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Dating a Man in His 50s?

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What Men in Their 50s Want in a Woman: 10 Honest Answers

If you're dating a man in his 50s, or wondering what men in their 50s want in a woman, you've probably noticed that the advice out there is either twenty years out of date or written for women half your age. So here's a more honest version, based on what men in their fifties actually say when they're asked, rather than what magazines assume.

Some of it will surprise you. Most of it is reassuring. Very little of it has anything to do with looking younger. If you've ever typed "what do older men want" into a search bar late at night, or wondered what men in their 50s are looking for when they read your profile, the short answer is: less than you fear and more than you'd guess.

The ten things

What do men in their 50s want in a woman?

  1. Someone who's interested in his life

    Not impressed by it. Interested in it. A man in his 50s has usually had a career, raised children or wished he had, and lost a few people along the way. The woman who asks a follow-up question, and remembers the answer next week, stands out enormously. It sounds obvious, but a great many first dates are two people taking turns to talk. Being properly curious, about his work, his children, the house he's doing up, makes him feel seen in a way he may not have felt for years.

  2. A woman with her own life

    Men in their 50s are wary of being someone's whole world. They like a woman who has friends, plans and opinions, and who's busy on a Tuesday. It isn't about wanting less of you; it's that a full life is attractive and a little bit of mystery goes a long way. Mention the evening class, the friends you're meeting on Friday, the trip you're planning with your sister. It tells him you're choosing him, not filling a gap.

  3. Humour, more than anything

    Ask men this age what they noticed first about a partner they loved, and a lot of them say she made them laugh. Not jokes, necessarily. Just someone who finds the same things absurd, who can laugh at a burnt dinner or a wrong turning, and who doesn't take a first date too seriously. If you can make each other laugh by the second coffee, most other things tend to fall into place.

  4. Honesty about the past

    He has a past and assumes you do too. What men in their 50s find off-putting isn't an ex-husband or three grown children; it's vagueness. Say what happened, briefly and without bitterness, and move on to the good bits. He'll usually do the same, and you'll both relax once the past has been mentioned and set down.

  5. Affection that's easy

    Plenty of men this age come out of long marriages where affection had quietly dried up. A hand on the arm, a hug hello, someone who's simply warm: it matters more than they'll admit, and more than most women expect. Many men this age find it hard to ask for, so a woman who offers it naturally, without it having to mean anything big yet, is a real comfort.

  6. No games about pace

    He doesn't want to be kept guessing, and he doesn't want to be rushed. Most men in their 50s like a steady build: a few messages, a call, a coffee, then dinner if it went well. Say what pace suits you and he'll usually be relieved. The men who push for too much too soon, or who go quiet for a week and reappear, are usually the ones you'd want to filter out anyway.

  7. To be liked as he is now

    Men worry about getting older far more than they let on: the hairline, the knees, the reading glasses. The woman who clearly likes him as he is, rather than the man he was at 35, wins a lot of loyalty. The same is true the other way round, of course, and the best couples at this age are usually the ones who stopped worrying about it together.

  8. Room for his family

    If he has children, they matter, even when they're grown up and living in Bristol. He wants someone who isn't threatened by that and who doesn't expect him to choose. The same goes the other way: most men expect, and like, that your family comes as part of you. Meeting each other's families is usually a slow, careful thing at this age, and that's as it should be.

  9. Someone to make plans with

    Men in their 50s often say the thing they missed most when single wasn't romance; it was having someone to plan things with. The holiday, the new restaurant, the walk you've both been meaning to do. A woman who says "we should go there" is speaking his language. Many men find it easier to show affection by organising something than by saying it, so if he suggests a day out, that's often the compliment.

  10. The thing they rarely say out loud

    Most of them are nervous. About rejection, about doing it wrong, about whether anyone will fancy them at all. A man in his 50s who seems a bit stiff on a first date is very often just out of practice. A little kindness at the start goes an extraordinarily long way. Ask him an easy question, laugh at his slightly rusty joke, and give him the chance to relax. The man underneath is often well worth meeting.

Where to meet them

Where men in their 50s are actually looking

Plenty of men over 50 use dating sites now, and many prefer sites built for their age group, where they won't feel out of place. If you like dating older men, or men your own age, a mature dating site is simply the easiest place to find them. On SingleAndMature you can search for single men in their fifties near your postcode and read what they've written before deciding whether to reply.

If you're 50-something yourself, the guide to dating in your fifties has more on first dates. And if you'd like to know how men your age see the women they meet, have a look at our page on dating mature women, which is written for them but makes interesting reading the other way round. For the wider picture of who's on the site, see UK mature singles.

Good to know

Questions women ask about men in their 50s

The things most people want to know before they make a profile.

Do men in their 50s only want younger women?

Far fewer than the stereotype suggests. Most men in their fifties on a mature dating site set their age range around their own age, give or take a few years, because they want someone at the same stage of life.

What do men in their 50s look for in a profile?

A clear recent photo, a few honest lines about your life now, and a sense of humour. Detail beats adjectives.

Should I message first?

Yes, if you like the look of him. Most men say they love being messaged first and find it a relief.

The good ones are easier to find than you think.

Make a profile, see who's near you, and let them come to you.