OlderWomenDating.com Review: Is This Site Worth Your Time & Money?

by John Santana

Today’s older women are independent, energetic, and in touch with their sexuality. And more and more men are ditching the younger woman for a mature goddess. If you are looking to join these guys and bag yourself a MILF, could OlderWomenDating.com be just the thing to help you?

Mature women don’t hang out at clubs ‘till the early morning hours anymore and you won’t find them slamming shooters at the local bar. So if you are struggling to find older women, this is where technology comes to the modern-day dating rescue.

There are plenty of online dating platforms and mobile dating apps that cater to younger men looking for older women. But many of these sites and apps are not really up to standard.

One of the more reputable and popular apps amongst them is OlderWomenDating.com. But is it really legit and as great as it seems? Or is its reputation simply a result of a marketing powerhouse? We took an in-depth look and this is what we found.

From One-Night Stands to casual hookup relationships to judgment free affairs Ashely Madison has everything a single or married would need.

Adult Friend Finder is popular among its users for Casual Flings, Swingers, Threesome and all the other Adult stuff you can think off.

OlderWomenDating.com Summarized


  • Easy to use
  • 20-year reputation
  • Live chat support
  • Plenty of features


  • More men than women
  • Some memberships are stagnant
  • Limited free membership

Our rating: 7/10

  • Sign up: 8/10
  • Functionality: 7/10
  • Design: 8/10
  • Security: 4/10
  • Pricing: 6/10
  • Special features: 8/10

Older Women Dating has a pretty decent selection of features as well being easy to use with competitive pricing. However many of its members are inactive and there are a few security risks so we prefer to stick to old favourite Adult FriendFinder which has one of the biggest pools of active older ladies.

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OlderWomenDating.com in Depth Review

Now let’s check out all the different aspects of OlderWomenDating.com in detail.

Creating an Account

  • Fast registration
  • Free account creation
  • Requires basic personal info and profile pic

Signing up to OlderWomenDating.com is not nearly as tedious as many other online dating sites and will only take a couple of minutes. A user registers an account with an email address and password or simply by logging in via Facebook.

It is completely free to create an account. During the registration process, a user (whether a cub or cougar as coined by the platform) needs to complete basic personal info such as age, height, and ethnicity, write a short bio and upload a profile pic.

It’s important to note that a profile pic needs to be approved first before it appears on a user’s profile and this will take an average of 24 hours.

Sign up rating: 8/10

How it Works

  • Easy to comment, like, ‘flirt’ and ‘wink’
  • Matches interests
  • Specific filter function

OlderWomenDating.com is like a mix between your standard online dating platform and Facebook. It has a pool of members made up of both younger men and older women. It is heavily weighted to male users unfortunately with many inactive accounts.

We preferred Adult FriendFinder for more older woman users. Users can comment and like on other user’s activities and photos, send flirts, winks, and greetings their way as well as pop them direct messages.

In typical online-dating-fashion users are matched with people based on their description of the kind of person they are looking for. They can also make use of a handy search function if they’re looking for something (or rather someone) specific at a specific time.

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Functionality rating: 7/10

  • Design & Layout
  • Modern design
  • Easy to use
  • Android and IOS compatible app

The platform has a sleek, modern design, although they could’ve definitely done a better job on the logo. The design and layout is incredibly user-friendly; even someone who perceives themselves as a bit technologically challenged will be able to find their way around the site.

The platform is both mobile and desktop compatible, which means that users can either scour the site for their soulmate whilst sitting in front of their computers or on their mobile device whilst commuting from work. The downloadable mobile app is also Android & iOS compatible and can therefore be found on both the App and Google Play Store.

Design rating: 8/10


  • No prior vetting
  • Can’t be held liable for sharing confidential info
  • Responsive chat function

As with any online dating platform that offers free registration, there is no prior vetting or identity verification process taking place. With any of these sites, users should always remain vigilant and not divulge private and personal information that could put them at risk or in danger.

The platform itself has strict privacy policies in place for the safety and security of its users. However, they cannot be held liable if a user voluntarily shares confidential info with another user who then uses that info for their own agenda and personal gain.

So while there are some big security risks, the site does at least provide users with helpful online dating safety tips. If a user has certain suspicions regarding another user, wants to report an incident or simply wants to ask a question, they are welcome to do so by contacting a member of the customer support team via the live chat function.

Security rating: 4/10

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  • Free membership is limited – not worth it
  • Premium membership is affordable
  • Different subscription packages available

Unfortunately, OlderWomenDating.com follows the same-old-same-old online dating site recipe for success when it comes to its pricing structure. The platform entices users to sign up for free, but when it comes to the dating functions that actually matter (such as messaging), a cub/cougar will have to fork over some cash.

