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8 Great First Dates: What to Do When Dating an Older Woman

You don't need 50 first dates to impress an older woman. You just need one really great, memorable date. Even if you're both only in it for a little wham-bam-thank-ya-ma'am, there's no reason why the time you spend together can't be memorable.

sensual mature blonde waiting for some fun
Undertaking an experience together might lead you where you want to...

And for those guys who thought they were going to hook-up with a sexy older woman looking for sex but realized she's way more than that...well, we've got 8 great first date ideas that will get you a 2nd...and a 3rd...date (and bases!).

1. Keep it Public

Don't be that story. Of course, you'll also make her comfortable if you suggest meeting in a public place. Even if you end the evening in a more secluded area, why not first meet at a park or at a coffee-shop, sort of like a "staging" area?

Pro-tip: Always Keep Your First Encounter Public.

It's not only for her safety, it's for yours too. Think you can hold your own? Sure, you can. But there are stories of a friend of a friend getting robbed by an older and sexy mysterious stranger for a reason.

2. Make It About An Experience

No one's telling you that you have to take her to the top of a tower and bungee-jump or jump out of a plane together on a first date.

Simple things like going to a carnival or taking her ice skating will show her that you're genuinely attracted to her and want to be together in public.

You also have a chance of standing out in her mind because you've made it about the experience: not only experiencing each other but undertaking an experience together.

It certainly sets the stage for other experiences you'll be undertaking together...if you know what we mean.

3. Keep On The Same Page

hot mature woman leading you somewhere special
Show her you can go with the flow!

Before you even head on a first date, make sure you both know where this is going. Don't just assume that older women looking for sex are going to jump you right away.

On the other hand, just because both of you are looking for NSA, casual, one-night stands sort of encounters, don't discount the powerful sense of foreplay that a well-executed first date can be -- for you both!

No matter where it ends (or even it's a "to be continued..."), be totally direct and upfront about what you're looking for. After all, she will.

4. Skip the Noise

No matter where you go, make sure the noise is down to a dim chatter, at best. Even coffeehouses, if you're sitting too close to bar, can get incredibly noisy, what will all the steam, clanking cups and grinding espresso machines.

Find a space in the back or go somewhere where you can actually gaze into her eyes, and have a good conversation. For cougars, even if they're only looking for sex, the whole experience of being with you is heightened if you can show her your intelligence and sophistication.

5. Let Her Take the Lead

While you're still texting her and the subject of going out on your first date comes up, why not let her take the lead?

You can give a suggestion as to where you'd like to take her or what you'd like to do and then put the ball in her court by saying, "unless there's something you had in mind that you'd really like to do together? I'm game for whatever!"

Allowing her to take the lead works in your favour for two reasons: one, it shows her that you're easygoing and relaxed, interested in spending time with her, regardless. And, two, it takes the guesswork out of the whole exchange for you.

Now that's the kind of math we like.

6. Keep It Low Key

Taking her somewhere classy like a blues of jazz club is not a bad idea, either. Live music is a great way to show her you're cultured and not a 22-year-old clubber (well, she doesn't have to see that part of you, let's just say)

Venues with low lighting work well to set the mood, can help you draw out a good evening and it'll also help onlookers keep their inquisitive stares to a minimum.

7. Classics Never Go Out Of Style

Repeat after us: the good old standby date, dinner and a movie, never goes out of style.

Like her, right?

Some cougars could care less about where they go on a first date because they're just mature women looking for sex. But most cougars love to be wined and dined, just as much as any other woman.

Don't be intimidated and don't think too much: the endearing, young-guy vibe you've got going on is exactly what she loves and what she secretly craves. Translation: it works in your favor.

A dinner and a movie will allow you two to get comfortable being in each other's company and then discuss the movie at dinner. Here's a chance to show off your pop cultural knowledge and engage hers.

For a twist, take her to a drive-in of an old 80s flick. She'll love it -- and she'll never forget that you tried to play on her turf.

beautiful cougar in restaurant waiting for you
No matter where it ends, make her feel comfortable and it will pay back.

8. Be Open & Go With the Flow

So what do you do when she gets in the car and wants to go in a whole new direction because she just read a rave review?

Well, if you're smart, you count yourself lucky that she thinks you'd bet the perfect companion to experience this with her and you quietly cancel your reservations for wherever (or you simply delay). The point here is to show her you can go with the flow.

Even if you both know how the night is going to end (because you were both clear as to what you wanted, right?), showing her that you're open-minded is very important.

Just because you're a younger guy who's willing to be with an older woman, doesn't automatically tell her that you're down to explore. It may simply be a fetish or an attraction - she doesn't know, right?

Pro-tip: Being Open-minded is a Valuable Key

The possibility to be open-minded and flexible in daily interactions is about more than making her comfortable. It also implicitly tells her you're down to try all sorts of new things in bed!

And, hey, if she's every bit of a cougar you think she is, chances are, she'll have a lot to teach you.

Now don't you want a second date?

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Image sources: (1) Nejron Photo | (2) stevenandres | (3) morganka | Fotolia.com