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The Expert’s Guide to Meeting Cougars in Oakland in 2024 - Where To Go And How To Date Them

Cougars in Oakland California know how to dress for success

With its great nightlife, exciting arts and cultural scene, and exciting cougar bars, finding cougars in Oakland has never been easier. This buzzing city is cool and interesting as it is. But with new cafes, restaurants, and bars sprouting up all over the place, Oakland will only increase in popularity.

The Best Places to Find Cougars in Oakland 

Without a doubt, meeting older women at bars is fun. But which bars will give you the best odds?

We will give you the answer, but first, we have a little gift for our busy readers. We know that some of you might be in town for a few days and/or don't have time to read a long, 4k-word post just to decide on where to spend the night.

Or you're just plain lazy 😛 (That's also cool)

That's why we're starting off with a shortlist of our top venues and dating apps for meeting single Oakland cougars. We tried these venues, and apps, and know for sure they will bear fruit.

Try them out first, and if you want more, you can dive through the rest of the post.

A young Oakland cougar having fun at New Karibbean City nightclub



Meet fun Oakland cougars at New Karibbean City

The New Karibbean City is one of the best cougar bars in Oakland. The crowd tends to be more laid back and slightly older. It’s perfect if you’re looking to have a good time with a more mature and experienced woman. There are live bands and burlesque shows every week.

Once the dancing starts, you can show off your killer dance moves and impress your new cougar friend!

Homepage for AFF

If you just want fun in bed AFF is our top Oakland cougar dating site (try it free)

A little casual sex on the side is a great way to have a fun night without all the commitments of a relationship. With lots of cougars juggling a busy lifestyle, they prefer to keep things quick and casual. They don’t want to be a sugar mama or a girlfriend--they just want a hot date where they can get naughty.

The best place to meet all these naughty older women is on AFF. Literally everyone here is looking for a good time with no strings attached. The women here are feisty and you might even meet a few wild ones with exotic kinks.

We've tried a lot of different options and this has been our preferred way to meet cougars to take home fast!

What we love the most about AFF is that you have great odds of meeting cougars. In all the times we’ve tried this site, we always match up with women in their 30s and 40s. The best part? They’re easy to approach and very responsive.

For all you guys who want to get laid with a hot older woman, AFF won’t let you down!

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.


For relationships, eHarmony is our favorite way to meet cougars (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 mature women who just don't spend any time in bars and clubs any longer. eHarmony 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 who want a relationship. 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 Oakland cougars using it

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.

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. eHarmony excels at helping you find the women you're actually interested in and the women who will be into you as well.

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.

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 try out eHarmony. 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!

Classy Oakland cougars toasting drinks at Oeste Rooftop Bar


Meet classy Oakland cougars in Oeste

Oeste is a rooftop bar in Oakland that offers shareable plates of food--the perfect thing to have while you get to know your new cougar friend better.

Ready to let loose? Choose from over 40 wines and let your conversations flow as freely as the wines here. The sophisticated but casual atmosphere will make you feel right at home and increase your chances of meeting a stylish and classy Oakland cougar.

Don’t be surprised if they play 80s or R&B music--that’s what the cougars like about this place too! They say it’s old-fashioned, but it’s what makes Oeste so endearing to cougars.

Oakland cougars taking a selfie at The Uptown Nightclub


Top Oakland Cougar Bars and Cougar Clubs

Oakland's exciting dating scene attracts not only local cougars but those from all over the world as well. If you are a younger man hoping to meet an attractive older lady, cougar bars in Oakland are definitely very promising locations!

Whether you’re at Lake Chalet chatting up a sophisticated cougar or at Brown Sugar Kitchen trying to help an older woman nurse her hangover with some soul food, there’s a perfect kind of cougar for you. You just need to find the right Oakland cougar bars.


We mentioned a good mix of clubs and bars in the above list to match all tastes. Now it's time you dress up and go have fun. Bring your best self to the venue, be fun, calm and playful.

Cougars are experienced and challenging so don't get upset when they tease you and also be willing to tease back. Regardless of how old, she's still that school girl deep inside, and will like a man who treats her like his little brat sister, but with more respect.

The question is, can you be that man???

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

Mature woman doing yoga on the baech


Meet Cougars in Oakland During the Day

You can meet a ton of cougars in gyms and yoga studios, especially here. Mature women in Oakland need some time to disconnect from their busy lives, even for just an hour or so each day. Head to the nearest yoga studio and you’re bound to see cougars there who are in a deeply relaxed state.

Cafes and shopping malls are also great choices. I like meeting cougars in the morning because it's no effort. You can bombard your contact list with dozens of cougars numbers without going out at night.

If you're a morning person like me, then check these venues. You'll definitely get results if you stay consistent:

An Oakland cougar on a date at Bellannico


The Guide to Cougar Dating in Oakland

Without a doubt, meeting cougars in bars is fun. And why shouldn't it be? You're an alpha guy who's worked on himself and is a catch to lots of women, unlike the other stagnant 99% of men in the world.

So let's assume you had fun with your woman and didn't sleep with her but got her number. Now, what's next?

Take her out bruh.

The date is the next step once you get a cougar's number. The first date with a cougar sets the tone for what will come next, and your job is to plan and execute that date as well as possible, depending on her blueprint. Here's how:

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

If both of you want nothing but casual fun, then going out on two or more dates is a big waste of time. The plan is simple, give her the time of her life then spend the rest of the night in your place. Find a cool bar or two close to yours and be as charming as possible. Once the job is done, and she already likes you, invite her over to keep the fun going. It's really easy if you know what you're doing.

These are some of the coolest and most romantic bars for dating cougars in Oakland:

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

Some people like to take it slow, especially if you both want something long-term. In this case, you share a cool activity together where you can:

  • Get to know her better
  • Lower her guards a little

If you can't take your Oakland cougar out to a lounge or a bar, then try one of the following activities:

I don't recommend dinner dates because I don't like chewing while talking to a hot stranger who only met me once. Plus, restaurants will break your budget if you go on too many dates. However, if that's your only option, then try one of these romantic restaurants in Oakland:

A Map of All the Best Cougar Dating Spots in Oakland

We combined our top venues for dating and meeting cougars in Oakland on just one map. Use it as you roam around the city and don't forget to email us your results.

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

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