People give Leonardo DiCaprio flack for dating younger women, but the truth is that age-gap relationships are becoming more common as online dating removes social barriers between people in different age groups.

Whether you’re dating a younger woman for her spontaneity or dating an older man for his financial security, age-gap dating can be the key to unlocking romance. 

There comes a time in our lives when we have to focus on what makes us happy, especially in our closest relationships. A lot of singles limit themselves by sticking to traditional dating rather than stepping out of social norms to find a truly compatible partner. Some of the best relationships start when two people decide to mute the outside world’s opinion and focus on their emotional connection.

Thanks to age-gap dating websites, younger and older singles can connect in a safe space where love, not age, is the primary focus. 

Listed below you’ll find our rankings of the best dating sites and apps for younger women and older men to explore! Check them out and see which one fits your dating needs. 

Category Rating
★★★★★ 4.8/5.0
  • Discreetly arranges one-night stands and extramarital affairs
  • More than 80 million profiles worldwide
  • Travel-friendly features for seeking matches in other cities

Rooted in desire, the dating app Ashley Madison helps single and married people find the casual relationship they’re looking for. Whether you’re a young person or more mature, the affair dating service offers a unique experience that goes beyond monogamy. The Ashley Madison team strongly believes in breaking barriers and freeing people from judgment about their dating choices.

Ashley Madison accepts all types of romance and attraction, including age-gap dating, casual hookups, and extramarital affairs. The platform provides a comfortable and safe space where over 80 million members can explore whatever relationship they desire.

“I joined Ashley Madison and have found the fulfillment I needed to return to my husband a satisfied partner. It completely removed the anxiety from our marriage,” said an Ashley Madison member in a testimonial. 

Category Rating
★★★★ 3.7/5.0
  • Open to cougars, cubs, sugar daddies, and sugar babies
  • The free standard membership includes sending five greetings per day
  • Upgrade at any time to get more safety and matching features

Sometimes people just want to get their flirt on and thanks to the free dating site Flirt.com singles can do just that! Members can flirt their way into a relationship or the bedroom –– the choice is theirs! Flirt.com is all about going on fun dates and making the most out of your dating experience.

To help singles narrow down their dating options, Flirt.com offers different filters that allow members to hone into what kind of partner they see for themselves. Use the tags to find common interests and overcome your age difference by talking about mutual goals or hobbies. 

“I used this dating site to find my current girlfriend. At the time, we were both seeking some fun dating but we couldn’t help but fall for one another after a couple of dates,” said a Flirt user named Matt in a testimonial. 

Category Rating
★★★★★ 4.7/5.0

Adult Friend Finder stands out as the world’s largest dating and social network for adults. Many singles come on the adult dating site to find hookups and participate in live spicy chats. It’s a mature environment for mature singles.

Regardless of age, most adults desire sex lives that are exciting and satisfying. They may not find avenues to pursue their desires in everyday life, and that’s where online dating comes in handy.

Luckily, Adult Friend Finder is a completely judgment-free zone and was created so that singles can discover the true meaning of sex dating and explore their sexual fantasies in privacy. 

Category Rating
★★★★ 4.0/5.0
  • Local and international profile browsing
  • Let’s Mingle icebreakers & Live Chat tools
  • Advanced video chat, livestreaming, and personal clips

You might not have heard about DateMyAge before, but this niche dating site has been touching hearts and changing lives since its launch in 1993. The service starts with a free membership, and it offers affordable pay-as-you-go credits to upgrade the experience.

DateMyAge aims to attract mature daters who are looking for something real — not just an unending swipe queue. The platform offers search filters and messaging assistance to ensure new members can spark a connection on their terms.

The easygoing and nonjudgmental atmosphere on DateMyAge is ideal for age-gap dating and long-term relationships between people who have much more in common than the year they were born.

Category Rating
★★★★ 4.3/5.0
  • Fraud Detection System keeps seniors safe
  • Detailed personality questionnaire to pinpoint compatibility
  • Manual profile verification builds trust online

The dating site Elite Singles is great for singles who want to settle down and be in a committed relationship. In a world where serious dating isn’t on everyone’s agenda, it’s refreshing to be in a like-minded community where it is.

Most of the time age-gap daters want to settle with a special person who will understand not only their lifestyle but their relationship needs as well. Elite Singles is filled with genuine professionals who are educated and just as serious as you are about finding true love.

If you’re just starting to participate in age-gap dating, Elite Singles is a great online dating resource to start with because its membership base is packed with single professionals and mature people. Users never have to worry about feeling alone in their dating journey. By using an intelligent matchmaking algorithm, Elite Singles provides daily matches that have the potential to last a lifetime.

Category Rating
★★★★★ 4.5/5.0

Age-gap relationships aren’t just 20-year-olds dating 40-year-olds. As an exclusive dating site for singles over the age of 50, age-gap dating on Silver Singles looks like 50-year-old singles dating people over 70. Silver Singles focus on compatibility first and provides a pathway for single people to find common ground no matter their age.

Older singles don’t have to stress about swiping through endless profiles on Silver Singles. The advanced filtering system allows individuals to focus on dating mutual matches with proven compatibility.

