17 Signs A Man Over 50 Likes You (Tips For Mature Women)

Older men can be fantastic romantic partners. 

They tend to know what they want and have a sensitivity towards their significant other based on years of experience. 

So it’s no wonder why women enjoy dating them!

If you’re currently seeing or dating a man over 50, and you’re wondering if he likes you, it can be helpful to know the signs to look for.

What Is It Like Dating an Older Guy?

Dating an older man can be a rewarding experience for mature women dipping their toes back into the dating pool.

These men tend to be more mature, wiser, and more experienced than younger guys. They can also offer you stability and support that you may not find in a younger man.

Even though it may seem challenging to connect with someone new after the end of a previous marriage or relationship, it’s probably less tumultuous than it was dating in your 20s or 30s.

Here are a few things you can expect when dating a guy over 50:

  • More flexibility with his time: An older man may have more free time since his children are likely older and he isn’t in the career-building state of life.
  • More time for vacations and recreation: If your partner has a bit more flexibility in his life, that means he may also have more time for fun. So you’ll be able to sneak away for quick trips or go on date nights on weekdays if you want.
  • You may have to connect with his ex: Your new partner will have a past, and if that involves a previous family, you may have to deal with his ex at some point. Many mature men are pretty reasonable regarding co-parenting and maintaining a cordial relationship with an ex.
  • The dating pace may be a bit faster: Many older men know what they want in a relationship, so your new partner may be ready to move things along quicker than you’re used to. Time is precious, and you realize it more as you age.

How to Tell If a Man Over 50 Likes You: 17 Signs to Look For

If you’re a woman with any dating experience, you likely know the signs. Men are men, after all, and an older guy can still get that twinkle in his eye.

But with age, he has also gained self-assurance and authenticity that shows up in his dating behavior.

1. He’s Flirty

If you haven’t been on the market for a while, it may be surprising to hear a man compliment, tease, or joke around with you. But make no mistake, flirting is a sign that he is interested in you.

Older men don’t mind cutting to the chase and letting you know they’re interested. Gone are the days when their egos were crushed by a woman turning them down, and many men over 50 will go for it right away to see if there’s a connection.

Make sure to be straightforward with him too, and make it clear whether you’re interested.

He will likely ask for your number if you give him a green light.

2. He’s a Great Listener

Do you feel like you’re going on and on in the conversation when you’re conversing with your new man?

Maybe your nerves are getting the best of you, but we see it as a positive sign that he’s genuinely interested in what you have to say.

senior couple on a coffee date ways to tell if a man over 50 likes you

Not only will he be attentive when you talk, but he may also ask you to elaborate by saying things such as “tell me more about that” or “how does that make you feel?” These are strong signs that you have him captivated.

3. He Offers to Help You Out

If this guy likes you, he will go out of his way to lend a hand, whether fixing something around your house or carrying something heavy for you.

He may have more free time than when he was younger, making it natural and easy for him to be your knight in shining armor and earn brownie points with you.

4. He Is Vulnerable about His Past

One of the most telling signs an older man is attracted to you is his openness. If a new man in your life feels comfortable sharing his past, see it as a good sign that he wants a substantial connection.

He may tell you about his past mistakes, what he wants to accomplish, and what he has learned over the years.

This information can help you gauge if the two of you are compatible. It opens the door for you to share more about yourself.

5. He’s Exclusive With You

The “silver fox” is an archetype of the older man who likes to wine and dine many women and isn’t looking for commitment.

So if your man makes an effort to let you know he only sees you, then you’re not just one of his play things.

He may say, “I’m not seeing anyone else; I’m only interested in you,” or “I don’t want to date around; I want to focus on us.” If he’s being exclusive with you, this is a strong sign that he likes you and wants something more serious.

6. He Accepts You For Who You Are

With age comes acceptance. And when you’re dating an older man, he will be much more understanding and patient with your shortcomings. 

He’s been around the block and knows that no one’s perfect, so he won’t hold it against you if you’re still working out grief or other baggage from your past.

In fact, he likely has his own share of emotional baggage. If you can both accept each other’s imperfections, the relationship will be a lot less dramatic.

7. He Spoils You and Dotes on You

If your older man has done well for himself professionally in his 30s and 40s, he may be at a point where he wants to settle down and enjoy the fruits of his labor. And if you’re the woman he wants to spoil, then you’re in for a treat.

He may take you on luxurious vacations, buy you gifts, or simply do things to make your life easier, like paying your bills or taking care of household chores. 

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8. He Asks About Your Future Plans

Younger men tend to let things flow in a relationship, but a mature guy will want to know your future plans. He may ask what you want to do in the next few years, where you see yourself moving, or if you plan on retiring.

He may also ask a lot of lifestyle questions, such as how connected you are to your family, how many pets you want, or whether you’re a morning person or a night owl.

mature couple sweetly hugging ways to tell if a man over 50 likes you

Asking these questions is his way of gauging whether the two of you are on the same page and if he can see himself in your future.

