Conversation starters

Questions for Married Couples: 107 for Date Night, Anniversaries and the Years After the Kids Leave

107 questions for couples married 20+ years, each with a follow-up: the early years, date night, after the kids leave, retirement and your anniversary, plus a question picker and a party game.

The most famous questions for couples, the 36 that are supposed to make you fall in love, weren't written for couples. Psychologist Arthur Aron wrote them in 1997 for college students who had just met, and the four minutes of staring into each other's eyes isn't in his study at all. It comes from a 2015 New York Times essay. When researchers later tried the questions on couples, answering them alone together worked no better than small talk. Only the couples who answered them with another couple came away feeling more passion for each other.

Most question lists say they work for year 1 or year 50, then ask about your first year. These 107 are written for year 25: the first apartment, the hard years, the kids leaving, retirement, grandkids and getting older together. Each one comes with a follow-up, because the second question is where the story is.

Draw one at a time with the picker, print the 50 favorites, or skip ahead to the anniversary-party game the kids can host.

Draw a question for tonight

Pick a topic and a mood, or just press Next question. Every question comes with a follow-up. Text it to your spouse for dinner tonight, or copy it.

Topic

Mood

Early years · No. 1

What did you think of me on our first date?

Then ask: What made you say yes to a second one?

Text it

A two-column list of fifty conversation questions for couples married twenty years or more, ending with would you marry me again.
The 50 favorites on one page. Print it for the fridge, or save it to your phone for the next dinner out.

How to ask so it doesn't feel like an interview

After 20 years you know each other's stories, so the trick isn't the question. It's how you ask it.

  • Sit side by side. A car ride, a walk or the dishes. Talking without having to look at each other makes the bigger questions easier.
  • One question, then the follow-up. The first answer is the short version. The follow-up is where the story is, which is why every question here has one.
  • Answer first yourself. It turns a quiz into a trade.
  • Make it a double date. In a 2014 study, couples who answered Aron's closeness questions alone together felt no different afterward from couples who made small talk. Couples who answered them with another couple came away feeling more passion for each other. Tap Good for a double date in the picker for questions that are fun to answer in front of friends.
  • Ask somewhere new. In Arthur Aron's experiments, married couples who did something new and a little exciting together rated their relationship higher afterward than couples who did something familiar. Try a new restaurant, a new trail or a drive you've never taken.
  • Keep at it. When Cornell's Legacy Project asked more than 700 older Americans, married about 40,000 years between them, what makes a marriage last, the advice they gave most was to keep talking.

When a question lands badly

Either of you can say "pass," no reason needed. If an answer stings, try "Thank you for telling me. Do you want me to just listen?" And keep the deep questions, and anything about health, loss or family, for a quiet night at home rather than a busy restaurant.

107 questions for married couples

Nine sets, from the early years to the next 20. Tap Text it to send one to your spouse, or Copy to save it with its follow-up.

Questions about the early years

How you met, the first apartment and the wedding day. Start here: everyone has an answer, and the stories come easily.

  1. 1

    What did you think of me on our first date?

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  2. 2

    What do you remember about the day we met that I've forgotten?

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  3. 3

    When did you know we'd last?

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  4. 4

    What scared you about getting married?

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  5. 5

    What do you remember about our wedding day that nobody took a picture of?

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  6. 6

    What was our first apartment really like?

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  7. 7

    What did we argue about in our first year, and what do we argue about now?

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  8. 8

    What was the first big thing we bought together?

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  9. 9

    What did your parents' marriage teach you?

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  10. 10

    What would you tell us on our wedding day?

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  11. 11

    Which house felt most like home?

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  12. 12

    What was our song back then, and do we have a different one now?

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  13. 13

    What song was No. 1 the week we got married?

    Look up your wedding week's No. 1
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Date night questions for married couples

Light enough for a restaurant table, good enough to keep you talking through dessert.

  1. 14

    Which year of us would you live again?

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  2. 15

    What trip do we still need to take?

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  3. 16

    What's your perfect Saturday?

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  4. 17

    What song makes you think of us?

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  5. 18

    What meal reminds you of us?

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  6. 19

    What's your favorite photo of us?

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  7. 20

    What made you laugh hardest this year?

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  8. 21

    What would we do with a free week?

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  9. 22

    What hobby could we try together?

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  10. 23

    What's the best gift I ever gave you?

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  11. 24

    Which restaurant from our past would you go back to tonight?

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  12. 25

    What's a small thing I did this month that you noticed?

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  13. 26

    Which friends have been there longest?

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  14. 27

    What's something about my childhood you've always wondered about?

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Fun questions for married couples

For when you want to laugh. After 20 years you have the material.

  1. 28

    What's my most annoying habit? (Be kind.)

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  2. 29

    What was our funniest fight?

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  3. 30

    What habit of mine do you secretly love?

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  4. 31

    Which of us is the better driver, honestly?

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  5. 32

    What's the worst haircut I've had since we got married?

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  6. 33

    Which of us would last longer on a desert island?

