Dating in Your 40s

Texting now

What should you text after a good first date in your 40s?

Send a short, specific, warm message within a day that names one real moment from the date and, if you want a second one, says so plainly. Research suggests the other person probably liked you more than you think and will appreciate hearing from you more than you expect.

Text within about a day, keep it short, and make it specific: one real thing you enjoyed, and a plain sentence about seeing them again if you want to. That’s it. You don’t need a strategy, and you probably don’t need to wait.

Why is this so hard to write at 44?

Because the last time you did this with any regularity, you may have been calling a landline and hoping a roommate didn’t pick up. Now you’re holding a phone, standing in your kitchen in your good shirt, drafting and deleting “Had fun!” for the sixth time.

You’re not unusual. Pew Research Center’s 2022 survey found that 37% of U.S. adults ages 30 to 49 have used a dating site or app, so a lot of people your age are navigating the same post-date silence. And plenty of them came back to dating after a long relationship, which means the rules they remember are from another era of phones.

The good news is that the rules have not become complicated. People have just made them feel that way.

Do they actually like me as much as I think?

Probably more. In a 2018 paper in Psychological Science, Erica Boothby, Gus Cooney, Gillian Sandstrom and Margaret Clark found that after conversations, people reliably underestimated how much the other person liked them and enjoyed their company. They called it the liking gap, and it showed up among strangers meeting in a lab, among college dorm mates and among adults at a workshop.

That research wasn’t about dates, and it can’t tell you what one particular person felt. Your date may have had a lovely time and still not want a second one. But it does suggest that your post-date replay, the one where you obsess over the bit where you talked too long about your kitchen renovation, is probably harsher than their memory of the evening.

Should I wait a few days so I don’t seem too eager?

You can, but there’s not much reason to. Research on reaching out points the other way. In a set of studies published in 2023 in the Journal of Personality and Social Psychology, with more than 5,900 participants, Peggy Liu and colleagues found that people consistently underestimated how much others appreciated hearing from them. The gap was biggest when the message was more of a surprise and when the two people didn’t know each other well yet. That describes a first date fairly precisely.

Waiting three days was a rule built for a world where calling felt like a commitment. Now it mostly reads as uncertainty, and you’re both old enough to have stopped finding that charming. Sometime between the cab home and the next evening is fine. Morning is fine. If you’re the one who said “let’s do this again,” following up is just keeping your word.

What should the text actually say?

Three ingredients, and none of them is wit:

  • Thanks. “I had a good time” is not a weak opener. It’s a clear one.
  • One specific moment. The story about their sister’s wedding, the argument over the best diner pie, the waiter who clearly hated you both. Specific tells them you were paying attention.
  • What you want next. If you want a second date, say so, and offer a day or two. Vague (“we should hang out sometime”) makes the other person do the planning and the guessing.

Don’t worry too much about phrasing. In 2018 experiments by Amit Kumar and Nicholas Epley, people writing notes of appreciation fretted about getting the words right and overestimated how awkward the recipient would feel, while recipients mostly responded to the warmth. And in related work, Michael Kardas, Kumar and Epley found that people underestimate how interested others are in hearing something a little more personal. A sincere line lands better than you’d expect. A perfect one isn’t required.

Take Karen, 46. Her draft was four paragraphs, including a disclaimer about being “rusty.” She cut it to: “I had a great time tonight. Still laughing about the parking garage. Free next Friday?” He replied in nine minutes, which she will tell you was eight minutes longer than she would have liked.

What if they don’t reply, or reply flatly?

Give it a day. People have jobs, kids, aging parents and phones on silence. A slow reply is not a verdict.

If you get a warm reply but no answer on plans, you can ask once more, simply. If you get nothing after a couple of days, or a polite “thanks, you too” that sidesteps the invitation, it may mean they’re not interested, or it may mean something else is going on. You can’t know for sure, and you don’t need to. One unanswered follow-up is a reasonable place to stop and let them come to you.

What should I do tonight?

  • Before you text, decide what you want: a second date, more time to see, or a kind no. Write for that, not for how you think you’ll come across.
  • Draft it in under two minutes. Thanks, one specific moment, one clear next step. Then delete one sentence.
  • Send it, then put the phone in another room. Watching a typing bubble is not a hobby.
  • If you’re unsure, sleep on it and decide by tomorrow evening. Unsure is fine. Silence for a week is less fine.
  • If it’s a no, send the short, gracious version. You’d want the same.

What doesn’t the research show?

  • The liking gap studies looked at conversations among strangers, students and workshop participants, not romantic first dates.
  • The reaching-out and gratitude studies measured friendly or appreciative messages, not romantic interest, so they show that warmth tends to be welcomed, not that every message will be returned.
  • None of this predicts how any one person feels about you. It only suggests your worries are likely inflated.

