Ultimate Guide to the Best Family Story Ideas

What do you want your legacy to be?

• Stephen Covey’s funeral exercise asks what others would say about you after you’re gone. It’s uncomfortable but clarifies priorities.
• Life is complex. What 5-10 things would you most want to be remembered for?
• Many family members missed your key moments. Sharing these stories preserves details for future generations.

What are the first things you can remember?

• Those first fuzzy memories typically appear around age 3-4 (sometimes age 2).
• Family members might remember details you’ve forgotten – or confirm if it actually happened.
• Old photos or videos might exist from this time. Do they match your memory?
• What we remember from way back tells us something about what we valued even as tiny humans.

What are the turning points that brought you to where you stand today?

• We all hit crossroads where choosing one direction closes off others – school, cities, jobs, relationships. Which moments redirected your story, and when exactly did they happen?
• What ultimately pushed you toward that decision instead of the alternative?
• Do you ever wonder about those other paths not taken, or are you confident you chose right?

As a parent, what changes do you see as your children grow up?

• Document both the obvious milestones and those tiny shifts only you would notice.
• These moments fade faster than you’d expect – even the ones you swear you’ll remember forever.
• Grandparents crave these updates, hungry for glimpses into lives that change too quickly.
• By capturing these stories now, you are creating a gift for the future – a portal that you and your children can enter to relive these precious times

When have you felt really outside your comfort zone?

• Was it at work, school, or maybe in those early parenting days when nothing felt natural?
• What made it such a challenge – the possibility of failure, judgment, or something unexpected?
• How did it feel after the event?
• What advice can you offer someone pushing themselves outside of their comfort zone?

What was your entry to parenthood actually like?

• How did you learn you’d be a parent?
• Beyond happiness, what else did you feel?
• What challenged you most before the birth?
• What moment from delivery day stands out?
• When did your new role become real?
• What struggle defined those first weeks?

Who asked whom, and how did it go down?

• What led up to this moment that others might not know?
• Did reality match your plan, or did life intervene?
• What was going through both your heads when it happened?
• How did you celebrate afterward?
• Who did you tell first, and how did they react?
• Looking back, would you change anything about it?

What parts of your dating history should be preserved in your family’s story?

• Was there an instant spark, or did feelings grow slowly?
• How did your paths first cross?
• Where did you go on that first real date?
• What thoughts kept running through your mind afterward?
• How did your dating rhythm change as you got serious?
• Which small moments do you still talk about today?

Who do you wish your kids could have known?

• How do you picture them when memories surface unexpectedly?
• What details do you remember from your last time together?
• Which moments with them feel too important to forget?
• What were they known for or proud of?
• How would you help your children understand who they really were?

Which moments from being a kid still make you smile?

• How old were you?
• Who was there?
• Why was it so special?
• Do you have any photos?

Which childhood trips still matter to you as an adult?

• How did it feel leaving home to start your holiday?
• Where did you go?
• What did you love doing?
• If you could pick a single favourite place, where would it be?

Which parts of your earlier life do you wish your kids could experience?

• Not everything improves with time – what actually worked better back then?
• What old-school approaches do you think we gave up too easily?
• Beyond gadgets, how were human connections different when you were growing up?

Which objects carry your family stories?

• Who bought, created or treasured these objects?
• How old are they?
• Where have these objects lived over the years?
• Whose lives have they been a part of?

What did you save for that felt like everything back then?

• What object was so precious you couldn’t bear to be separated from it?
• What clothes made you feel like the person you wanted to be?
• Which album or CD did you most love listening to?
• What big purchase were you most proud of?

What were your biggest travel adventures?

• Travel is one big adventure, but were there special moments that were extra adventurous?
• How did you feel about it before you started?
• Would you do it again?
• Do you have any recommendations for others who are interested in following in your footsteps?

Which countries have you visited or lived in?

• How would you summarise your opinions on each country? What did you like or dislike about them?
• Which countries would you recommend to others?
• What surprised you about the countries that others might find interesting?
• Which are your favourite countries and why?

