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

A hot Orlando cougar

In such a huge city with vibrant nightlife, it isn’t easy to find cougars in Orlando. You’ve probably spent too much time and money in places and bars filled with young women who aren’t your type. Don’t worry, those wasteful days are now over because we’re here to save you!

From hot yoga sessions at Orlando Power Yoga to organic shopping at Freshfield farms, Orlando is a prime cougar den. Visit our small neighborhoods or shopping centers for a preliminary cougar hunt and you’ll see.

Make better use of your time and money by visiting our picks for the top singles hotspots and cougar bars in Orlando. These are places where we can guarantee you opportunities to mingle with sexy, single older ladies.

So where can you find Orlando cougars? Take a look at our list and give each place a shot. Then tell us all about your experiences in the comments below.

The Best Places to Find Cougars in Orlando

Orlando's bars are loaded with women almost all days of the week. Still, you need some experience to pick out the perfect cougar bar because, unfortunately, cougars don't hang out everywhere for different reasons - laziness, responsibility, age..etc. And that's why you need expert advice.

So, to start it off, we're going to share a few of our favorite Orlando cougar venues now, and then many more ones further down. These are a few of our absolute favorites:

4 Orlando cougars hooking up at Blue Martini


Blue Martini for a cougar who’s trendy and classy

Blue Martini is a chic, upscale lounge with a welcoming atmosphere. Don’t be intimidated as it’s also notorious for being a cougar den. This location offers live music nightly, as well as 42 signature martinis and fine wines.

Go here during their happy hours (4 to 8 p.m.). The venue swarms with Orlando cougars taking advantage of the after-work discounts. You’ll find plenty of older women chatting and drinking to relax after work.

Pro-tip: There is a dress code at Blue Martini, so dress to impress. Most cougars won't think of you as a potential, long-term, partner if you're dressed like a college boy on a Tuesday morning.

Dating apps are also really good for meeting cougars in Orlando (at least a couple of them)

Yes, cougars too use online dating apps. And why not? Some of them are still steamingly hot and know that men like them. You can find cougars everywhere from Tinder to Hinge and Bumble, but not in great capacity. We found that many cougars also use these two dating apps; AFF and eHarmony.

Homepage of AFF

If you're just looking for something casual or physical AFF is the best option (try it free)

Many cougars prefer to cut to the chase. They don’t want to be wined and dined, and they don’t want to date a guy for the long haul. Some cougars just want a hot night with a guy who will fulfill their fantasies. And if you think you can fulfill a cougar’s wildest fantasies, head over to AFF (with their great free trial).

Make no mistake--AFF isn’t for finding romance. It’s a site made to connect people for sex. So if you’re tired of using the same old sites where the women mistake your sexy pickup line for an invitation to a date, AFF is where you’ll find the cougar who knows what’s up. They also get plus points for cougar hunters because a huge portion of AFF’s users are over 30.

AFF has been connecting people for short-term engagements since 2006. They do their job so well that even average-looking guys end up finding their perfect cougar match.

Give AFF a try and we promise you that you’ll find all the feistiest cougars in Orlando.

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

If you're interested in a relationship eHarmony is the easiest way to meet cougars

All the amusement parks in Orlando might make you think that it’s a city filled with youngsters, but that’s absolutely not the case. In Orlando, you’ll find some of the hottest, most beautiful cougars in Florida. But if you haven’t encountered them in your usual night outs, it’s probably because you’re looking in the wrong spots.

Take your search for Orlando cougars online by trying out eHarmony if you actually want a relationship. eHarmony is the premier app for meeting cougars in Orlando if you want more than casual fun. You may not find the older women you’re looking for in bars and other spots because they all prefer to find men online. After all, lots of older women are busy with their careers, their families and their hobbies. Many of them don’t have time to hang around at a bar hoping to meet someone.

Ever since online dating became a thing, women have hopped on the bandwagon. But cougars are selective--they only want to use apps where they’re sure to meet someone they like. That’s why eHarmony is so successful: it pairs up hot older women with the men who want them. And that’s also what keeps eHarmony at the top spot of our list of the best apps and sites for cougars.

eHarmony trial

Create a profile on eHarmony and you’ll see all the hidden cougars of Orlando!

Hot Orlando cougars hooking up in at Rocco's Tacos & Tequila Bar


Rocco’s Tacos & Tequila Bar to meet some laid-back Orlando cougars

All you need is a quick look at their Instagram to see how much of a cougar den Rocco's is. The place is a babe magnet of all ages and types. Singles, couples, cougars and students all come to Rocco's to have fun and chill with some tequilas and tacos.

