Everyone has played this game before while out in public. An older woman and her much younger gentleman friend are sitting across from each other at a bar. You look at your friends and all try to guess the same thing: are they mother and son - or are they lovers?


A few years ago, the outcome might have been more in favour of the familial relationship but times are changing! These days, more and more people are dating well outside their age ranges and it’s becoming less of an eyebrow-raising situation. If celebrities are seen as trendsetters, then having serious relationships with MILFs is a growing phenomenon that is here to stay!


One of the most famous MILFs in the world, the living legend that is Britney Spears, recently got married to Sam Asghari and their 13-year age gap barely gets mentioned. Heidi Klum is married to someone 16 years younger than her, and the most famous matriarch from the world of reality TV, Kris Jenner, has a boyfriend that is 25 years her junior!


If you are looking to date older women, or you’re looking for a younger gentleman friend to have fun with, then you might be wondering where to start your search. Well, we have you covered. We’re going to show you the top 10 MILF dating sites to find yourself a perfect age-gap match!



CougarLife


We start off with a site that really deserves to be much more widely known. For those who are new to the world of dating older women, this is your perfect way to ease into it.


CougarLife is specifically aimed at helping men match up with women aged 35 and over (women younger than this are excluded). Not only are there plenty of older women active on the site, but these women are generally not here to beat around the bush! Actions definitely speak louder than words when you’ve matched with someone through CougarLife.


With over 7 million users, you really are spoilt for choice when it comes to choosing someone to have a sexy adventure with!



MeetMilfy


If you are after an easy-to-use MILF dating site and something casual is more up your alley then MeetMilfy is definitely worth giving a try.


While there might not be a mobile app version of the site available, you only need to spend a few minutes on it to realise that its users are not shy about what they want! Its free 3-day trial lets you play around and see if it is worth upgrading to one of their full-member subscriptions.


It’s especially great for those who are on the fence about making that financial commitment.


Blonde woman in black leotard, doing stretches on a bench with fitness balls and balancing bar in the background.


Bumble


This one's for women who like to take charge and make the first move.


Conversely, if you are a man who prefers his partner to be more on the bolder side, here’s where you can find your ideal woman. Bumble is specifically set up so that women have to make the first move - the power is in their hands.


While it may not be specifically catered towards older women, with over 100 million users worldwide there will no doubt be someone who ticks all your boxes!



AdultFriendFinder


Sex! Sex! Sex!


There really are few websites better catered for finding sex than AdultFriendFinder - it really seems like a hookup site that was designed by a porn company!


This is one of the few dating sites that offer the ability to upload videos and do live streams for other members to watch. AdultFriendFinder has an extensive search filter and the option to join groups so finding what you are looking for is very straightforward.


People looking for long-lasting and meaningful emotional connections should look elsewhere, but if you are after red-hot lust-filled MILF dating, AdultFriendFinder should be at the top of your shortlist!



eHarmony


If AdultFriendFinder is all about sex, then eHarmony is all about love.


eHarmony has some of the highest success rates in the industry when it comes to match-making thanks to its tried-and-tested matching-making system. Your answers to around 150 specifically curated questions are used in order to match you up with someone who best fits what you are looking for.


eHarmony also makes a big effort to attract as many older women as possible to join so there is no need to worry about limited matches. This site is definitely one for lovers and romantics.


Brunette busty woman in red underwear, holding a black hat in front of her body while posing with her hand against the wall.


MILFSHookup


Out of all the many dating sites for older women, MILFSHookup really is one of the top contenders.


Dating sites that target a more niche audience tend to look clumsy and a bit rough around the edges but this is not one of those sites. MILFSHookup is very well-designed and easy to navigate but beware - this site is undoubtedly on the more explicit side of the spectrum.


There is no getting away from the fact that this is first and foremost a hookup site! If you are after no-nonsense fun and don’t want to waste time then look no further.