Where on the map did your important moments happen?

• If your kids or grandkids wanted to stand exactly where you once stood, where would you send them?
• Can you pinpoint it precisely – that specific corner, bench, or doorway
• Why is this place so special for you?

How are you different because of where you’ve been?

• Has seeing different cultures and the way others approach life affected you?
• Has your perspective been changed by seeing places beyond your home town?
• Do you recommend others travel, and if so, why?

Which places have you called home?

• Can you chronologically list the addresses of all past homes?
• What did you like or dislike about these places?
• Would you like to revisit them one day?
• Do you have any photos?

What would shock today’s students about your education?

• What school experiences from your childhood have stopped completely?
• Which subjects were important back then and are rarely studied today?
• What teacher behaviours did you experience that might differ from modern-day teaching?
• How are today’s schools better?

What workplace truths would surprise the next generation?

• Work environments are constantly changing. Not so long ago, health and safety weren’t seen as important, and offices were very formal.
• What changes in working conditions have you experienced over your career?
• What do you miss from the past?
• What changes are you pleased about?

How much of your career happened by accident?

• Have you found yourself landing a job or discovering a career path almost by accident?
• Were you lucky with the people you worked with? Perhaps they helped your progress or taught you valuable lessons?
• Were you lucky with timing – being in the right place at the right time, so you could accept an important project or role?
• Has bad luck played a part in your career? For example, those service industry employees who were hit hard by COVID-19.

What changes have you seen in the beliefs and behaviours of your local community?

• What changes have you observed over time?
• Are they positive or negative changes?
• What direction do you see your community heading in, and how do you feel about that?

How were your younger years different to this generation’s?

• How was your childhood different to the modern-day childhood experience?
• How was parenting different back then?
• What workplace norms have shifted for better or worse since you started working?
• How were social interactions different to today’s?
• What are your opinions on the different generations, such as the Baby Boomers, Gen X or Millennials?

Which inventions actually made your life better?

• What devices appeared during your life that seem normal to kids today?
• How did people cope without them?
• Which tech advances are worth the downsides they brought, and which do you wish were never invented?
• Which future innovations scare you more than they excite you?

What bigger issues do you wish you could fix for your children?

• From world conflicts to poverty and climate change, there are many challenges facing the modern world.
• Zoom in from the world view, and you might have local challenges too, like unemployment, education or housing.
• Which problems concern you the most?
• How would you try to solve such problems?

What modern-day trends excite or concern you?

• Can you think of specific behaviours in modern society that seem positive and hopeful for the future?
• Are there any that concern you?

What do you miss most about the past?

• What precious activities don’t seem to happen any more?
• View old photo albums – what objects, people or activities do you miss?

What does ‘socialising’ look like for you?

• Do you have time with people outside of family and work?
• What do you spend time doing together?
• How often do you get together and where do you go?

What passion or interest could you write a book about?

• Is there something you’re so interested in that you could write a book about it?
• What about a book for children, written in simple terms?

What interested you in the past?

• What subjects caught your interest – perhaps you made related projects about them at school or at home?
• What toys or games were you passionate about?
• What did you watch on TV that always excited you?

How is sport a part of your life?

• Do you play sport?
• Do you watch sports?
• To attend sporting events?

What was your first music purchase?

• Why did you choose that particular album or song for your first purchase?
• Do you remember the feeling of buying your first music?
• What do you think about your first music purchases now?
• How does it compare to buying music now?

What are your all-time top 10’s for music, literature or movies?

• Do they hold a particularly special memory or significance for you?
• Are there any backstories about how you came across these albums, books or movies?
• Are there any lines or scenes that are especially importance for you?

What books, movies, theatre shows, podcasts etc, do you recommend to others?

• What makes them so special for you?
• Do you think they will stand the test of time?

Some of life’s richest memories are being created in your ordinary days.

• What simple moments in your daily life will you want to revisit one day?
• Everyone ages with time. Children transform into teenagers. Older relatives experience the effects of ageing. What interactions with them should you appreciate?
• Will shifts in our world and changing social practices make you look at today with warm recollections?