9. He Shares His Future Plans With You

He may also share his own future plans with you. He may talk about wanting to retire in a certain location, start a business, or travel the world.

He wants to see if you could join him on these adventures, so he may ask, “is that something you would ever be interested in?” or “have you done that before?” He clearly likes you and is making sure you’re compatible.

10. He Checks In With You Regularly

One of the most obvious signs that an older man is interested in you is that he takes the time to ask how you’re doing.

Even if you don’t have plans, he may give you a quick call to let you know he will be off the grid for a few days.

He may also check in on you as well, asking how you’re doing in general, or asking about a specific event or project he knows is on the horizon for you.

He’s trying to show you that he is consistent and clearly intends to be a bigger part of your life.

11. He Introduces You to His Family and Friends

With all relationships, compatibility with family and friends plays a big role in whether or not things will work out. If he likes you, he’ll want to introduce you to the people who matter most to him.

He may invite you to a family dinner, have you meet his close friends, or even introduce you to his children (if he has any).

It shows he’s thinking about how you could connect to his social life in the long term.

12. He’s Enthusiastic About Meeting Your Family and Friends

He may also be enthusiastic about meeting your family and friends. He’ll want to know all about them, what they do for a living, their hobbies, and what they’re like.

He may directly ask to spend time with the people in your life or hint at it by regularly asking for updates about their lives.

Either way, he definitely wants to get more involved.

13. He Checks in With You First

When your new love interest starts to align his schedule with yours, he’s showing how much he likes you on a deeper level. He may ask about your availability before committing to travel, work, or family obligations.

He’s trying to be polite and respectful of your time while also letting you know that he would like to secure a future with you.

He has probably learned in previous relationships that couples need to make time to spend together instead of letting their schedules dictate quality time.

14. He Lets You Know He’s Looking For a Life Partner

Sometimes, older men are extremely straightforward about what they want, and they don’t want to waste any time finding someone to settle down with.

As we get older, there are a lot of benefits to committing to a companion for life, and many men over 50 are looking for just that.

He may bring up topics like living together, getting married, or even merging accounts.

It may feel fast, but he simply wants to put it out there to ensure he isn’t leading you on or misrepresenting his intentions.

15. You Spend Every Day Together

Sometimes, we realize we are spending all our time with one person. It can be easy for this to subtly happen when we are having fun and enjoying another person’s company.

If you suddenly notice that your new partner is sleeping over every day or meeting up with you as soon as you’re free, it’s pretty clear he likes you and wants to spend more time with you.

16. Your Conversations Are Deep and Meaningful

The conversations we have with our significant others are usually different than the ones we have with our friends or family. They are usually more personal, intimate, and vulnerable.

If you find yourself talking about things like your hopes, dreams, and fears with your new partner, this is a good sign that he likes you and wants to get to know you on a deeper level.

These types of conversations usually happen when we feel safe and comfortable with someone.

17. He Tells You He Loves You

There isn’t a more direct way to let someone know that they’re interested in you than saying those three special words: “I love you.”

holding hands while watching the sunset ways to tell if a man over 50 likes you

When he tells you he loves you, it’s a clear sign this guy is serious about you and wants to have a long-term relationship with you.

He loves spending time with you and sees a future where the two of you are together.

More Questions Answered about Older Man Attraction Signs

There’s plenty more to know about how to tell if an older man likes you. Here are some frequently asked questions about the signs an older man is attracted to you:

What do 50 to 60-year-old men find attractive?

The main thing that an older man wants from a mature woman is just that – maturity. While men may be interested in women of all ages, they tend to prefer partners they can relate to.

They like independent women who have been around the block and have learned and grown from professional, romantic, and cultural experiences.

Older men are also attracted to women who are good at communicating their needs.

Do you plan on traveling a lot over the next ten years, or hope to open a small business that you’ve always dreamed about starting? Letting a mature man know about your interests will keep him engaged.

How do older men flirt?

Older men, in general, are much more confident when they flirt. They’re familiar with rejection and they’ve been in relationships before, so there isn’t as much on the line to make them worry.

Older men may also be more direct in their flirting. They may tell you that they like your dress or ask you on a date without beating around the bush. They value your time as well as their own, so they prefer to be straightforward.

How do I show an older guy I like him?

The best way to let an older man know you’re interested is to tell him. There’s no reason to beat around the bush – you can quickly learn if he’s already involved with someone else or too busy to date.

Feel free to be flirtatious when letting him know that you’re interested. Older men love confident women who aren’t afraid to express themselves and have some fun with the dating process.

If it doesn’t work out, no worries! It’s still great practice that can help you warm up for dating moving forward.

Final Thoughts

If you’ve been out of the dating game for a while and think an older man may be interested in you, it can feel a bit overwhelming at first. 

But remember, this nervous feeling may be excitement. It’s never too late to find love and enjoy a new romance – you deserve it!

Love know no bounds. And there is nothing wrong with being in love with an older man as long as they love you too. Here are ways to tell if a man over 50 likes you.

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