7 Essential Online Dating Tips For Men Over 50


Dating over 50 isn’t nearly as much of a minefield as you think.

There are plenty of younger women looking to date older men, provided these men have got their life together.

If you’re a 50+ single man looking to date someone his own age or older, there are plenty of older single women out there too. This is one of the plus-sides of the divorce rate shooting through the roof.


Table of Contents

Online Dating: What Does This Look Like?

How Do You Pick the Right Online Dating Site?

What Makes a Great Online Dating Profile?

What Makes for a Great Online Dating Photo?

Some Tips for Dating Over 50

  1. Look in the right places.
  2. Use the best dating apps for older men.
  3. Casual first dates are fine when you’re dating over 50.
  4. Don’t lead with money.
  5. Don’t rush into relationships.
  6. Be yourself!
  7. Don’t give up too soon!



Online Dating: What Does This Look Like?

Online dating can be a great way to meet new people, particularly if you’re over 50. It can help you find romance and companionship, which are important at any age. Here are some things to consider if you’re thinking about joining an online dating site:

  1. Choose the right site for you: There are many different online dating sites available, so it’s important to choose one that meets your needs. Some sites are geared toward people looking for serious relationships, while others are more casual. Consider what you’re looking for in a partner and choose a site that matches those needs.
  2. Create a good profile: Your online dating profile is your chance to make a good first impression. Be honest and genuine, and be sure to include recent photos that show your true self.
  3. Be cautious: While online dating can be a great way to meet new people, it’s important to be cautious. Don’t give out personal information, such as your full name, address, or phone number, to someone you don’t know. And be wary of anyone who seems too good to be true.
  4. Take it slow: Online relationships can move quickly, but it’s important to take things slowly and get to know the person before making any decisions. Don’t feel pressure to meet in person before you’re ready, and trust your instincts.

What Does Your Profile Photo Say About You?

Actual Photo Analysis Results:

Age: 35:
Ethnic: White_Caucasian
Attraction: 7.64 out of 10
Emotion: Happy 
Results: This would be a GOOD choice for a Dating Profile.


Overall, online dating can be a positive experience if you cautiously approach it and keep your safety in mind. Good luck!

How Do You Pick the Right Online Dating Site?

There are many factors to consider when choosing an online dating site. Here are some things to think about:

  1. What are you looking for? Consider what you’re hoping to get out of online dating. Are you looking for a serious relationship, or are you more interested in something casual? This can help narrow down your choices.
  2. What is your budget? Some dating sites are free, while others charge a subscription fee. Consider how much you’re willing to pay and choose a site that fits your budget.
  3. What is the reputation of the site? Do some research and read reviews of different dating sites to get a sense of their reputation. Look for sites that have a good track record and a large, active user base.
  4. Does the site have the features you need? Different sites offer different features, such as the ability to message other users or participate in video chat. Consider which features are important to you and choose a site that offers them.
  5. Is the site reputable and secure? Make sure the site you choose has strong security measures in place to protect your personal information. Look for sites that use SSL encryption to protect your data.

Overall, the right dating site for you will depend on your personal preferences and goals. Take some time to consider what you’re looking for and choose a site that meets your needs.

What Makes a Great Online Dating Profile?

An online dating profile is your chance to make a good first impression and attract the right people. Here are some tips for creating a great online dating profile:

  1. Use recent, high-quality photos: Choose photos that show your true self and are current. Avoid using old or blurry photos or using photos that are not really of you.
  2. Be honest: Be honest about who you are and what you’re looking for. Don’t try to be someone you’re not or claim to have interests or characteristics that you don’t really have.
  3. Write a compelling headline: Your headline is the first thing people will see, so make it attention-grabbing. Use a catchy phrase or describe yourself in a unique way.
  4. Be specific: Don’t just say that you like to travel or that you’re adventurous. Share specific details about your travels or your adventures and what you enjoy about them.
  5. Use proper grammar and spelling: Poor grammar and spelling can be a turn-off to potential matches. Take the time to proofread your profile and make sure it’s error-free.

Overall, a great online dating profile is honest, specific, and uses proper grammar and spelling. It also includes high-quality photos and a compelling headline. By following these tips, you can create a profile that will attract the right people and increase your chances of finding a match.

What Makes for a Great Online Dating Photo?

Photos are an important part of your online dating profile, as they can help attract the right people to your profile. Here are some tips for choosing great online dating photos:

  1. Use recent, high-quality photos: Choose photos that are current and show you at your best. Avoid using old or blurry photos or photos that are not really of you.
  2. Show off your personality: Choose photos that reflect your interests and personality. If you love hiking, include a photo of yourself on a hike. If you’re a foodie, include a photo of yourself cooking or at a restaurant.
  3. Include a variety of photos: Don’t just include headshots. Include photos of yourself doing different activities and in different settings to give people a well-rounded idea of who you are.
  4. Avoid group photos: It can be confusing for people to try to figure out which person you are in group photos. Choose individual photos of yourself instead.
  5. Don’t use selfies: Selfies can be okay, but try to include photos that have been taken by someone else as well. These tend to be more flattering and show you in a more natural light.

