move forward instead of ________.
- After boasting that he could win easily, he had to ________.
- Breaking the window meant he had to ________ and tell his parents.
- He decided to ________ and tell the teacher the truth.
Answer Key
- crying over spilled milk
- eat his words
- kick himself
- bite her tongue
- swell of remorse
- bitter pill to swallow
- hindsight is twenty-twenty
- rue
- turn back the clock
- heavy heart
- burden of regret
- being haunted by what ifs
- eat humble pie
- face the music
- make a clean breast of it
Conclusion
Learning idioms for regret makes expressing apologies, sorrow, and lessons from past mistakes more meaningful. These expressions help you talk about difficult experiences in a colorful and relatable way. They can also make stories about character growth more engaging and expressive. Using these phrases allows you to describe feelings and past decisions naturally. Try using them when chatting with friends or writing stories at school. With practice, these idioms can make your everyday conversations more thoughtful and lively.