The platform doesn’t portray itself to be a playground of the elite such as Raya where users need a six-figure paycheck just to purchase a basic subscription.OlderWomenDating.com is quite affordable at $29.95 per month.

Of course, a user could opt for a package deal to score the usual “bulk-buy” discounts. These offers include a three-month subscription for $19.98 per month or a six-month subscription for $15.99 per month. Taking the plunge and upgrading to a premium membership promises to hold the following benefits to cubs/cougars alike:

  • Unlimited messages
  • Advanced search functions
  • A user’s profile will be featured at the top of search results
  • Premium unlocks all mobile, desktop, and app features
  • Premium members enjoy 24/7 customer support
  • They promise that it will increase a user’s chances for their profile to be seen and for them to be contacted by 20%, as well as increase their chances of finding a match by 500%.

Once subscribed payments will be deducted and memberships renewed automatically. Users can have their pick of paying via some of the most popular and trusted payment methods such as Visa, MasterCard, American Express, Checks, Money Orders, or PayPal.

Price rating: 6/10

Special Features Worth Mentioning

There are a few other features that make this platform stand out from the rest of the online dating app crowd:

Cougar Dating Advice

Yes, OlderWomenDating.com turns into the ultimate online wing woman/wingman and guides their users through the online dating journey by providing advice, tips, and precautionary safety measures.


Alright, so this feature is pretty much Tinder in camo. A roulette of random user photos are displayed where a user needs to click on Like or Pass. Just don’t click too fast if you’re a free user since only premium members can undo an accidental Like or Pass.


Connections allow a user to see who viewed their profile, liked their photos, and winked at them. Although half this feature’s functionality is only available on the premium membership, this feature allows users to reach out to other potential connections before even being matched with each other.

First Date Cougar Experience

This feature comes in the form of a massive online forum that consists of any topic and subject imaginable relating to dating older women. Users no longer need to Google and try and sift through all the inaccurate and inadequate resources and opinions available out there in cyberspace.

First Date Ideas

The worst date will always be the first date. A first date is an ultimate filter when it comes to separating a potential love connection into a “Yes, let’s do this again.”, “Maybe” or “Hell, no!” category.

So the pressure is on! Well, not with OlderWomenDating.com, since their First Date Ideas feature takes away some of the anxiety surrounding this important initial meet-up. This is where users will find suggestions and recommendations by their fellow

OlderWomenDating.com members regarding what they perceive to be the perfect first date. And if you perceive yourself to be somewhat of a first date semi-pro, you are welcome to add your voice to the list of ideas.

Special features rating: 8/10

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Pros & Cons

As is the case with a life partner, there will also never be a dating site that is “absolutely perfect and flawless”. But during our in-depth evaluation of the platform we’ve come across a few platform features and traits that are important to take note of before making that final decision to officially sign-up (or part with your hard-earned cash and pay for a premium membership):


  • 100% Mobile & desktop compatible with both iOS & Android devices
  • For the cougars: there are more men (65%) than women (35%) on the platform
  • The platform provides their users with extensive online dating tips and advice
  • This is not a fly-by-night operation: the platform has been operating for more than 20 years
  • The platform offers all major payment methods
  • There is a live chat customer support function
  • The app has quite a few special extra bonus features


  • Although the app boasts members from all over the world, we’ve found most members to be from the US
  • For the cubs: there are more men (65%) than women (35%) on the platform
  • Memberships and member activity are fairly stagnant compared to other online dating sites and apps
  • In order to send and read messages, view private photos, and see last-logged-in data, a user needs to upgrade to the paid membership version
  • The platform does not conduct background checks or any other form of identity verification

Final Thoughts

So overall is OlderWomenDating.com worth it?

The site sports a sleek design and is incredibly user-friendly in order to be used by all ages (as long as they’re over 18, of course) Creating an account is simple and the way the platform connects users with each other is very similar to a few other popular platforms and social networks out there.

The platform does have great customer support (which is 24/7 for premium members), as well as extensive dating tips and advice as well as special added features. But we’re not quite sure that all of these perks can save the platform.

With overwhelming numbers of men on the site, you might prefer to check out sites like Adult FriendFinder! There is practically no growth in membership or activity. And we find the same-old-same-old online dating site business model fairly tedious by now.

If you can’t access any of the functionality without upgrading to a paid version of the platform, then simply don’t offer free registration – it’s just frustrating. Personally, we think there are other dating platforms that might be a better choice than OlderWomenDating.com.

Adult FriendFinder.com is certainly one of our favorites and has a free trial. As one of the biggest, most active, and most reputable sites to find cougars for some fun, we recommend trying this and some other platforms before making up your mind.

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John Santana

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