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  7. 34

    What's the most "us" thing we do that other people find strange?

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  8. 35

    If our marriage were a TV show, what would this season be called?

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  9. 36

    What's a word or saying only the two of us understand?

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  10. 37

    What did I do on one of our trips that you still tease me about?

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  11. 38

    What's the silliest thing we ever spent money on?

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  12. 39

    When did I surprise you most?

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Deep questions for married couples

Save these for a quiet night at home or a long drive, not a crowded restaurant.

  1. 40

    What's the hardest thing we got through?

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  2. 41

    When do you feel closest to me?

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  3. 42

    What do I do that makes you feel loved?

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  4. 43

    How have I changed since we met?

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  5. 44

    How have you changed?

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  6. 45

    What's something you've never told me?

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  7. 46

    What have you forgiven me for?

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  8. 47

    What dream have you put on hold?

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  9. 48

    What are you proud of us for?

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  10. 49

    What's the best decision we made together?

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  11. 50

    What do you worry about that you don't say out loud?

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  12. 51

    When did you feel most supported by me?

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  13. 52

    What did we get right?

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  14. 53

    What do you wish I asked you about more often?

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Questions to reconnect after the kids leave

The house got quieter. These help you find out who you two are now.

  1. 54

    What do you hope the kids learned from us?

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  2. 55

    Which memory with the kids do you never want to lose?

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  3. 56

    Who were we before the kids, and who are we now?

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  4. 57

    What did we stop doing when the kids came that we should start again?

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  5. 58

    What do you miss about a full house?

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  6. 59

    What should we do with their old rooms?

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  7. 60

    What do you miss about being young?

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  8. 61

    What don't you miss at all?

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  9. 62

    What tradition should we start?

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  10. 63

    What would you like more of?

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  11. 64

    What small thing could I do every day?

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  12. 65

    What do you want to learn about me that there wasn't time for before?

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Questions about retirement and the next 20 years

Where you'll live, what a Tuesday looks like when nobody has to be at work, and what's still on the list.

  1. 66

    What do you want our next 20 years to look like?

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  2. 67

    Where do you want to retire?

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  3. 68

    What's at the top of your bucket list?

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  4. 69

    What do you love about getting older together?

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  5. 70

    What will a normal Tuesday look like when we're both retired?

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  6. 71

    How much time together is just right, and how much apart?

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  7. 72

    What do you want to be doing at 80?

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  8. 73

    What should we get rid of before we're older: stuff, habits or worries?

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  9. 74

    What's one thing you want to learn when there's finally time?

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  10. 75

    What promise would you make me today?

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  11. 76

    How do you want to celebrate our 50th?

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Questions about grandkids, parents and taking care of each other

The family keeps growing, your parents are getting older and so are you. Gentle questions for a quiet evening.

  1. 77

    What kind of grandparent do you want to be?

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  2. 78

    What should our grandkids know about how we met?

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  3. 79

    How are you doing with your mom and dad getting older?

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  4. 80

    When you're not feeling well, what helps most?

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  5. 81

    Which of our parents' habits do you see in us now?

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  6. 82

    What family recipe or story has to be passed down?

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  7. 83

    What's the kindest thing I've done for your family?

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  8. 84

    How do you want the holidays to look as the family grows?

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  9. 85

    Who do you miss that you wish could see us now?

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  10. 86

    What do you want us to keep doing for each other as we get older?

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Anniversary questions for couples

Ask these every year on your anniversary and write the answers down. Reading last year's answers is half the fun.

  1. 87

    How should we celebrate our next anniversary?

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  2. 88

    What would you call this past year of us?

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  3. 89

    What went better this year than last?

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  4. 90

    What should we try before our next anniversary?

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  5. 91

    What did you carry this year that I should thank you for?

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  6. 92

    What compliment should I give you more often?

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  7. 93

    Which couple do we admire, and why?

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  8. 94

    What advice would you give newlyweds?

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  9. 95

    What's your favorite thing about our home?

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  10. 96

    If we renewed our vows, what would you promise now that you couldn't have known to promise then?

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  11. 97

    Which line from our wedding vows turned out to be the truest?

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  12. 98

    What would you say in a toast to us?

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  13. 99

    Would you marry me again?

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Faith questions for Christian couples

For couples who share their faith. A good way to end a Sunday.

  1. 100

    When has God felt most present in our marriage?

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  2. 101

    Which prayer for us has been answered?

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  3. 102

    How has your faith changed since our wedding day?

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  4. 103

    What verse or hymn reminds you of us?

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  5. 104

    How can I pray for you this week?

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  6. 105

    Who has shown us what a good marriage looks like?

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  7. 106

    What do you want our faith to look like in the next 20 years?

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  8. 107

    What are you most thankful for in us?

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What couples married 20+ years put in their songs

When someone makes an anniversary song on our site, they tell us about the two of them. We counted what came up in this year's anniversary songs for a husband or wife.