Overall, a great online dating photo is recent, high-quality, and shows off your personality. It also includes a variety of photos and avoids group shots and selfies. By following these tips, you can choose photos that will help you attract the right people to your profile.

Some Tips for Dating Over 50

To help you in your journey as an older single man, here are seven rules for dating over 50 that will make life a lot easier if you follow them.

1. Look in the right places.

If you feel like no one out there is looking to date an older single man, you’re probably looking in the wrong places.

The truth is: it’s probably time to stop looking in nightclubs and music concerts.

You can go to these venues to have fun if you want – and you might even occasionally find a woman to make a connection with – but most women in these venues are looking for young hot cool guys who will look good on their Instagram.

You’re far better off spending your time in venues where women are more likely to be looking for older men to date.

Have you tried searching on events websites like MeetUp, Eventbrite, or Facebook Events? Perhaps you’ll find singles events for over-50s in your city listed here.

Failing that, look for events surrounding your hobbies and passions. When you attend events like this, you’ll meet plenty of women with the same interests, meaning you’re far more likely to hit it off.

2. Use the best dating apps for older men.

The truth is: it’s often difficult for older men to meet amazing women on mainstream dating apps.

These apps all allow users to filter their search by age, and the majority of women on Tinder, Bumble, Plenty Of Fish, etc., are young women looking for guys at least somewhere near their own age. There are some older women seeking older men on these apps, but not nearly as many as you would like.

So, it’s tough for older guys to even have their profile seen!

Thankfully, there are some dating apps that work really well for single older men. This guide will help you find the best dating app for your needs as an older single man.

3. Casual first dates are fine when you’re dating over 50.

Perhaps a few decades ago, it was seen as suave and romantic to sweep a woman off her feet with a fancy first date at an expensive restaurant.

For whatever reason, this is seen as somewhat overwhelming for women these days.

Perhaps this is something to do with the fast-paced nature of modern dating.

Many women are anxious about getting stuck at a three-course meal with a man she may or may not like. The same goes for hiking dates, road trips, or other over-the-top dating ideas.

On the first date, you’re better off getting to know each other at a local cafe or a bar. This type of idea is easy for a woman to agree to and actually turn up to. That’s the first hurdle to jump – and it’s not always simple as the modern woman has so many men chasing her on various apps.

Once it’s clear you like each other, you can start inviting her to more extravagant dates. Before then, this is only likely to scare her off.

4. Don’t lead with money.

Perhaps you’ve built up some wealth in your 50+ years on this planet. There’s every chance you have more cash to splash than the younger guys competing for the women you want.

The problem is that when you lead with money, you’re in danger of attracting women who only want your money.

If you want to surround yourself with gold diggers, go ahead and brag about how much money you make within minutes of meeting a woman. Go ahead and invite them onto your yacht if you have one.

If you want to find a woman who actually likes you for you, it’s better to let her discover your wealth organically.

Sure, you can dress well, pick her up in your fancy car and pay for the date. Just don’t make your wealth the main thing you use to impress a woman.

5. Don’t rush into relationships.

Older men are particularly vulnerable to settling for a woman they don’t really like, just because they are lonely.

Sure, it can be tough to be single when you’re 50+. Maybe all your friends and family members are coupled up. But being in a relationship with someone who isn’t right for you will just wear you down.

More importantly, it’ll prevent you from finding the woman who would be perfect for you.

Your main goal should be to create a fun and exciting life with or without a woman in it. Once you’ve achieved that, it should be easier to prevent yourself from falling into the “settling” trap.

Many older singles are saying no to remarriage, so this isn’t a bizarre idea.

6. Be yourself!

Yes, this is the most cliche dating advice ever given.

However, as an older man, you don’t want to fall into the trap of acting like a younger dude to try and impress someone.

If a younger woman wants to date an older man, she probably dislikes the immaturity of younger men.

Most women can quickly sniff out when a man is being inauthentic as well.

With that said, here’s a quick guide to millennial slang, so you can at least understand what your younger date is saying.

7. Don’t give up too soon!

If you’re still looking for your happily ever after at 50+, don’t get frustrated, and don’t lose hope.

The Universe has a plan for you. Have faith, and keep putting yourself out there.

Here’s a guide to remarriage later in life for when you do find your ideal beau.


Just because you’re over 50 doesn’t mean your dating life is over. Whether you want to date someone your age, or someone younger, there are plenty of opportunities for you to rekindle your social life or even find romance again after the end of a relationship. Online dating is the fastest and most efficient way to meet many new people and find individuals that have the same values and goals, people that will enhance your life and improve your well-being.

Don’t sit on the sidelines of life just because you feel age 50 is too old. Things have just begun, and you can make them better by leveraging online dating to fill your life with fun people, opportunities, and love if you want it.

Leave a Reply

Your email address will not be published. Required fields are marked *

Sign up for the Blog