Dating Sites for Cougars & Toyboys

Most Popular Choice
9.8
WantMatures
Looking for a mature woman in your area to have some casual fun? Join WantMatures and find her today!
  • Quick & easy registration process
  • Plenty of mature women in your area
  • High chance of meeting your perfect date
9.7
PassionMature
Are you longing for older women to spend an awesome time with? On PassionMature you will find plenty of women looking for a casual adventure.
  • Find, chat & flirt with mature women
  • Anonymous & discreet
  • Free registration
9.4
MatureDating
If you're interested in chatting, flirting and meeting up with older women, MatureDating is your best choice! Follow the easy registration process and get a date today.
  • Easy to use platform
  • No fake users
  • Plenty of women >50
9.1
MilfFinder
Mature women in your area are up to have some fun, sign up and find a hot Milf to spend the night with.
  • Perfect for hookups with Milfs
  • Older women looking for men for fun nights
  • Easy and free registration
8.7
OneNightFriend
On OneNightFriend cougars are gathering and they all just want to have a One Night adventure.
  • Best site for casual hookups
  • Lots of local members
  • Advanced search functions
8.4
BeNaughty
Where better to find a distraction and have some trouble-free time than BeNaughty. Plenty of older women are waiting for you.
  • Set your search parameters right to find mature women
  • Free registration and even free messaging!
  • Meet up today
8.1
Adult Friend Finder
Looking for an Adult Friend who shares your preferences? Sign up for free and find mature women who like exactly what you like.
  • Over 100m users
  • Very active community
  • Thousands of erotic blogs by users

Looking for different dating sites?

If you are a younger man looking for a dating site or app that helps you to meet mature women, look no further than our best online cougar dating sites in the USA. These services are tailored to help young people hook up and foster lasting relationships that satisfy both parties. 

These services for cougars are flexible, and are great for older women who are looking for a toy-boy to start an arrangement with, too. With their advanced search features, free registration, and options to filter by age, location and more, you can easily find matches locally and abroad.

This means that cougars can also look for boy-toys, or toy-boys (sometimes also referred to as “cubs”). 

You can find the top sites across the USA for cougar dating below, giving you a fun and exciting way to meet singles. Ageing is not the end of anyone’s physical attractiveness, so indulge your libido and feel young again as you meet the older woman or young man of your dreams!

The best online cougar dating sites in the USA

Cougar Date

Cougar Date is one of the leading services for older women looking to date younger men. This online dating service is geared towards casual encounters, so if you want a fling with a mature woman, this is the exciting MILF dating site to use. 

Users appreciate the graphic content of the site and the video features you can enjoy as you instant message ladies. This is good if you need something to keep yourself entertained as you look for some experienced MILF. 

However, their subscription business model means you will have to put in a pretty penny to get most of these features. On top of that, you may not want a one-night stand, in which case you would be better off trying to search on another site or app. 

Toyboy.com

Toyboy.com Logo

Toyboy.com isn’t just focused on the female side of cougar dating, but really tries to emphasize the role of younger men in these relationships. People find their special focus on this side of the dating experience as one of the big draws to the app, too. 

This is good as many cougar dating apps like to emphasize women as the central focal point of these dates. However, because the site and app make it clear the kind of role younger men will have means users know just what kind of experience they can expect and their role. 

If you are expecting a range of relationship types with toyboy.com you should know that the focus is more on a long-term casual relationship. Don’t expect to find your soulmate here, but do expect to find someone you can have a lot of fun with.

Cougared

Cougared logo

If you are looking for a dating site that covers the full breadth of cougar dating, then Cougared is exactly what you were looking for. Cougared is also extremely popular for being one of the only 100% free dating services connecting mature women with younger guys. 

This special feature of the site has made it extremely popular for people across the United States. Many find the option of having a free service for dating to be great when it can be a daunting thing for anyone to put a lot of money into a site that may give mixed results. 

The only issue then is that you can sometimes get people who may try to sneak into the site with the intention of scamming users. However, their security is still very good, and many users feel comfortable using the site.

Older Women Dating

Oler Women Dating Logo

With more than a million members signed up across the United States, Older Women Dating is a dating app and website that really caters to older women who want to find their “cub”. One of the special things about this app is that there are more men on the site than women. 

This is good because it means that older women will have their pick of the litter when it comes to dating. There are also a range of ways to match and meet, catering to any arrangements that couples decide to make as they set up their relationship. 

Of course, because the website is meant for mature women it does mean that young guys will have to compete with a lot of other singles who are eager to impress. 

Match.com

When it comes to online dating, Match.com is one of the largest dating sites and apps within the USA. They are popular for their effective matching and advanced algorithms used in their match-making process. If you date for intimate relationships, Match will help you succeed. 

This is good for anyone who has had trouble looking for romance with someone outside of their age range before. A broad dating pool means better chances of finding romance and even possibly a wife or husband to fall in love with, although you will need to use their filters. 

The downside to this is that Match is not at all suited for casual sex dating or one night flings, where Adult FriendFinder might be better. However, if you want to date with the intent of finding a cougar you can fall in love with, Match can certainly help. 

What to look for when joining a MILF dating site

When looking for the best kind of MILF dating for cougars, you want to be on the lookout for a service that caters to the kind of relationship you want. Not all focus on casual sex, and not all encourage a life-time relationship. Find one that fits your needs. 

You also want to gauge the site’s user engagement by checking out the features that are available both to free and paying members. The more bare-bones a site looks, the less you can do to reach out and meet new people, having to just rely on their matching searches. 

Finally, you should look to see if these apps or sites help you to communicate with others about dating older women or younger men. Few of these online dating services feature social networking features like Facebook, which can be difficult for people new to this type of dating.

Blonde cougar woman laid on the bed

Pros & Cons of Cougar dating apps 

Pros

  • Dating older women means they have much more experience, and in many ways
  • There’s a much lower risk of any unwanted pregnancies when dating a more mature woman
  • A wide variety of arrangements can be made between singles 

Cons

  • Different sites have different rules on arranging casual relationships, meaning not all are for sex
  • Cities will have a higher number of users, forcing rural users to extend searches
  • You won’t find much in terms of internet forums or social networking for community engagement on these sites

How to have the most success with mature dating

If you really want to be successful with cougar dating then the most useful advice for both men and women is to focus on pictures. Next, you want to clarify the kind of relationship you want. This is a great way to keep your matches focused and deter people you aren’t interested in. 

The world of cougar dating can offer a gray area between casual and serious dating sometimes, where a one-night stand can lead to an arrangement for meeting up or even a serious relationship. Making it clear what you want out of this experience helps immensely. 

You don’t necessarily need to flesh out your profile in any great detail, but having some information there will help give people the feeling that you are a real person genuinely interested in making a cougar and cub relationship work. 

elegant cougar posing in dress

Why is cougar dating so popular in the USA?

When people think of cougar dating relationships, they think of Hollywood couples like Ashton Kutcher, Demi Moore, and even big names like Madonna. Not only are these kinds of relationships appealing, but many men find dating an older woman to be rewarding. 

On top of the experience that older women offer younger men, there is also plenty of status and benefits that someone who has already had a successful career can give a young, ambitious guy. Women too get to enjoy the benefit of dating someone youthful and energetic. 

By nature these tend to be heterosexual, as they focus on younger men and older women. There are a lot of internet dating sites and mobile apps for Android and iOS to help foster a cougar relationship, like Cougar Date and Older Women Dating, too.

Experience can help make any relationship more fun and exciting, and when it comes to experience, no other type of dating offers more than cougar dating.  

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