6 Best Ways to Meet Older Men

Women's Dating

6 Best Ways to Meet Older Men

Amber Brooks Amber Brooks
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Meeting older men can be an exciting and enriching way to liven up your date nights. It could open the door to the kind of high-flying lifestyle you’ve always dreamed of, or it could help you stay grounded in a mature relationship based on true compatibility.

Despite the stigma sometimes attached to age-gap romances, many single women seek out dates with more experience and wisdom than the average boy. There’s just something attractive about a man who knows who he is, what he wants, and how to make a woman happy.

As a younger woman, you may not have access to a bunch of silver-haired foxes in your social network, so you may have to travel off the beaten path to find men in their 50s, 60s, and up. We’ve outlined several ways to meet older men and get in a relationship that will age well.

1. Sign Up for a Mature Dating Site and/or Mature Dating App

Online dating may strike you as a young-person phenomenon, but it’s actually growing in popularity among seniors as well. According to one survey, about 29% of seniors have gone on a date with someone they met online. And that person may not have been in the same age range. The survey also found that men over 55 are more likely to say age isn’t an important factor when choosing a dating partner.

Whatever your age, you can find many worthwhile men by browsing a free dating site like the ones listed below.

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Our Experts Say: “Match has facilitated the most dates and relationships of any dating site, and its large audience and high success rate make it our top review...” Full Review »

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Since 1995, Match has impressed singles with its intelligent matchmaking system. This is one of the longest-running dating sites in existence, and it has sparked countless relationships and marriages among people using its time-tested features.

It’s free to create an account on Match, and free members also enjoy limited communication tools to help them build deep connections. If you want to find an older man on Match, set your profile’s age parameters accordingly.

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4.4/5.0

Relationships: Dates and Relationships

Match System: Search by profiles by zip and more

Our Experts Say: “OurTime is well-known in the over-50 dating crowd, particularly because it has a ton of helpful search features and an easy layout...” Full Review »

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OurTime is a premier senior dating site designed to make people over 50 feel comfortable meeting new people online. Many of its users are newcomers to the world of online dating, and OurTime walks them through every step of the process.

In addition to its user-friendly dating site, OurTime has also launched a dating app on Google Play and the App Store. This allows singles to mix and mingle while on the go, so they’re never too far away from a hot date.

“You did your part and brought me the man I was looking for,” said Celina in an OurTime success story. “Your site is the best by far!”

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Our Experts Say: “BeNaughty is a premier hookup app where you can feel comfortable expressing your desires. Plus, it's free to join, browse, and flirt...” Full Review »

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Got a sexual agenda in the online dating scene? Then BeNaughty is there for you. This hookup site brings naughty singles together and encourages them to explore their desires without restraint. The anonymous and nonjudgmental space is great for young women interested in sugar daddies or senior dates.

BeNaughty allows individuals to search for dates by age, location, orientation, body type, and other filters, and it also has a Like Gallery where singles can quickly answer the question “Cute or Not?” to send likes and generate mutual matches.

2. Attend a Meetup Event for Older Singles

Prefer to do your flirting in person? Then you should get involved in an extracurricular activity in your local community. It doesn’t matter if you’re discussing literature at a book club meeting or learning salsa dancing at a senior-friendly class, you can meet a lot of like-minded people simply by pursuing your interests.

Photo of a wine tasting

Events, like wine tastings, give singles something to talk about and enjoy.

Meetup offers a lot of opportunities to get out of your comfort zone and build meaningful relationships. You can join a group that meets on a weekly or monthly basis to get to know people in an authentic and enjoyable way. It typically doesn’t cost anything to attend these singles-friendly events, and you can easily play the field until you find a group that matches your activity level and schedule.

The way Meetup organizes events makes it easy for singles to find something that interests them. You can search by keyword or category (social, outdoor, music, pets, etc.) to discover local groups that appeal to you.

Active daters can also search Eventbrite for a calendar full of events, including concerts, festivals, and food truck rallies, where singles come out in droves to have fun and mingle.

3. Get Your Friends and Family Involved in the Search

If you’ve exhausted the dating options within your reach, this may be a good time to expand your dating network to include family friends and friends of friends. Ask around and see if anyone knows someone or knows someone who knows someone who’s single. You never know what could turn up as a result.

Blind dates may be a little old school, but they can work. When going on a blind date, you have the peace of mind of knowing that the person is legit and not going to disappear on you — unless they want to get an earful from your friend. You won’t find that level of accountability in online dating.

It can be difficult to meet single men of a certain age in real-world settings, so don’t be shy about asking for help and getting your friends to play matchmaker for you.

4. Take Advantage of Facebook and Other Social Media Sites

Facebook connects a network of over 2 billion people, and 1.59 billion people use the site or app on a daily basis. Basically, if Facebook were a country, it’d be the largest country in the world, and that’s a resource today’s singles can’t afford to miss out on.

Facebook's like icon

Facebook and other social media sites can connect singles in a social setting.