There’s seating both indoors and outdoors, but we suggest you head outside for the scenic waterfront views. You’ll also find a gazebo and fire pit there, which can be a good spot to have an intimate conversation.

As the night goes on and the tequila continues to flow, a DJ plays live music. The crowd goes wild and becomes livelier. You’ll find plenty of Orlando cougars getting their jive on and dancing to the music. When they’re not, they’re probably talking and laughing with each other over pitchers of margaritas.

The patio is probably the best place to mingle, but the inside seating is intimate and cozy too. Check out Rocco’s for a great time at a fantastic cougar bar in Orlando.

A beautiful woman drinking at Blue Martini


Top Orlando Cougar Bars and Cougar Clubs

This guide should've been titled best cougar bars and cougar clubs in Orlando and its surroundings. Why?

Because we noticed that the city has so many cougar dens around it.

Yes, a portion of Orlando's hot ladies likes to spend their weekends and Friday nights at nearby bars and pubs, which makes sense because many are either tired, lazy or don't have much time to party because, well, they have a job and kids.

You will find hot women in venues like Vice, as in this video..

But sometimes you'll have to dive 20-30 minutes to Winter Park or Lake Mary to have fun... as in the venues below:

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

Hot Orlando cougar with her dog at Rocco's Tacos & Tequila Bar


Meet Cougars in Orlando during the day

I’m all for approaching cougars during the day. The level of competition is way low and most women – cougars or not – don’t expect guys to walk up and say hi to them so you will:

  • Catch her off-guard
  • Surprise her with your bravery

Talking to women during the day – aka daygame – is the single most powerful form of confidence. Imagine walking to a hot cougar in a crowded bar at night with four or five muscled dudes going for her with their drinks and puffed-up shirts, who do you think would win? It still can be you but the odds aren’t much in your favor.

Now imagine approaching the same hot women, without makeup or the fancy dresses, and without the puffed chumps. It’s all about you and your communication skills. Hit some of these places and try it yourself:

You can be an average-looking dude and still get the woman just cause you got the chance to prove yourself. And nothing gives you this chance better than walking to a woman in broad daylight and talk to her.

Take control of your emotions and go do it. It's the best gift you give yourself.

2 hot Orlando cougars having dinner at Rocco's Tacos & Tequila Bar


The Guide to Cougar Dating in Orlando 

We told you where to meet Orlando’s hottest cougars. Now it’s time to show you where to take them and how to date them. But first, there are a few tips to keep in mind:

1. She’s probably more experienced than you (and it’s cool)

Some men, especially young guys, are insecure about being with a mature woman. Especially men in the 20-25 range. It’s weird to date someone 10 or 15 years older than you when you just got your license a few months ago.

You know she’s probably been with her fair share of men when your lay count is probably in the single digits, which creates some sort of performance anxiety in some men.

This however is cool.

Sexual inexperience isn’t a big deal if you don’t make it as one. You have to be cool because some women will test you about it. You’ll encounter a lot of “aren’t you too young for me” and “I’m almost your mom’s age.” Play it cool, say “ok” and be nonchalant about it. That’s the best way to handle such tests.

2. She’s looking for one of two things

Some cougars are in it for the ring while others are in it for the fling.

Lol, who’s the Real Slim Shady now?

If you want to be with this specific cougar then you have to meet her blueprint.

If she’s here to have fun, then masculinity, cockiness, good physique, and youth are your tools to convey this playful persona.

But if she wants a guy to build a future with, or someone to help with the kids then responsibility, resourcefulness, success, confidence and style will turn her head around.

3. Not all dating venues are created equally

Some places are for quick hookups while other venues are for creating shared experiences with your woman. Here’s how it works.

An Orlando couple on a date at Blue Martini Lounge


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

A lounge, a cool bar, or any cool venue at night where you can sit next to her, share a little bit about yourselves, and build both comfort and sexual tension with her.

The following are Orlando’s finest lounges for taking a cougar during the night:

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

She can be conservative, shy, or just unavailable during the night. Maybe she wanna take it slow…who knows.

Either way, if she needs some time to open to you, then you can do something together that isn’t specifically romantic but still fun. Walk in the park together, go to some cool museum, watch a movie or hit a piano bar.

All still works, especially in these places:

If you just want to eat out, or if she’s a foodie (and you have the budget), then one of these Orlando’s upscale restaurants will do the job:

A map of all the best cougar dating spots in Orlando

Because we love you, we made you this map of our favorite venues for meeting/dating hot Orlando cougars...all in one place.

Don't forget to email us your results.

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

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