AshleyMadison


Ah yes, the infamous AshleyMadison. Despite a slightly rocky period during the mid-2010s when they were the target of a group of hackers, it has remained one of the biggest and best sites to find an older woman.


AshleyMadison is aimed directly at married people looking for a bit of excitement away from their spouses, so if being the dirty little secret of a sexy married MILF is your kink, look no further! They really have everything you could need: a well-designed platform, massive membership numbers, proper discretion and anonymity if you need it - the list goes on.


Don’t be put off by the pricey subscription options, if you are here to find someone quickly instead of spending ages sharing each other’s life stories then you won’t be disappointed!



Passion


Passion is one of the bigger names in the mature online dating world and is perfect whether you are looking for a genuine connection or just a bit of fun (although you’ll probably have more luck with the latter).


With over 20 years of being in the business and a very favourable male-female user ratio, Passion is not here to mess around. From a fun “matching game” to try out to a “hot” section that is always updated with the top videos and photos from various members - Passion knows how to grab your attention and keep you busy!


Brunette woman in black brim hat and velvet dress, kneeling on the ground while holding a whip. White couch in the background


Tinder


This may be surprising and unexpected but we end off the list with that familiar favourite: Tinder.


While some older women may baulk at the idea of signing up to a site that is so popular with younger guys, it’s for this exact reason that we recommend it! If you are a MILF looking for a bit of fun with someone younger, there is no easier way to go about this than using Tinder. It’s easy to use, has a very wide range of free features and with the sheer number of users, you will be hard-pressed to run out of guys!


Is this one of the best free MILF hookup sites available? Without a doubt!


Now that we’ve covered the best sites to try out to fulfil your intergenerational fantasies, you might be wondering what it’s actually like to date an older woman or a younger guy. Here’s a few unexpected things that you might want to keep in mind!



Dating Older Women


Women over a certain age generally know exactly who they are and what they want from life, so you expect someone who is very strong-willed and sure of themselves. If confidence attracts you, then you will not be disappointed! Bear in mind that you both grew up in very different worlds so your experiences and worldviews will be vastly different. Remember to be open-minded and ready to learn new things.


Chances are, older women have had a few relationships (and even a marriage or two) under their belt, so something serious might not be exactly what they’re after. While this does not rule out the possibility of something long-term developing, having fun will definitely be at the forefront of the relationship!


Just imagine what kind of tricks and skills someone 10-20 years older than you has in the bedroom! There is a night and day difference between sex with an experienced older woman and sex with a girl who is still figuring herself out!


Man in blue suit sitting down on a white leather couch with the hands of a woman on his chest. Her nails are red.


Dating Younger Men


On the other side of the equation, if you are an older woman looking to date a younger man then you won’t be short-changed at all! It’s no secret that younger men tend to be more attractive and appealing than older men so having a bit of man candy by your side is a big plus point.


As you get older, your dating pool also gets smaller. They don’t say “all the good ones are either gay, married or have one foot in the grave” without good reason! Widening your search to include younger men gives you a veritable treasure trove of potential suitors who are eager to please.


Generally speaking, men in their 30s and 40s are also not as burdened as men with 10 or 20 more years behind them. There is less chance of them having extra baggage like children, messy divorces, a crippling mortgage or physical afflictions to slow them down. They are still in the prime of their life and want to make the most of every opportunity that comes their way!


Younger men can give their older partners a renewed source of energy and motivation. In addition, being younger also means that they are in a better position for you to take charge - in and out of the bedroom!



Dating in 2022 really comes in all shades of the rainbow and there really is no limit to where you find love: as long as you are both consenting adults and make each other happy then who cares really if you’ve got an age difference!


So if you’re feeling like your usual sort of partner is getting a bit “been there done that”, why not dip your toes into the MILF dating pool. Whether you’re a MILF who wants a toyboy, or you are a younger guy looking for a sexy experienced woman to take charge - there is a lid out there for every pot!