You can use Facebook Dating as a dating wingman by delving into its membership base and searching for attractive singles who share mutual friends with you. This can be a good way to scope out potential dates. If you see someone you really like, you can send a quick introductory message, or you can ask a mutual friend to make the introduction more organically.

Facebook has recently dipped its toe into the dating scene and launched the Facebook Dating service in select countries, including Colombia, Thailand, and Canada. Facebook Dating launched in the U.S. in September 2019. This could be a game changer for singles seeking dates of all ages. You can create a dating profile that’s separate from your Facebook profile and links you with a world of romantic possibilities.

5. Think About Who’s Single at Your Church, Mosque, or Synagogue

It may not be polite first-date conversation, but religion is important in any relationship, especially if you’re looking to get married. In a recent study, 44% of Americans said religious beliefs are very important in a successful marriage, and the more religious respondents identified as, the more likely they were to regard shared beliefs as a high priority.

Singles who have a strong connection to a religious group will naturally want to share that with a partner. That’s why it makes sense for them to search for dates within their religious community. You could meet someone special at church, synagogue, the mosque, or other faith-driven places. Many of these locales attract a mature, family-driven crowd, so it’s an ideal dating ground for women looking to meet and marry older men.

6. Join an Educational Adult Class or Co-Ed Sports League

Remember back in the old days when picking up a date was as easy as asking a guy to study with you? During high school and college, singles often find themselves surrounded by potential dates in every class, and that can be a great opportunity for a whirlwind romance. However, if you’ve graduated and moved on from student life, that doesn’t mean your dating opportunities are over. You can always join an adult class to earn top marks in the dating scene.

Whether you’re attending a pottery class, dance class, or film class, you can learn something new while getting to know people who are just as curious and learned as you are.

How Can I Attract an Older Man?

Attracting an older man is all about self-confidence. Don’t be intimidated by his age, and don’t discount your own experiences, knowledge, and beauty. You have a lot to offer him, so go into every date feeling like you’re worth his attention, and he’ll take notice.

Photo of a younger woman with an older man

A mature attitude and winsome smile are sure to attract an older man.

Another important thing to remember is that romancing someone isn’t always about seduction tactics and pick-up lines. You could win over a handsome older gentleman by engaging in conversation with him and stimulating his mind as well as his sex drive.

Last of all, keep in mind that older guys are just guys at the end of the day, and they’re looking for love and romance just like anyone. “Treat the relationship the same as you would with a guy your own age,” recommends Glamour editor Melissa Melms. “There’s already enough pressure when it comes to dating, why add more stress and think about the age thing if you really like this dude? Just go with the flow.”

What Should I Know About Dating an Older Man?

You should know it may not always be easy to date an older man. Sometimes you’ll want to party, and he’ll want to stay in. Sometimes you may have to deal with exes or step-children. Sometimes you may find people judging your relationship or calling you out as a gold digger, sugar baby, or arm candy.

Dating an older man can be glamorous — he could treat you to expensive dinners and take you on romantic getaways — but there will be drawbacks as well. No relationship is perfect, and age-gap romances can offer unique challenges in terms of the relationship dynamic and differences in lifestyle.

Is It Bad to Date Someone Older Than You?

Not necessarily. If you meet someone who treats you well and makes you happy, then age may not matter so much. Sometimes age can become a barrier when people have different expectations or perspectives that clash. Like when Monica from “Friends” wanted children and her older boyfriend Richard didn’t agree. Those things can be dealbreakers, but that’s not an issue in all age-gap relationships.

Photo of Catherine Zeta-Jones and Michael Douglas

Actor Catherine Zeta-Jones has stood by her husband and fellow actor Michael Douglas, who is 25 years older, in sickness and in health.

Want a real-life example of an age-gap romance working? Then look no further than Catherine Zeta-Jones and Michael Douglas, who have been married for nearly 20 years despite a 25-year age difference. They have two children together, have supported each other through cancer and rehab, and are honestly pretty inspirational.

Sometimes dating an older man can be just the thing to help you mature and open your eyes to new experiences. When 44-year-old heartthrob Leonardo DiCaprio proposed to Camila Morrone, a 22-year-old model, she immediately said yes and took one of Hollywood’s most famous bachelors off the market.

When it comes to love, age doesn’t matter as much as personality. As long as you share similar interests, values, and goals, you can date someone years older than you and not notice much of a difference.

There are Many Great Ways to Meet Older Men, So Try Them All!

Women who are attracted to older men may not have the chance to meet these mature gents in their daily lives. That’s why online dating, meetups, and other singles-friendly events exist to bring them together.

Once you know where to go, you can introduce yourself to guys who have steady careers and share your zest for life. Whether you’re mingling online or offline, you should use as many avenues as possible to increase your odds of meeting that special someone. It may not happen overnight, but you’ll eventually find your man if you keep going, have patience, and, most importantly, enjoy yourself.