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The Expert’s Guide to Meeting Cougars in Virginia Beach in 2023 - Where To Go And How To Date Them

A cougar in Virginia Beach

Many tourists come to Virginia Beach especially during summer to bask in the sun, enjoy the party scene and sometimes, to get lucky with a date. With that said, even some of our long-time residents were once tourists who decided to stay.

So if you’re looking for cougars in Virginia Beach, you’ll meet plenty who want to enjoy the sea and nightlife with a hot date. That could be you!

The Best Places to Find Cougars in Virginia Beach

Got time for just one bar tonight? If you're a busy guy and don't have the time to read through our lengthy 4k-word guide, then we have something for you.

Below is a shortlist of our four most favorite places and dating apps for meeting and dating cool Virginia Beach cougars. We tested these venues/apps and know for sure that they have what you're looking for. Start with them first then, if you want more, you can dive through the rest of the guide.

Virginia Beach cougar getting a tan on the pool at Skybar


Skybar is your hotel cougar bar in Virginia Beach

Skybar is one of the most exclusive Virginia Beach cougar bars. This prime entertainment spot sits atop the Hilton Virginia Beach Oceanfront. It’s a classy place, but it’s always buzzing with energy thanks to the live music, friendly crowd and strong drinks. It’s such a popular cougar hangout that you need to make reservations before all the other cougar hunters take the seats.

To add to the exclusivity, you’ll also need a membership to enter. But once you’re a member, you can drop by whenever you want. Just make sure to dress up nice because this place has a pretty strict dress code.

Homepage for AFF

AFF is the Virginia Beach cougar dating site if you just want something casual or physical (try it free)

On a scale of one to ten, how often have you fantasized about a sexy older woman who can teach you new things in bed? We’re betting on ten. Lots of cougars know exactly what they want in bed and they’re patient enough to teach the men they sleep with. Now you’re probably asking where you can meet all these frisky cougars. They’re on AFF (which has a great free trial).

AFF is a site where everyone wants to get laid. Virtually none of the users want to be in a relationship with the people they meet online. So if you want to make sure you’ll meet someone who’s up for a bit of naughty fun, you’ll find her on AFF.

In our experience, most guys are going to get the best options meeting single cougars who aren't looking for a commitment using AFF.

If you only want to meet cougars, don’t fret. The majority of AFF users are over 30, which means a huge percentage of the women you’ll meet here are cougars. Combine that with the fact that they all want some fun between the sheets and you’ve got the app that’s sure to get you laid!

Try out AFF and you’ll find some truly friendly Virginia Beach cougars!

Try AFF For Free!
If you actually want to meet single cougars who are more interested in fun in the bedroom than a long-term relationship you need to check out AFF's free trial with this link. We've spent many months testing out 100+ different sites and apps to meet cougars and AFF has consistently been the easiest way for most men.


Home page of eHarmony

eHarmony is our favorite way to meet cougars in Virginia Beach who have a relationship on the brain (try it free)

We love a good cougar bar as much as the next guy. But there are times when you just want to hang out at home while meeting hot older women. There are also a lot of Virginia Beach cougars who just don't spend any time in bars and clubs any longer. eHarmony (which has a great trial) really helped us out.

While there may be a ton of apps out there, none of them are as good as eHarmony when it comes to helping you meet single cougars. We've spent a lot of time rating and ranking over 100 different cougar dating sites and apps and this is what we really like about it:

They just have the most Virginia Beach cougars using it

While their 33,000,000 plus membership doesn't make it the biggest site around, in our experience they have BY FAR the most real cougars using it. We're talking about attractive, single women over 35 who are interested in dating both younger and older men.

A lot of the single women who use eHarmony are ACTUAL COUGARS. You won't find that anywhere else!

If you've tried to use more general dating sites in the past you know how hard it can be to find a real cougar. You have to sift through hundreds of profiles and MAYBE get lucky and find one.

It saves a ton of time and money

Spending any amount of time in a bar is expensive and you never know if any attractive cougars will even show up. If you want to make the most of your time and money a quality dating site or app is the best way to go.

You have to change your approach to change your results!

eHarmony trial

You shouldn't completely stop going out but being able to meet women 24/7 regardless of where you are is extremely powerful!

Do yourself a favor and give eHarmony's free trial a shot here. It's easy to get set up and it is the best option for making a big improvement in your dating life that we've found. Try it!

A gorgeous Virginia Beach cougar standing by the bar at Peabody’s


Go to Peabody’s to meet the classiest cougars in Virginia Beach

Want to show off your dance moves and attract all the Virginia Beach cougars? Peabody’s dance floor welcomes party-loving people who know how to groove to the music. This fantastic bar hosts events weekly, and it attracts its fair share of cougars.

Dress up nice, wear your best perfume and get ready to mingle! Drop by on Thursdays for ladies' night to meet all sorts of single older women who know how to have a great time!

