How To Meet A Man In Your 50s [The Ultimate Guide]

Dating in your 50s isn’t as scary as you may think. You have this new-found wisdom and experience that the 25-year-old you longed to have. 

How To Meet A Man In Your 50S [The Ultimate Guide]

You’re also likely to be a lot more financially stable, and you may have even retired early, so you’ll have more freedom than you used to. 

Rather than letting the idea of dating in your 50s be intimidating, see it as an exciting part of life, where you get to experience all kinds of things, as well as people (see also “What Do Women In Their 50s Look For In A Relationship?“). 

Read on for some great tips on how to meet men in your 50s (see also “10 Tips For Dating In Your 50s You Need Right Now“). 

Find A Hobby

Taking up a hobby will connect you with an array of like-minded individuals, one of which could be your next future date! 

Aside from this, learning new skills can boost your mental well-being, as well as confidence, and this will really show when you start to meet new people. 

Some hobbies for older people involve learning a new language, or instrument, book groups, or cooking classes. It is best to choose something age-appropriate, so you meet new people within your age group. 

Use A Dating Site

The sheer volume of dating sites (see also “How To Find Out If Someone Is Registered On A Dating Site For Free“) can appear overwhelming, but lucky for you, there are many that cater to the over 50s. 

These sites have been designed specifically for mature men and women who are looking to find a meaningful connection.

There are several options that are free, or you can choose a subscription service, and these are tailored to your specific needs. 

Volunteer For Something You Are Passionate About

Whether it’s volunteering at a cat sanctuary or a homeless shelter, you are bound to meet many people at these establishments that will share your passion. 

This is a great opportunity to meet some potential dates, and you’ll already have some common ground with them. 

Change Up Your Wardrobe

Putting yourself back out there in the dating world is a great excuse to clear out your wardrobe to make room for some new styles that will make you feel fabulous. 

Sometimes, a small change can do a lot for us, and adding some stylish, nonwork wear that is form-fitting and flattering can go a long way. 

Feeling good about what you wear can do a lot for your self-esteem and self-confidence, and this will really shine through when you start going on dates. 


Exercise can really help your mental and physical well-being.

It can also improve your mood and give you a boost of energy, which will help your self-confidence and diminish any insecurities you may have about yourself as you are getting older. 

While it can be tricky to start if you haven’t been active for a while, some activities that aren’t too strenuous to start with are walking, yoga, and swimming. 

If you decide to start some exercise classes or clubs, these are also wonderful ways to meet people. An added bonus is that exercise also helps improve sexual performance! 

Be Open With Your Friends And Family

Having support from your friends and family is crucial for pursuing happy and healthy romantic relationships. 

It is completely normal to feel a little uneasy about dating again in your 50s (see also “What Do Men In Their 50s Look For In A Relationship?“), especially if you have grown-up children.

Being honest with them from the beginning will keep them in the loop and will make you feel a lot more supported and comfortable. 

You never know, they may also have some good tips and advice for you! 

Meet Friends Of Friends And Family Members 

Now that you’ve been open with your friends and family about dating, it would be a good idea to finally meet that guy they’ve tried setting you up with in the past.

Your friends and family are great resources for meeting new people, and they already know what a great person you are, so they can serve as wonderful match-makers!

Just let them know you’re open to dating, and they’ll do the rest of the work. 

Date A Co-Worker

Sometimes your future partner could be right in front of your eyes without you knowing. Consider looking at your co-workers as not just that, but as people, you’d be open to getting to know. 

You already have common ground as you work in the same place, so why not ask that cute guy that sits opposite you to grab a coffee or lunch with you next week? You never know what could blossom from it.

Office romances are some of the most romantic! 

Date Your Friends 

Similar to what was stated above, an old friend could turn into a hot flame really quickly! Try to not look at them as your guy friend, and see them for the man they really are. 

They may possess many of the qualities you’re looking for in a partner, so consider reaching out to them. You’re bound to have a lovely time on your date regardless, as you’re simply meeting up with an old friend. 

Go On A Solo Trip 

Being in your 50s means you have a lot more freedom and financial stability than you did in your 20s and 30s, so take advantage of this and go on a solo trip (see also “Is Dating In Your 30s Worth It?“). 

How To Meet A Man In Your 50S [The Ultimate Guide] (1)

Whether it’s an adventure-fulled trip, or a calm, relaxing holiday, treat yourself and take yourself away on a vacation you always dreamed of going on. 

This will also give you the chance to connect with some new people.

If the idea of going completely alone doesn’t appeal to you, then there are many different travel operators that specialize in designing trips specifically for those over 50 (see also “Do Men Want To Get Married In Their 50s?“). 

Going down this route will mean you’ll join a group of other solo travelers similar to your age, and you’ll be able to meet a variety of people. Your future husband may be on this trip! 

Don’t Be Afraid To Say ‘Yes’ To Things 

In your 50s, it’s safe to say that you’ve likely made a nice routine for yourself that feels safe and comfortable. 

However, when looking to meet new people, it is important to not be afraid to break out of this routine.

You have to let go of some of the old, in order to allow for new things to come your way, so getting into the habit of going with the flow is a good place to start. 

You may also be presented with new opportunities, and you shouldn’t be afraid to say ‘yes’ to these. 

So say ‘yes’ to all those social plans you’ve been dodging. Get into your new, stylish outfit, and show everyone what they’ve been missing. 

Final Thoughts 

While putting yourself out there and dating in your 50s can seem daunting, it is also new, exciting, and exhilarating. 

You are an experienced and wise woman, who knows what she wants at her age, so don’t be afraid to say yes to new opportunities in order to get what you want. 

Dating means you get to meet all kinds of new people, and you may learn a few things about yourself on the way! 

Be open with friends and family, and enjoy the journey, because before you know it, you may be settled down with a partner again and won’t get to experience excitement like this again!

Emily Baker