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17 Conversations Every Couple Must Have At the Age of 40

Updated on July 24, 2025 by TMM Staff · Dating & Confidence

A happy middle-aged woman hugging a laughing man outdoors.
©Getty Images/Unsplash.com

When the age of 40 rolls around, life feels kind of different. Not the “bad” different, but just more… full. Careers, kids (maybe), mortgages, aging parents, health stuff sneaking up here and there. It’s like suddenly the stakes are higher, yet also, weirdly, you care more about what really matters. That’s exactly why couples at this age need to talk about the big, the small, and everything in between.

So here are 17 conversations every couple should absolutely have once they hit 40. Some are serious, some are kind of funny, but all of them are worth having.

Table of Contents

Toggle
  • 1. Where do we really want to live now?
  • 2. How do we feel about our jobs?
  • 3. Are we saving enough for the future?
  • 4. How healthy are we, really?
  • 5. Do we still feel connected emotionally?
  • 6. What does intimacy look like for us now?
  • 7. Are we parenting the way we want to?
  • 8. How do we want to spend our free time?
  • 9. What traditions do we want to keep or start?
  • 10. Are we managing stress well as a team?
  • 11. Who are the people we really want in our lives?
  • 12. How do we want to celebrate milestones now?
  • 13. What are our bucket list dreams now?
  • 14. How do we feel about our roles in the household?
  • 15. Are we nurturing our individual identities?
  • 16. How do we want to give back or make an impact?
  • 17. What kind of legacy do we want to leave?

1. Where do we really want to live now?

A cardboard box labeled “Kitchen” among other moving boxes in an empty room.
©Faruk Tokluoğlu/Unsplash.com

By 40, the home that once seemed perfect might start to feel a little too big. Or too small. Or just… off. Couples often realize that what suited them in their 20s or 30s doesn’t quite fit anymore. Talking about where to plant roots next can feel both exciting and a little intimidating.

Well, it’s also about imagining what your day-to-day would look like somewhere else. Would you rather feel the hum of the city again or hear crickets at night in the countryside?

2. How do we feel about our jobs?

A couple cuddled on a sofa looking at a laptop.
©Getty Images/Unsplash.com

Most people hit 40 and start questioning if their career is still the right fit. Maybe one of you secretly wants to quit and open a food truck. Or go back to school. Or just retire early (ha, good luck).

It’s worth checking in about how each of you feels heading into this next phase of work. You know, the kind of chat where you’re brutally honest but also a little bit hopeful. Because dreaming doesn’t stop just because you’ve got some gray hairs.

3. Are we saving enough for the future?

A person holding a glass jar filled with dollar bills.
©Karolina Grabowska/Unsplash.com

Not exactly the most interesting of topics, but boy, is it important. Around 40 is when retirement savings (or lack thereof) start feeling real.

The conversation doesn’t have to turn into a spreadsheet marathon. Just openly discussing what you both want for your later years, and how much you’re actually socking away, can set the tone for smarter choices. Nobody likes surprises when it comes to money.

4. How healthy are we, really?

A doctor in a white coat consulting a patient.
©JSB Co./Unsplash.com

Health takes center stage after 40. Bodies creak. Knees complain. Cholesterol numbers seem to have a mind of their own. Couples should talk frankly about what’s going on and what might need attention.

Whether it’s scheduling those dreaded check-ups, cooking better meals, or actually using that gym membership (instead of just paying for it), agreeing to prioritize wellness together can feel pretty powerful.

5. Do we still feel connected emotionally?

A couple silhouetted by a lakeshore at dusk.
©Ryan Jacobson/Unsplash.com

Life has a way of making partners drift a little, especially when juggling kids, careers, and, well, life. At 40, it’s worth asking whether you still feel seen and heard by each other.

Sometimes, just voicing the question “Are we good?” can open up some surprisingly tender moments. Maybe it’s time to plan more date nights. Or just to hug a little longer when you walk in the door. Little things still matter.

6. What does intimacy look like for us now?

A couple in white bathrobes cuddling on a bed.
©Getty Images/Unsplash.com

Yeah, let’s go there. Bedroom intimacy changes at 40. Energy levels, hormones, stress, they all mess with what used to come naturally. Talking about it isn’t always easy, but it’s better than letting it fizzle silently.

Some couples find they actually enjoy intimacy more at this age because they know each other better. Others need to get creative. Either way, discussing desires and comfort levels can actually bring you closer.

7. Are we parenting the way we want to?

A family of four sitting on an outdoor basketball court with a basketball.
©Getty Images/Unsplash.com

If you have kids, 40 is prime time to reassess how you’re raising them. Are you being the kind of parents you want to be? Do you agree on boundaries, discipline, all that fun stuff?

