MILF Dating

While we’re not huge fans of the term MILF, we completely understand that it’s grown into a popular (and acceptable) term for dating older women. And there are a lot of things to be excited about when it comes to dating older women! They’re smart, distinguished, attractive, and a whole lot of fun. There’s a reason they call them cougars and not something sleepier like turtles.

But how do you meet older women? What are the secrets to success with MILF dating? What’s the best way to get started meeting women who are older than you?

Don’t worry! We’re about to get into all of that and a whole lot more.

attractive older woman in the forest

Best Dating Apps for MILF Dating

eHarmony: Best Older Woman Dating App for Serious Relationships

As you’ll see later on in this guide, MILF dating no longer holds the same meaning as it did when the term first came into existence. A lot of people use the term to refer to dating older women, including for more serious or committed relationships.

If you’re looking to meet an older woman for a potentially serious and committed relationship, eHarmony is going to be your best choice. The site markets to men and women looking for serious relationships, and tends to be favored by older women.

Now, the site doesn’t directly market to people looking to date through different age gaps. But what the site does do is focus heavily on matching people based on personality, goals, passions, and other characteristics outside of just age and location. You can also put in the age bracket you’re interested in dating and how important that is to you.

When you put these two things together, you have a great recipe for a perfect MILF dating site (based on the newer definition). If you’re looking for casual dating or a site that fits more with the original definition of MILF Dating, eHarmony isn’t going to be the right fit for you.

eHarmony dating app logo

Zoosk: Best MILF Dating App for the Most Single Women

Looking for the most options when it comes to MILF dating? If you are, Zoosk is going to be your best bet. The site boasts that it has over 40 million users! And while this site certainly wins in the quantity column, it also delivers well in the quality department too.

Compared to eHarmony, there are quite a few significant differences:

  • Options for serious and casual dating
  • Quicker sign-up process (convenient, but may affect quality)
Zoosk Logo

Elite Singles: Best MILF Dating App for Educated Cougars

Another great option for dating older women is Elite Singles. Again, this dating app isn’t built around MILF dating or older woman dating. However, there are plenty of distinguished and successful women who may be interested in meeting someone who’s younger.

Unlike Passion, Elite Singles falls way more in line with eHarmony when it comes to what to expect. You’ll find women who are classier, more educated, and more distinguished. If you come in like a bull in a China shop talking about wanting to meet MILFS—you’re not going to have any luck. But if you’re looking for more traditional dating with an older woman, you may have good luck here.

Elite Singles Logo

Table of Contents:


What is a MILF?

The term MILF started as a joke from movies and online memes. And while what it originally meant is a bit offensive to some, it’s grown into an acceptable term that means something different than it used to. Confused? We’ll break it all down for you.

First, MILF is actually an acronym for a “Mom I’d Like to F$%^.” So, by that definition, a MILF is a woman (who has had a child) that you’re interested in getting intimate with.

But that definition is not what the term MILF means today. Today, it generally is used to refer to a woman who is older that you’re interested in dating. The stipulation of having children and the intimacy piece have fallen off. The phrase MILF dating now just refers to dating older women.

Benefits of Dating Older Women

  • May bring less drama to the table
  • Many men find older women more attractive
  • May be more financially set in life
  • Often are more cultured and have more life experiences to share
  • May be more in-tune with what they’re looking for in a man
  • Can be more open to casual dating

Places to Meet Older Women

When it comes to meeting older women, you can find them at just about all of the same spots as younger women. That being said, there are some places and resources you might have better luck. Here are some of those options and ideas if you’re looking to expand your horizons.