Try it

How did the night actually end?

A hug, and one of you said 'let's do this again'

The intent is out. Make it real.

Someone already said the quiet part. Your text doesn't need to win anyone over, it just needs to turn 'again' into an actual plan before it dissolves into good intentions.

Your next step: Thank them, name one moment you liked, and offer a day or two for round two.

An easy goodbye, no plan, but it felt good

Warm, open, nobody wanted to presume.

Two adults being polite at a curb. It is very common for neither person to want to look too keen, which is exactly why the one who texts first usually gets a pleasant surprise in reply.

Your next step: Send the warm, specific text tonight or tomorrow and say you'd like to see them again.

We stayed out hours later than either of us planned

Strong signal. Keep the tone easy.

Losing track of time is a decent sign you both enjoyed it, though it isn't a guarantee of anything. The risk here is overcorrecting with a paragraph. Match the lightness of the night.

Your next step: Reference the moment you noticed the time, then suggest a next plan.

It was nice, but honestly I'm not sure

Unsure is allowed. Be kind, not vague.

Nice is a real answer at our age, and sometimes a second date is how you find out. If you know it's a no, a short, gracious text beats silence.

Your next step: Decide by tomorrow evening: either suggest a low-key second meet or send a kind close.

This is one moment. BUMIS is for the ones you can't stop thinking about.See your pattern

Steal this text

Say it in your own words, or start from these

  • If you want a second date

    I had a really good time tonight. Still thinking about your story about the camping trip. I'd like to do this again. Are you free Thursday or Saturday?

  • If you want to keep it light

    Home safe. That was the most fun I've had on a Tuesday in a while. Thanks for a great evening.

  • If you're not feeling it

    Thanks again for tonight, I enjoyed meeting you. I don't think we're quite the right match, but I hope you find someone great.

People who talk about this

Labeled by where their authority comes from. Not a ranking, not an endorsement.

  • Credentialed source

Eli J. Finkel

Research on how modern marriage and long term relationships work, and what partners expect from each other.

Professor of Psychology and of Management and Organizations, Northwestern University; director of the Relationships and Motivation Lab · credential source

Profiles last checked October 1, 2026

  • Credentialed source
  • Trending voice

Julie Menanno

How couples get stuck in conflict cycles and how to feel secure with a partner.

Licensed marriage and family therapist (MA, LMFT, LCPC); author of Secure Love · credential source

Profiles last checked October 1, 2026

  • Credentialed source

Justin J. Lehmiller

Research on sex, desire, casual relationships and friends with benefits.

Social psychologist (PhD, Purdue); Senior Research Fellow, The Kinsey Institute, Indiana University · credential source

Profiles last checked October 1, 2026

  • Credentialed source

Lori Gottlieb

What happens in the therapy room, including breakups, dating choices and the stories people tell about love.

Psychotherapist; author of Maybe You Should Talk to Someone and The Atlantic's Dear Therapist column · credential source

Profiles last checked October 1, 2026

All 11 people we point to →

Further reading

From other publishers we trust. The full list

Sources

  1. The Liking Gap in Conversations: Do People Like Us More Than We Think?Psychological Science (Boothby, Cooney, Sandstrom and Clark), 2018Used for: After conversations, people systematically underestimated how much their conversation partners liked them and enjoyed their company; the gap appeared among strangers in the lab, college dorm mates and members of the public at a workshop, held across conversations of varying lengths, and lasted for several months among dorm mates.
  2. The surprise of reaching out: Appreciated more than we thinkJournal of Personality and Social Psychology (Liu, Rim, Min and Min), 2023Used for: Across studies with more than 5,900 participants, people underestimated how much others appreciated being reached out to with a brief message or small gift; the underestimation was larger when the contact was more surprising and when ties were weak, and recipients focused more on their pleasant surprise than initiators predicted.
  3. People underestimate value of sending letters of appreciationUniversity of Chicago (reporting Kumar and Epley, Psychological Science), 2018Used for: In four experiments, people who wrote letters of gratitude underestimated how positive recipients would feel and overestimated how awkward recipients would feel; writers worried about wording while recipients responded to the warmth of the gesture.
  4. We want to have deeper conversations with strangers. Why don't we?Greater Good Science Center, UC Berkeley (reporting Kardas, Kumar and Epley, Journal of Personality and Social Psychology), 2022Used for: Across 12 experiments with more than 1,800 participants, people underestimated how interested strangers would be in their more personal disclosures; deeper conversations felt less awkward and created more connection than participants expected.
  5. Key findings about online dating in the U.S.Pew Research Center, 2023-02Used for: 37% of U.S. adults ages 30 to 49 say they have ever used a dating site or app, compared with 53% of those under 30 (survey of 6,034 U.S. adults, July 2022).
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