Even if the kids are older or already out of the house, it’s good to check in on how you support them, and each other, through the chaos. Sometimes parenting also means agreeing to not talk about the kids 24/7.

8. How do we want to spend our free time?

A young family with their baby on the front porch.
©Jennifer Kalenberg/Unsplash.com

Somewhere along the way, weekends turned into errands and binge-watching shows you don’t even like that much. Around 40, many couples realize they miss doing actual stuff together.

Whether it’s hiking, cooking, traveling, or even just playing board games, finding ways to enjoy each other’s company outside the usual routine can recharge your bond. Plus, it gives you something to laugh about later.

9. What traditions do we want to keep or start?

A child holding a plate as someone serves grilled vegetables from a barbecue.
©Getty Images/Unsplash.com

Traditions give meaning to a family’s life. They make holidays brighter and random weekends more memorable. But some of the old ones might feel stale by now.

Talking about what rituals actually bring you joy, and which ones just feel obligatory, can help you craft new, meaningful moments. You might even invent something silly that becomes “your thing” forever. Like pancake Sundays. Or road trips with zero planning.

10. Are we managing stress well as a team?

A family having breakfast as a woman pours orange juice.
©Jimmy Dean/Unsplash.com

Stress doesn’t magically disappear when you hit 40. In fact, it often multiplies. Work, aging parents, financial worries, you name it.

Having a chat about how each of you deals with stress and how you can help each other through it can go a long way. Sometimes just saying “hey, I’m burnt out” and having your partner step in makes all the difference.

11. Who are the people we really want in our lives?

A multi-generational family cooking together outdoors.
©Getty Images/Unsplash.com

Friendships evolve. Some fade naturally. Others stick around even when they’re more draining than fun.

Couples can benefit from checking in on their social circle. Which friends bring out the best in you both? Which ones feel more like work than joy? Crafting a circle of people who actually lift you up? Golden.

12. How do we want to celebrate milestones now?

A group of guests clinking glasses at a formal dinner table.
©Elene Photography/Unsplash.com

Remember how birthdays used to mean staying out all night? Now, maybe a fancy dinner feels more like it. Or a weekend getaway. Or heck, just sleeping in.

Talking about how you both like to mark milestones, big and small, helps avoid mismatched expectations. Nobody wants to feel let down on their special day because the other person didn’t know what mattered.

13. What are our bucket list dreams now?

A couple with suitcases standing outside an airport looking at a map.
©Getty Images/Unsplash.com

At 40, the idea of a bucket list can feel more urgent somehow. Places you’ve always wanted to see. Skills you’ve always wanted to pick up.

Sharing those dreams and figuring out which ones you can tackle together keeps life feeling a little adventurous. Because really, it’s never too late for something new.

14. How do we feel about our roles in the household?

A man vacuuming a hardwood floor in a living room.
©Sandra Seitamaa/Unsplash.com

Let’s be honest, resentment can bubble up over who does what around the house. Even in the best relationships.

Taking time to talk about whether the workload feels fair and what might need to shift can save a lot of silent sighing and slammed cabinet doors. Sometimes, just saying it out loud lightens the load.

15. Are we nurturing our individual identities?

A group of four men standing outside, laughing and chatting.
©Michael T/Unsplash.com

Being a couple is wonderful, but well.. it’s easy to lose sight of who you are outside the relationship.

Checking in about hobbies, friendships, personal goals, the stuff that makes each of you feel alive as an individual, actually strengthens the partnership. Because nobody wants to feel swallowed up completely.

16. How do we want to give back or make an impact?

A volunteer holding a young sapling outdoors with a woman in the background.
©Ahmet Kurt/Unsplash.com

For some people, turning 40 sparks a desire to contribute beyond themselves. Volunteering, mentoring, supporting a cause, it’s worth asking what would feel meaningful to both of you.

Even small gestures can create a sense of purpose and connection, both to each other and to the larger community.

17. What kind of legacy do we want to leave?

A smiling man and woman in business attire walking arm in arm down a city street.
©Getty Images/Unsplash.com

Big question, right? But it pops up anyway. Around this age, people start thinking about what they’re leaving behind, not just money or possessions, but values, memories, and stories.

Talking about the kind of mark you want to leave, for kids, family, friends, or even just each other, can spark some pretty deep and beautiful conversations. It’s like writing your own story together.

Dating & Confidence Everlane

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About TMM Staff

The Modest Man staff writers are experts in men's lifestyle who love teaching guys how to live their best lives.

If an article is published under TMM Staff, that means multiple writers worked on it. For example, sometimes several of us have experience with a certain brand, so we collaborate to publish a more thorough review.

Or, if an article was originally written by one person, but then it was updated by someone else, we'll re-publish it under TMM Staff.

Remember: all of our articles (including those below) are written by real people with decades of combined experience in men's fashion and lifestyle topics.

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