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10 Reasons Why Dating in Your 50s Is More FUN Than Ever

Today in Detangle


Are you a single senior who thinks dating is scary? Well, you’re in the right place! I cannot make your uneasiness disappear, but I can help you see some of the best parts of dating in your 50s! My first tip? Start having fun! Life’s too short to be afraid that something will go wrong. Here’s why we think dating in your 50s is more fun than ever!

As we age, we still have a need for companionship and intimacy, and although the dating scene has changed over the past few decades, dating in your 50s may still be just as fun as it was when you were in your 20s.

Whether you’ve been single for a while, or you’re divorced, or bereaved, finding yourself single in your 50s can feel quite intimidating—but it doesn’t have to be like this.

The first step in discovering your special someone is to make sure that you’re ready. Experiences from the past can influence how you feel about dating, and you may feel guilty or worried about rejection at first—all of which are perfectly normal when you’ve been out of the dating landscape for a while.

Our team has compiled a list of reasons why dating in your 50s can be more fun than ever. Check this out!

Photo by CandyBox Images from Shutterstock

1. Dating Triggers ‘Youthful’ Emotions

When was the last time you went on a date? If you can’t remember, then I’m here to help you remember how it feels when you do that. Going on dates releases a cocktail of endorphin-laced chemicals into the brain, meant to help us fall in love.

What’s interesting about this chemical reaction in the human body is that it’s the same, whether you’re 17 or 60. Of course, some dates go smoothly while others don’t.

Whether or not a romantic relationship works out, the act of dating itself provides a sense of excitement and mystery, which can make you remember what it’s like to feel like a teenager again. You still deserve this, even if you’re in your 50s!

2. You’re More Likely To Travel

According to a recent study conducted by the National Travel Survey, people in their 50s and 60s are far more likely to explore the world by traveling than those in their 20s or 30s. One reason why younger people don’t travel as much as seniors is work.

Whether it’s a weekend in Rome or a trip to the beaches, single people in their 50s or older are breaking the old-fashioned stereotype that seniors prefer home comforts by traveling more than any other age group. Personally, I don’t think there’s a better way to get to know a potential partner than to make trips together.

3. You Know Who You Are

In your 50s, you approach dating with a lot of life experience. You no longer try to define yourself, as you may have done in your 20s. Take note of this and give yourself the opportunity to feel empowered by it.

According to some recent studies, women in their 50s and older feel more confident, trust themselves more, and know what they like and don’t like. That’s the benefit of life knowledge—greater confidence. Of course, this doesn’t mean that you have it all figured out, but rather that you have been there and done that, so this is the perfect time for you to be yourself and enjoy the experience.

I doubt you feel that way at 22. Back then, you were most likely still “finding yourself”, endlessly worrying about what people thought and comparing yourself to others. Confidence was hard to come by, but you tried things, you discovered your preferences, and you’ve learned some hard lessons.

Now, use that wonderful life experience and confidence to date! You know what you’re looking for in a partner and a relationship, and especially what you don’t. Let that be your guide, and let the fun begin!

dating, rule
Photo by Jacob Lund House at Shutterstock

4. You’re Under Less Pressure

We’ve all been there. The 20s and 30s are when most of us experienced a great deal of pressure, which probably affected our dating choices.

Whether it’s the hints from your parents to marry quickly or have children before your biological clock stops ticking or the pressure to build a great career, even casual dating can put you under a lot of pressure. In situations like these, you’re less free to go for what you truly want.

On the other hand, dating in your 50s usually means there’s less pressure to find a work-life balance or have a family. Less pressure translates to more enjoyable dating for both parties.

5. You’ve Gained Perspective

Similarly to No. 3, gaining perspective comes with age. By the time we’re in our 50s or older, we know what’s important. Those disagreements you had with your partner in your 20s felt like a big deal, but the same situations today would be a completely different story.

We have all encountered different issues at some point in our lives that have shown us what really matters to us. Having perspective allows you to know whether something is good or bad for you, what type of behavior is unacceptable, when it’s smart to compromise, and how to resolve problems.

And, finally, having perspective gives you the chance to see minor worries as just that: minor things.

6. You Have More Free Time

If you’re in your 50s or older and have retired, you’ll probably have more time to spend dating and creating quality memories with a new partner. “I have to do overtime today, so we’ll have to postpone our date,” or “Can’t be there, I’ve just got an important task from my boss” are no longer part of your life.

Similarly, if you have kids, chances are your responsibilities as a parent are fewer in your 50s than they were a decade ago. Also, now it’s easier for you to manage your family commitments.

With more free time on your hands than when you were younger, you’ll be able to devote more of it to dating than you did previously. This means more great places to eat, drink, and visit!

7. You Can Skip The Small Talk

Throughout the years, you’ve gained real-life experience by creating your own reservoir of interesting achievements, memories, and events to share with your dates. In fact, in our 20s, we’re more likely to revert to small talk, which can help ease the atmosphere or lead to an unsatisfying dating experience.

Don’t get me wrong; small talk is a great way to start a conversation, but sometimes it may be boring. Aging really does make you a much more interesting company. Moreover, studies show that not only does sharing deep information with a potential new partner make dates more fun and enjoyable, but it also boosts the level of intimacy between new partners.

Photo by fizkes from

8. You Have More Stability

You’re more likely to enjoy a stable life in your 50s. In fact, studies show that aging people tend to have things those in their 20s are still working for: a permanent address, financial stability, a career, and a network of friends.

As the level of stability goes up, you become far more capable of making commitments than you were when you were younger, and life isn’t always so predictable. It’s easier to see if someone is the one for you when you don’t have to worry about things like unexpected expenses, new responsibilities at work, etc.

Meeting a potential partner who fits into your lifestyle becomes easier, making relationships more stable and less volatile.

9. You Qualify For Discounts

Even if you enjoy financial stability in your 50s, you can still take advantage of some senior perks. In fact, these days everything is more expensive, so every cent counts. One of the benefits of aging is that you’re back in the land of great discounts you haven’t received since you were in college.

Whether it’s amazing theater and dinner deals or rail or bus fare to enjoy a trip to the countryside, everyone loves the chance to get more bang for their buck. There are lots of senior discounts available; you just have to do your research to find them.

Enjoy this opportunity and start making the most of the great senior perks when dating!

10. You Are Never Too Old To Have Fun

I know you’ve heard it a million times, but it’s time to start believing it: age is just a number. Whether you’re 25 or 60, having fun when dating has no limits. Confidence is key, so take your years of self-trust, wisdom, and life experience and try exploring the dating scene. What could go wrong?

Whatever the outcome, rest assured that going on a date in your 50s can be more fun than when you were younger. At least try it once and see where it goes. You may be surprised that you’ll actually enjoy the experience.

By the way, this book can give you the boost you need to start dating!

You may also want to read 6 Common Senior Dating Myths DEBUNKED.

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