  • Online Dating Apps – As we’ve already talked about, meeting older women online is way easier because you can find women open to dating younger guys with a simple search function. This gets rid of having to get rejected by lots of older women in person who aren’t into dating outside of their age bracket.
  • Volunteering Projects – Many older women love to give back, especially because they might have additional spare time from being established in life. You may be able to find great options at volunteer projects. This is also a great way to show that you’re different than the other young guys out there.
  • School Events – We are NOT recommending that you start trolling schools to try and get into MILF dating. That’s just weird. What we are saying, though, is that if you happen to have children or have a legitimate reason to work in school-type environments and events, keep your eyes open.
  • Gym Classes – Workout classes are an incredible place to meet older single women who might be interested in dating younger guys. For some reasons, people in gyms tend to gauge age more by how someone looks and how well they’ve taken care of their body than just the number. Also, workout classes give you a great way to easily strike up a conversation on common ground.
  • Professional Organizations – Many older women like to get connected with their community through organizations, professional groups, and community organizations. Places like the homeowner’s associations, Chamber of Commerce, professional boards, advisory councils, etc. are great spots to start your search.
  • Grocery Store – Like we mentioned, older women and MILFs can be found at the same places you find younger women. Don’t start harassing everyone you see in the produce aisle, but keep your eyes open for an opportunity to strike up a conversation with an attractive older woman who passes the ring check (we’ll talk about this in the next section).

MILF Dating Tips

Want some tips and direction for having more success with MILF dating and meeting older women? We got you covered. Here are some of the best tips to help you have success finding the women who meet the requirements of what you’re looking for.

Let Technology Do the Hard Work

If we’re being fully open about MILF dating, it’s not natural in society. Most people are used to dating single men and women who are in their same age bracket. Does that mean it’s a bad thing? Of course not! But what it does mean is that you may run into women who aren’t interested in dating a younger man. If you want to avoid a lot of this awkwardness and connect immediately with women who are open to the idea, take advantage of the dating websites we’ve recommended at the top of this guide.

Don’t Call Them MILFs

A lot of women like to date younger men because it makes them feel young. They love the lively energy that you bring to the table. But if you bring up their age or the fact that they’re older, it kills all of that (and probably also ends your chances of dating them). Additionally, many women find the term MILF offensive. It makes them feel like an object. Treat them with the respect you would a woman of your own age and don’t bring up the fact that they’re older.

Prepare for Some Baggage

The longer you’ve been on this Earth, the more potential baggage you’re going to collect. This can be things like kids, exes, career issues, etc. If you’re going to date women who have been around longer, expect them naturally to have collected more baggage. If you’re okay with that, awesome. If you’re not, you might want to stick to dating women in your age bracket.

Don’t Expect Her to Pay for Everything

A lot of people who are searching for MILF dating are actually searching for a sugar mama, which is an older women who helps to pay for a certain kind of lifestyle for a younger man. If that’s what you’re looking for, we aren’t here to judge. But don’t expect every older woman looking to meet a younger man to be looking for that. Many of them are looking for traditional dating, which means you better be prepared to pay your fair share.

If they insist because they’re in a different financial bracket, that’s okay. But never expect, always offer to pay your fair share, and never take anything they do for you (financially or otherwise) for granted.

Chivalrous Courtesies Carry More Weight

Older woman come from an era where chivalry (men doing respectful things for women) went a long way. And while we’re not here to get into a debate about gender roles, we can tell you that a lot of older women are probably going to expect you to do some of the things that do fall into those traditional guidelines.

Examples of this include getting her car door, opening doors when you go places, getting her chair at a restaurant, walking on the road-side of the sidewalk, etc. You’ll earn a lot more brownie points doing these things with an older woman than you will with a younger woman.

The Ring Check

If you’re trying to take MILF dating to the in-person realms, that’s totally fine. You’ll want to make sure that you don’t end up hitting on women who are already taken, though! One of the best ways to do this is check for a ring. If she’s wearing a ring on her ring finger on the left hand, she’s taken. Move on to the next one.

Don’t get weird trying to look for this, but casually catch a glance when you can to know who is definitely taken. Remember, as well, just because she doesn’t have a ring on doesn’t mean she’s not taken.

The Bottom Line

The big takeaway here is that you have plenty of options for meeting older woman who are excited to meet and date younger men. Keep in mind that the definition of MILF dating has certainly changed, and you might want to amend your vocabulary to match those changes. But above all else, have fun! Dating older woman is exciting and can come with a lot of benefits.

If you want to get started now, head back to the top of this MILF dating guide and check out some of the dating apps we’ve recommended.

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