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10 Things To Expect When On A Date With An Older Woman

There are plenty of things to expect when on a date with an older woman.

Dating in the modern world is a complicated strategy. You're left guessing what your date wants, then trying to make sense of where you went wrong. It's a constant game of hit and miss. It can leave you exhausted and jaded, blaming romance for the sins of the dating game.

Wouldn’t it be easier if you walked in knowing what to expect when on a date with an older woman?

What To Expect When On A Date With An Older Woman

You’re one step closer to romantic bliss. Dating older women is easier than dating 20-something coeds. They're easier to predict, which removes a lot of the guesswork. As long as you know what to expect, you're well on your way to having a great time.

Here are 10 things to expect when you're on a date with an older woman. Expect for these things to come up regardless if you met walking down the street or have been exchanging messages online (check out of favorite dating sites to meet an older woman if you have not had much luck online).

She Can Pay For Herself

Older women have established careers with consistent sources of income. They’re financially independent and proud of it. They don’t need a guy to pay for them as many younger girls do. You can offer to take her out but expect any outcome. So keep this in mind when you go on your first date with an older woman.

She may let you pay, but don’t be offended if she insists on paying for herself, and possibly you. You can leverage the situation by offering to pay for the next date, and watching her reaction when you suggest the next date.

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She Wants To Talk About Real Issues

Older women aren’t interested in talking about the weather or what the Kardashians are doing. They have better things to talk about than celebrities or small talk. Part of the reason you’re dating her is that she’s sophisticated and cultured.

Mature women enjoy talking about topics that matter. Travel, world issues, current events, and experiences. Or the most important topic: you and her. Ask her questions to get the conversation going, then let her take it from there.

She’s Not Interested In Getting Drunk

Older women don’t drink to get drunk — those days are behind them. Most of them had to learn the hard way and prefer not to repeat their mistakes.

She may order a chardonnay or martini. She drinks it because she enjoys the flavor (and the calming effect). Don’t expect her to order more than one or two; she doesn’t want to get sloppy. She’s probably driving herself home and doesn’t want to get pulled over. And she might have kids or other responsibilities waiting for her.

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She Won’t Sleep With You

You’re on a date with her, so she’s interested. But older women know how to flirt without giving up the goods. They want to entice you until you’re both so worked up you can’t take it anymore.

Subtle jokes or light touching. Innuendos and hypotheticals. Then the sexual tension bursts open like a dam, and you’re both calling in sick to work. Most older women wait until the second or third date before considering sex. She may hold out, but she’ll make it worth your while.

She Wants To Know You

Women love to talk about themselves, especially when they’re younger. What they had for lunch, their job interview, how their classes are going. Older women are more interested in getting to know you.

She’ll talk about herself, but expect her to ask a lot of questions and listen. Her questions will be thoughtful without being invasive. These are some of the top things she wants to talk about during your date. Keep in mind that her questions are meant to open you up, so she can learn about who you are. Feel free to ask her questions as well, this is the whole reason you’re on the date.

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She Has Manners

Older women grew up in a different time, one that emphasized good manners. So expect to see her place her napkin on her lap, hold her elbows below the table, say “please” and “thank you,” and tip the staff well. It's one of the best things about dating older women.

She may not notice if you make one or two faux pas, but try to be mindful of your manners. You don’t have to hold the door for her, but you should let her order first and select the movie (if you see a film).

She Will Tease You

Older women love to date younger guys for a lot of reasons. One of the things they like most about the dynamic is the teasing. She’ll tantalize you just because she can. Teasing, texting, joking and being playful. Older women love the reaction they get from younger guys when they tempt them. Enjoy it. She’s not just a tease, she’ll follow through as long as you play nice and let her have her way.

She Has Refined Taste

If you plan on being entertained on your date, expect her to choose a thought-inspiring film or play. She’ll pick a trendy place downtown with great appetizers if you're just going to dinner. If you’re grabbing drinks, look forward to an urban martini house or wine bar.

Most older women aren’t into sports bars, raunchy comedies, and Hooters. She wants to show off her sophisticated judgment. There are certain topics you don't want to talk about with older women simply because it's in bad taste for the first date (such as religion, politics and anything too controversial). You can let her know what your preferences are after a few dates if you don’t agree with hers. But let her pick the place for the first few dates.

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She’ll Ask To See You Again

Older women aren’t afraid to ask for what they want. They aren’t coy or shy. If she wants another date, she’ll let you know. She’ll ask to see you again at the end of the date, or soon after. Older women prefer transparency over games. You should have a pretty good idea how things are going halfway through the date. But if there are any lingering doubts, she’ll clear them up.

She’s Adaptable

Older women know that life doesn’t always work out the way you want it to. Sometimes, neither do dates. Instead of throwing a tantrum and heading home, she’ll be up for anything. She’s adaptable and willing to shift gears on the fly. The dinner reservation isn’t ready? No sweat, catch the first flick that’s playing. She’ll think you’re sensible-yet-adventurous for handling the situation so well.

Older women make the best dates. They’re excellent conversationalists, sexy flirts, and great food and wine connoisseurs. Every woman is a little different, but you can expect to have a good time as long as you let her lead the way. And if things go well on your first date, you might even start planning your second date with an older woman.

Who knows, you might be sitting across the table from your soulmate. You won’t know unless you try, and trying is half the battle.


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