As a parent, can everyday moments like dinnertime, bath time or bedtime stories be preserved for the future?

• Which daily interactions with your little ones will you long for a decade from now?
• Keep their little voices and childhood conversations. Take videos of ordinary moments that make up your days.
• These records will become treasures you can return to when they’ve grown (you’ll thank yourself later).

Which ‘ordinary’ moments from your past would you most like to relive?

• Perhaps it’s as simple as the carefree feeling you had during childhood.
• Perhaps it’s some ordinary moments spent talking or playing cards with people no longer around.
• Perhaps it’s some ‘me-time’ moments, where every minute counts.

Could school drop-offs, walking into work or other routine moments be worth saving for the future?

• They feel so ordinary, almost too simple to capture… But imagine showing your grown child a video of their tiny self being led into nursery for the first time.
• Picture watching footage of your former colleagues as you step into an office from years ago.
• How many morning drives and workplaces have been part of your story that have now faded from memory?
• Today’s ordinary Tuesday isn’t always going to be ordinary. The world keeps changing, and these everyday scenes might become the windows to a time your heart will long to visit again

Are there children’s pictures, homework sheets or play moments worth preserving for years to come?

• Has your home become a gallery of school papers that feel too special to throw out but too plentiful to organize?
• Save digital copies of their treasured works—whether handmade art, achievement certificates, or images of their carefully built creations.
• Though you can’t hold onto every physical reminder, you can still keep the memory of each accomplishment.

What guidance would you offer to someone worried about their health?

• What health difficulties have you faced, and what did they teach you?
• Have you changed anything about your everyday habits to feel better?
• Do you know of helpful treatments you’d suggest to others?
• Sometimes we ignore warning signs our bodies send us. Do you have any thoughts on this, or times you wish you’d listened sooner?

Which family traits have travelled down through generations in your family?

• It might be visible features—the curve of their chin, the way they walk, or their build.
• It might be what sparks their curiosity or brings them joy.
• It might be their approach to life’s challenges and celebrations.

How might you capture your physical abilities today, to see how they change with time?

• What does moving your body look like in this chapter of your life?
• How many days each week do you set aside for exercise?
• By noting what your body can do right now, you create a marker to look back on as the years unfold.
• When you share these personal fitness snapshots, you give your children and grandchildren a window into your life at their age—a gift no one gave to us.

What health warnings might future members of your family need to know about?

• Which symptoms have appeared in your life that could someday touch theirs too?
• If you’d rather not focus on hereditary conditions, even simple guidance about concerning symptoms can give your family a head start.

What wisdom have you gathered about keeping your mind as healthy as your body?

• How do you try to keep a positive and healthy mindset?
• Have you had any mental health setbacks in the past?
• What caused them and how did you overcome them?

What might other families find silly, strange or amusing about your family?

• What do friends comment about?
• What do guests to your home find peculiar?
• What’s different about your home environment to accommodate your habits?

What traditions or traits, do you hope will continue long after you’re gone?

• Anything special rituals every day, week or month?
• Do you have special times in the year when you do something special?
• What makes them so special or fun?

Which words and phrases have become the soundtrack of your family life?

• Collect those distinctive expressions that belong to the people you love most.
• The words we repeat become more than habit—they become part of the legacy we pass down without even trying.
• Perhaps you’ve caught yourself speaking with borrowed phrases, carrying forward the voices of those who came before you.

Who are your best friends and what role have they played in your life?

• Why were they your best friends?
• How have they had an impact in your life?

Which were the most meaningful or important talks you’ve ever had?

• It might have been a helpful conversation that guided you toward a decision.
• Or maybe the words were tough to hear, but they persuaded you to make a change.
• When did these key conversations take place, with whom, and what was actually said?

Among people your age, who do you look up to and why?

• Which people in your generation have qualities or achievements that you deeply value?
• These could be old friends, professional contacts, or family members of similar age.

Who do you look to when you need an example to follow?

• They could be someone you know and speak with regularly.
• Or someone whose story you’ve only read about.
• Who inspires you, and which qualities do you most hope to mirror?