Virginia Beach cougars hanging around the DJ at Skybar


Top Virginia Beach Cougar bars and Cougar Clubs

Virginia Beach is not just a cool beach people enjoy during the day. The nightlife here is wild and with lots of options. Bars, clubs, cool pubs, and grills, everywhere you go there will be cougars.

If you're not a morning person or you like to party a lot then these venues are where Virginia Beach cougars hand out the most, especially at night:

Too many options, aren't they?

Well, yes. But what matters is what you gonna do once you step into those venues. You must bring your best game to the place. Some cougars, especially the hot ones, are fiesty, challenging, and will test you to know whether you're the real deal or not. That's what experienced old women do.

But don't be afraid, she's still the little girl if you know which buttons to push. Be calm, cocky and don't hesitate to tease her. Take the lead and don't take her seriously. If you treat her like your brat cousin, but with respect, she will like you, and you two will have fun.

The Apps Dating Coaches Recommend Most To Meet Cougars

More and more older women are only using apps and sites to meet guys, especially younger guys. You need to be on at least one or two apps now if you want to get the best results you can. These are the apps that give normal guys the best success meeting cougars:

SiteOur ExperienceOur RatingFree Trial Link
Best Hookup Site Cougars
Experience Highlights
Experience Highlights
  • The best way to meet cougars for hookups by far
  • Best results for regular guys
  • Over 60 million active members
  • Not good for long-term relationships
Try AFF For Free
Best For Relationships
Experience Highlights
Experience Highlights
  • Easily the best option for long-term relationships
  • 75% of all online marriages start here
  • 70% of users meet their spouse within a year
  • In-depth signup and matching process
Try eHarmony
2nd Best For Hookups
Experience Highlights
Experience Highlights
  • 2nd best option to find hookups
  • Attracts an older crowd than most hookup apps
  • Pretty popular
  • Great free trial
Try Passion

Virginia Beach cougars hooking up at SkyBar


Meet Virginia Beach Cougars During the Day

Did you know that our city has the longest pleasure beach in the world? That means you’ll find all sorts of Virginia Beach cougars enjoying the sun and sand--from locals just looking to unwind to those on holiday.

Day or night, you may bump into bikini-clad ladies that litter the area. You might even run into them in Lynnhaven Mall, the popular Virginia Beach cougar bars, or downtown. Go anywhere from the crossroads at Pungo to Chic beach and you’re bound to spot a sexy single older woman.

Of course, we’re here to steer you in the right direction. We wouldn’t want you to spend all your time trying out every single venue! So slap on some sunscreen, muster up some confidence and get ready to meet some of the hottest cougars in our beachy city!

Here are some of the top places to meet cougars in Virginia Beach cougars during the day:

Cute cougars in Virginia Beach hanging out at Peabody's nightclub


The Guide to Cougar Dating in Virginia Beach

Now that you know where to meet those hot Virginia Beach cougars, let's assume you did everything well. You were fun and charming, got her number, swept her off her feet over text, and planned the first date. What's next?

Achieve what you came here for, whether it's a fling or something long-term. Your first date with a cougar should communicate your common goals. Cougars can be vocal about what they want from the man and will cancel you out if you don't match her criteria.

There are cougars who'll ask you "what do you want from this?" on a first date, while some will only hook up with married men because they want something quick with no strings attached.

The goal of the first date is to read her blueprint and play along, and that's why where you take her matters.

Here's how:

If you just want to keep it casual take her to a lounge

If all you both want is a fling, or if sleeping together on the first date isn't off the table then the plan is simple. Take your cougar to a bar and charm the pants off her.

Be fun, playful, attentive, and leading. Tease her, share cool stories, listen well and reflect on what she says. Once she's hooked, you can hop to another bar closer to your venue, then eventually walk by your place and tell her to come up.

These are some of the best bars and lounges to take out a Virginia Beach cougar:

If you're more serious about dating her try a comedy club, piano bar, or fun activity

Sometimes you need to give it time with the woman you've met. Some women aren't down to sleeping with you right from the get-go and you gotta lower their guards with a date or two.

If that's your case, then why not take your cougar out to a fun activity. Comedy clubs, bowling alleys, picnics...whatever. Anything that opens her up to you will be cool.

These are a few cool activities to share with a Virginia Beach cougar:

I'm not a fan of chewing while talking to a hot cougar, so restaurant dates are a no-no to me. But we might have different tastes after all, and to be fair, cougars love restaurant dates a lot.

So if you decide on taking her to an upscale restaurant then these are the coolest ones in Virginia Beach.

A Map of All the Best Cougar Dating Spots In Virginia Beach

Whether you're in the Central Business District or by the beach, use this map to roam around Virginia Beah. (And don't forget to email us your results).

For more recommendations check out more great guides to meet cougars:

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