7. Zoosk

Category Rating
★★★★★ 4.7/5.0
  • Send messages to premium members for free
  • Over 3 million messages sent a day
  • Premium perks include photo verification and sending virtual gifts

One of the best things about age-gap relationships is that you become open to new perspectives and views on life. Zoosk is an online dating service that allows single people from different backgrounds to come together and bond over their shared interests.

Since 2007, Zoosk has paved the way for singles to obtain the relationship they’ve always been looking for. Zoosk is available in over 80 countries and currently has over 40 million members. It’s an easygoing app that invites single people to start casual chats and see where things go.

Category Rating
★★★★ 3.9/5.0
  • Facilitating mutually beneficial relationships with clear terms
  • More than 10 million active users in 100 countries
  • Verification tools for photos, income, and education

Seeking.com is known as a luxury dating site for attractive and successful singles. The niche site is all about helping singles find a partner who will not only love them but also align with their lifestyle. Some people love the finer things out of life and that includes expensive dates and gifts –– and that’s OK!

Young women use Seeking.com to finding an older man who is willing and able to support the lifestyle they’ve always wanted. There’s no need to settle when you have Seeking.com to help you make your relationship dreams come true.

“Our first date was something out of a storybook. My date started in the Chandelier Lounge for cocktails and it was an adventure from there. We went from the Cosmopolitan to the Bellagio and down the strip. It was a night in Las Vegas that I’ll never forget,” said Ashley in a testimonial on the homepage. 

Category Rating
★★★★ 3.7/5.0

The senior dating site SeniorMatch is where the young at heart meet and form friendships and relationships. The membership touts that it is strictly tailored to older singles over the age of 50. But it doesn’t stop younger singles from creating a dating profile.

Oftentimes people believe that true love only comes once in a lifetime, but on SeniorMatch there is no such thing as a one-and-done kind of love. Whether you’re looking for another chance at finding a long-term partner or looking for a travel companion, SeniorMatch has over 6,000 daily active members ready to meet you. 

FAQs: What Attracts a Younger Woman to an Older Man?

A lot of younger women prefer to date an older man for emotional maturity, financial stability, and higher standards of living. Younger women sometimes don’t like dating men their same age because they don’t have enough life experiences or don’t really know what they want.

Older men tend to be more learned and have accomplished a lot in their life. They likely prefer dining at a steak restaurant rather than a dive bar. An older man’s lifestyle can be appealing to a younger lady who enjoys the finer things in life.

Also, some women just like the looks of a silver fox. A little salt in pepper in a beard can be the most attractive thing to a young woman.

What Is an Acceptable Age Gap on Dating Apps?

It’s totally up to you. Mainstream dating apps don’t have restrictions on age parameters besides the obvious one that all users must be above 18 years old. The only restriction is the social stigma people feel about age-gap dating. Niche sites like AgeMatch and Cougar Life push back against the negative stigma and open the door for dating older and younger people as you desire.

Is the Gaper App Legit?

The Gaper App is a newcomer to online dating and has over 100,000 downloads thus far. It’s a small app, and therefore it is likely difficult to connect to local singles who are active in the database. Although the app is progressing, we wouldn’t recommend a small niche app like this as your sole means of meeting a new person.

Where Can I Find Sugar Dating Opportunities?

There are a lot of sugar dating opportunities in the online world. Niche dating sites crop up all the time to meet the needs of aspiring sugar babies and sugar daddies. One fan-favorite is the Sugarbook dating site, which focuses on facilitating the relationship you want on your terms.

Sugarbook logo
Sugarbook is a sugar dating site with discreet matchmaking features.

In a world where so much judgment is cast of sugar daters, Sugarbook keeps things positive and makes members feel at home. You can use the search tools to identify eligible partners who are looking for the same type of relationship or arrangement you desire most. 

“Met a few amazing men on this site. Love the interface and discretion as well. Would recommend it to my fellow sugar sisters!” exclaimed a Sugarbook member in a review. 

Older & Younger Dates Are Available to You Online

You don’t have to be a Hollywood movie star to meet younger women in the dating pool. All you need is some gumption and the right dating service to back you up.

We are starting to see more acceptance for age-gap relationships in modern society. From celebrities to colleagues, it’s not unusual to see two people from different generations falling in love and building a life together. 

I like to think that love isn’t something that can be constrained by age or background. Love happens when people are willing to listen to their hearts and take a risk. Thanks to the advancement of technology, younger and older singles can connect in a safe way.

Advertiser Disclosure DatingNews.com is a free online resource that offers valuable content and comparison services to users. To keep this resource 100% free, we receive compensation from many of the offers listed on the site. Along with key review factors, this compensation may impact how and where products appear on the page (including, for example, the order in which they appear). DatingNews.com does not include the entire universe of available offers. Editorial opinions expressed on the site are strictly our own and are not provided, endorsed, or approved by advertisers. Our Editorial Review Policy Our site is committed to publishing independent, accurate content guided by strict editorial guidelines. Before articles and reviews are published on our site, they undergo a thorough review process performed by a team of independent editors and subject-matter experts to ensure the content’s accuracy, timeliness, and impartiality. Our editorial team is separate and independent of our site’s advertisers, and the opinions they express on our site are their own. To read more about our team members and their editorial backgrounds, please visit our site’s About page.