What foods bring your family together for meaningful occasions?

• Which meals have stood the test of time, becoming the ones everyone hopes you’ll make?
• Do you recall special dishes from your childhood that connected you to family traditions?
• What would you call the quintessential home-cooked meal in your household?

What memorable social occasions have you had at mealtime?

• Look back through old photos to be reminded of special meals you’ve enjoyed.
• It might be a breakfast you enjoyed on holiday with a view to die for.
• What special events or moments happened at a meal table?

If your family wrote a recipe book, what recipes would you include?

• Many families regret not learning from the cooks in their family how to create their favourite family meals.
• It’s all too tempting to sit back and enjoy their delicious food without learning how to prepare it. But doing so comes with a sad reality that you’ll struggle to recreate that meal in the future.
• Talk with your family to identify the most important meals and learn how to make them while you can.
• Learning to cook them will make the meals even more special. When you cook them in the future, you’ll look back on these times fondly.
• Preserve the details with recipes, photos and videos.

Where are your favourite places to eat?

• A regular restaurant that you frequent?
• A place where special events from your past took place?
• Perhaps the first time eating out with your partner or when you were first introduced to a new type of cuisine…

How can family members stay fit and healthy as they get older?

• What do you do to maintain your health?
• Have you seen changes in your health or fitness aims as you’ve aged?
• What is your fitness goal right now?
• How do you balance physical activity with other parts of self-care, like food and mental health?

What guidance could benefit other parents raising children?

• What difficult parenting moments have you faced and how did you handle them?
• Are there any parenting tools or reading materials you’ve found useful?
• Have you started any family traditions or habits that have helped your children grow?

What cooking secrets would have saved you time and trouble?

• What meals would you strongly suggest others learn to make?
• Which recipes does your family ask for again and again?
• Have you made any cooking mistakes that better information could have prevented?
• Are there any food items or cooking tools that have recently changed how you work in the kitchen?
• Do you follow any online cooking guides or tutorials that have improved your skills?

What kid-approved meals would you suggest to other families?

• Have you found any successful ways to deal with food pickiness?
• What dinner ideas never fail in your household?
• Do your children get involved with making any particular meals?

How can we help children navigate the internet safely?

• What insights have your kids mentioned about being online that others should hear?
• What family rules guide screen time in your house, and how effective are they?
• What tips would you share for safeguarding children using digital devices?
• What online threats worry you the most?
• What concerning behaviours might suggest a problem?

How has chance or good fortune shaped your journey?

• What unexpected lucky breaks have changed your path for the better?
• What good things simply landed in your life without you seeking them?
• Have you met important people just when you needed them most?
• Looking at the turning points in your story – how much came down to being in the right place at the right time?

What ideas did you once hold firmly that you’ve since let go?

• What understandings took their place?
• What experiences led you to see things differently?
• How much has this shift in thinking affected your life?

What are you most grateful for right now?

• Gratitude journals are a popular way to positively impact your health and well-being.
• Upon inspection, most people find their lives are filled with so many things to be grateful for, from a roof over their heads to a clean set of clothes.
• Big or small, what are ten things that you feel grateful for today?

What thoughts can you share on coping with the loss of a loved one?

• Who do you miss in your life?
• What do you miss most about them?
• What advice can you offer others about losing loved ones?
• Do you have any recommendations about preparing to lose someone?

What does ‘success’ mean to you?

• There is no ‘wrong’ answer – success can vary between people.
• What would it mean to have success this year?
• What would a successful life look like?

What wisdom would you share with yourself at an earlier age?

• Look back to when you were younger and the hard times you went through. What advice would you have found helpful then?
• Consider also the young people in your family and what they might struggle with today. What guidance could make their path easier?
• Maybe you’re thinking about advice for teenagers, but if you’re older now, wisdom for those in their 30s, 40s, 50s, and 60s matters just as much.

What desires do you have for the family members who will follow you?

• What life do you hope your children and your children’s children will experience?
• What troubles you when thinking about what’s ahead?