5 Benefits of Dating an Older Woman

Why You Shouldn’t Shy Away From Dating an Older Woman

Some people, especially those in relationships with significant age gaps, like to say that age is just a number. Of course, this is true: When it comes to relationships where one partner is significantly older than the other, it’s not age that matters most. Instead, it’s all those other little things — shared hobbies and goals, similar temperaments, mutual respect and understanding — that typically determine whether or not a partnership between two people is built to last.

Older men have no problem dating younger women, and the opposite dynamic of older women dating younger men is becoming more common, too. But why? Why would a guy seek out a woman who is five (or more) years older than him? Maybe it’s because they’re in on a little secret that you haven’t quite figured out for yourself yet. If you can’t already guess, there are a lot of benefits to dating a more “seasoned” woman.

If you’re still skeptical, let these relationship experts impart their knowledge upon you. You’ll be a firm believer in no time.

She’ll Likely Have a Wider Worldview

With age comes experience and wisdom, which is precisely why we often turn to those older than us for advice about everyday problems. They’ve been around the block, leaving them equipped with plenty of knowledge that can change a younger person’s viewpoint on whatever issue they may be facing. The same applies in a dating context.

“Some older women are more sophisticated than younger women because they’ve had more time to experience life,” says relationship expert and author April Masini. “They know about more things than younger women might, and they have a lot to offer because of this wealth of experience. The conversation is going to cover a much broader swath of life than it might dating a younger woman. For someone who is just starting to date older women, their points of view, and the way they see the world may be new, fresh, and exciting. This new perspective will affect a man who is sensitive and attentive — he’ll acquire an expanded sensibility and he’ll have the benefit of her experiences.”

She’ll Already Be Financially Secure

As Chicago-based dating coach Tripp Kramer explains, the older a woman is, the higher the probability that she has her financial house in order.

“This is because she is either a) later in her career, (at which point) people generally make more money, or b) she has been through a divorce, which can also grant her more money,” says Kramer.

This isn’t always a done deal, of course, but there are older women out there looking for a young stud like yourself that they can dote on. According to Masini, “When it comes to money, older women dating younger men may be looking for someone they can take care of and mold. Other women may be looking for a younger man who has his own money; it really depends on the woman.”

She Knows What She Wants and Will Be Honest About It

Younger women, like younger men, are often still trying to figure themselves out — what they like, what they don’t; who they can see themselves with; what things in life matter most to them. Older women typically have these things figured out already.

“Because they have more life experience, older women usually don’t want to waste time when they already know what they want,” explains Masini. “They’re usually quicker to make decisions than younger women, who are still deciding what they like and don’t like.”

Emyli Lovz, a San Francisco-based dating coach for men, shares a similar sentiment. “She’s likely been down the rabbit hole of a bad relationship or two,” she adds. “She knows what she’s looking for and doesn’t want to waste her time on the same old guy again. Keep in mind: patterns are hard to break for anyone, so she might be avoidant at first, if you’re not her typical type. In these cases, it’s best to get good at overcoming objections.”

She’ll Have Plenty to Talk About

Growing up a generation apart, or even just at opposite ends of a particular generation, nearly equates with growing up in different universes. Because of this, conversations with an older woman provide an opportunity to expand your perspective in ways you otherwise wouldn’t.

“Assuming that you’re referring to women who might be 38 to 45 … you should have deeper and more meaningful conversations compared to dating a 22-year-old woman,” says Lovz. “She might be more versed in what happened in the real world while you were still in high school or even junior high.”

In fact, Lovz believes that “differences in age are similar to differences in culture,” explaining how what she’s gone through can help you get through any hardships of your own.

RELATED: Pros & Cons of Dating Older Women

“They’re an opportunity to expand your perspective and step out of your own reality,” she adds. “Her experience can help you better understand various stages in your own life, too. She might be particularly helpful with transition periods like moving into a new role at work or navigating the purchase of your first home, if she’s already had life experiences like the ones you’re going through.”

She’ll Probably Have a Solid Amount of Sexual Experience

While it’s tough to generalize, older women will typically bring many years of sexual experience into a relationship with them, and there’s a good chance they will be able to teach you a thing or two in between the sheets.

“Generally speaking, the older she is, the more sex she has had,” explains Kramer. “So, if you are interested in kinkier types of activity or want to explore more of your sexual side, then it could be a great opportunity.”

If you’re looking to date an older woman, there are a number of places to meet one. Whether through friends or work, at a hotel lounge or upscale bar, through yoga class or via an app or website — wherever you may run into an attractive older woman that peaks your interest — don’t be afraid to see where things lead.