  • Most are long marriages. Of the anniversary songs that say how long the couple has been married, 68% are for 20 years or more. The typical one is 28 years, and 1 in 10 is 50 or more.
  • The kids come up twice as often. 55% of the songs for couples married 20+ years mention their kids, against 23% for couples married under 10 years. Nearly 1 in 5 mention grandkids.
  • The how-we-met story never gets old. 6 in 10 tell it, as often as newer couples do.
  • 1 in 4 mention a hard time they got through together, like an illness, a deployment or a stretch apart.
  • The words people pick most for a spouse of 20+ years: hardworking, best friend, loving and funny.

From the anniversary songs people made on MakeCustomSongs.com for a husband, wife or partner, May 28 to November 8, 2026, counted by the words they used. We never share anyone's story.

That's why the list starts with the early years and has a whole set on grandkids, parents and taking care of each other.

An anniversary party game for couples married 20+ years

It's the newlywed game and the shoe game, rewritten for couples with decades of answers. The kids or grandkids host. You need two chairs, cards and markers for the couple, and about 20 minutes. Every match is a point. Play one couple against their own score, or several couples at once.

Round 1: Then

The host reads a question. Each of you writes your answer on a card, then you turn the cards over together. Every match is a point.

  1. Where did you go on your first date?
  2. Who said "I love you" first?
  3. What was the first car you owned together?
  4. What street was your first home on?
  5. What song did you dance to at your wedding?
  6. Who was more nervous on the wedding day?
  7. Where did you go on your honeymoon?
  8. What was the first meal your spouse cooked for you?
  9. What did you do on your first anniversary?
  10. What was your first pet together, if you had one?

Round 2: Now

Same rules, but every answer is about your spouse today.

  1. What does your spouse order at their favorite restaurant?
  2. What does your spouse always lose?
  3. What's your spouse's favorite TV show right now?
  4. What would your spouse eat every day if they could?
  5. Which chore does your spouse avoid?
  6. Who does your spouse call most, besides you?
  7. What's the first thing your spouse does in the morning?
  8. What's your spouse's favorite saying?
  9. Where would your spouse go on a free weekend?
  10. What's your spouse's idea of a perfect day off?

Round 3: The shoe game

Sit back to back. Each of you holds one of your own shoes and one of your spouse's. The host reads a question and you each raise the shoe of whoever it describes. Matching shoes score a point.

  1. Who's more likely to get lost?
  2. Who apologizes first?
  3. Who's the better cook?
  4. Who falls asleep during movies?
  5. Who cries at weddings?
  6. Who's the better dancer?
  7. Who controls the thermostat?
  8. Who spends longer getting ready?
  9. Who's the bigger kid at heart?
  10. Who fell in love first?
A printable anniversary party game with thirty questions in three rounds for a long-married couple, hosted by their kids or grandkids.
The host sheet: all 30 questions on one page. Print one for the host and keep score on the back.

Questions to ask your parents or grandparents about their marriage

For the toast, the slideshow or a video for their 25th, 40th or 50th. Ask them together and let them argue about the details; that's where the best stories are. Record it on your phone.

  1. How did you two meet, and which of you tells it right?
  2. What did you think of each other the first time?
  3. What do you remember most about your wedding day?
  4. What was your first home like?
  5. What did you two do for fun before we came along?
  6. What was the hardest year, and what got you through it?
  7. What's the secret you'd pass down to us?
  8. What's a story about us kids you've never told?
  9. What song takes you back to when you were dating?
  10. What did your own parents teach you about marriage?
  11. When did you two laugh the hardest?
  12. What's the best trip you ever took together?
  13. What do you love most about each other now?
  14. What do you still want to do together?
  15. What would you tell your younger selves?

Their answers make the song

Bring their answers to us: how they met, the first home, the hard year, what they love now. We'll turn them into an anniversary song in their own story. Free to listen, and you only pay if you love it.

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A song from one couple's answers

Every answer above could be a line in a song. Here's how it works with a made-up couple, Debbie and Ray, married 33 years. These are her answers to five of the questions, and the song below was written from them.

  • What do you remember about the day we met that I've forgotten? Your truck broke down outside the diner where I waited tables. You ordered cherry pie three nights in a row waiting on a part, and you tipped more than the pie cost.
  • What was our first apartment really like? Over the laundromat on Fifth Street. The floor was always warm, and we owned one good pan.
  • What's the hardest thing we got through? The winter the plant closed, with two babies at home. You drove a bread route at 3 a.m. and never once complained.
  • What habit of mine do you secretly love? You still go out first on cold mornings to warm up my car.
  • Would you marry me again? Tomorrow. Same diner, same pie.

Country

Debbie's Song for Ray

Example anniversary song from Debbie to Ray, married 33 years, written from her answers: a broken-down truck outside her diner, cherry pie three nights running, a first apartment over a laundromat and the winter he drove a bread route at 3 a.m.

Example song 0:00
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Example song written from a made-up story. We never share customers' songs.

Turn your answers into your anniversary song

Tell us how you met, the first home and what you love about each other now. You'll hear a free preview in minutes, and you only pay if you love it.

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