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Celebrity Sightings: Vanessa Hudgens – Part 4

I absolutely adore Vanessa Hudgens. She is a great actress who has stupendous legs.


2016–present: Television and films

On January 31, 2016, Hudgens starred in the role of Rizzo in Grease: LiveFox’s live broadcast based on the original Broadway musical.[83] Hudgens dedicated her performance to her father, Greg, who died from cancer one day before the special aired.[6] In 2017, Hudgens played Emily Locke on NBC‘s comedy series Powerless, which was based on DC Comics characters.[84] It was cancelled after one season. That same year, Hudgens was featured on Shawn Hook‘s single “Reminding Me” and also starred in the music video.[85] Hudgens will star in the upcoming romantic comedy film Second Act, directed by Peter Segal.[86] She was also cast in the romantic comedy film Dog Days, alongside Finn Wolfhard and Nina Dobrev, which began filming in late 2017.[87]

Personal life

Hudgens and Josh Hutcherson in January 2012

Hudgens began a relationship with High School Musical co-star Zac Efron in 2005. The couple became a frequent target for the media, and in turn the BBC predicted that Hudgens would be a “household name” in the US.[88] They ended their relationship after five years in December 2010.[89][90] Hudgens is a close friend of actress Ashley Tisdale, whom she met when they both appeared in the film High School Musical;[91] Hudgens was a bridesmaid at Tisdale’s wedding on September 8, 2014.[92]

Hudgens has been in a relationship with Austin Butler since 2011.[93]

In May 2016, Hudgens paid $1,000 in restitution for damage of U.S. Forest Service property by carving initials within a heart on a rock in the Coconino National Forest and displaying it on her personal Instagram feed.[94]

Hudgens was raised Catholic, but since has grown away from that branch of Christianity and now identifies as a non-denominational Christian. She attends the Los Angeles affiliate church of Hillsong Church.[95][96][97]


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Kita – Chapter 16 – First Date – Part 4

The food comes and it’s amazing. I share some of my chicken with her because she says she loves chicken. I like sharing my food with her. There’s something intimate about that.

We discuss her ex a bit more. I make it clear to her why shouldn’t text him or reach out in any way. He doesn’t deserve it after the way he treated this little flower. We also discuss the new guy that’s she’s been dating, Steve. I can tell she knows he’s nice but the indelible stain of JR is still on her heart. She again says that they’re in no way an item. I like that. This poor girl’s in a vulnerable state of mind. But I must keep my black wings tucked for now.

She’s excited to see her younger sister Jina on Saturday. She’s on the rowing team at her school and Kita is going to see her race on the Schuylkill River. She and her sister are both very close.

After dinner I tell her that we must get the flight of gelato. She agrees, and we check the menu and decide on what flavors we want to sample. The flight is a line of six long spoons and each one has a dollop of deliciousness on it.

We settle on the following: Pistachio, (of course!) Caffe, Cannolo, Fondente, Bacio, and Tiramisu. All amazing. I thought they were just going to bring out just the one plate and we’d share but our server rolls up with TWO plates of six spoons.

“Oh my gosh… I have to take a picture of this!” squeals Kita.

We take our forks and start to pick at each one. I love food like this. Just small portions, and each one has it’s own creamy unique flavor. Each mouthful makes you feel different than the one before. Like a Beatles album. This is clearly the encore to a wonderful meal with a beautiful young lady.

After dessert the bill comes and she wants to help. I love that she even asked. If you’ve been reading this blog you’ll know that I’ve been on dozens of dates and many of these women don’t even offer. I have no intention of letting Kita pay. I insist because I’m the one who asked her out to dinner and she’s the poor, raman noodle eating college sophomore. That, and the fact that she’s a young, smoking hot baby.

Since I get the hookup there, the bill was only $60! Kita doesn’t drink, so that right there is a huge savings. Drinks can easily add $40 to your bill. Kita doesn’t know it but she’ll never have to pay when she’s out with me. I’m just honored to be in the presence of this girl. She could hang out with whoever she wants at her age, but tonight she chose me and I’m going to do whatever’s necessary to please her.

The best part up to this moment is when we were talking about next time. Next time. I’ve been in sales my whole life. Any good salesman knows that when you get the first meeting you always set up the second meeting before you leave. A, B, C… Always Be Closing! I don’t set a specific date for our next foray into food, but I do discuss how great the noodles and pot stickers are at Dan Dan over on 16th street. Plus, my buddy Norm will give us the hookup.

We gather our coats and thank everyone for everything and tell them how wonderful the entire experience has been. The general manager even came by to make sure we were happy. This could be my new go-to spot to romance ladies.

We get outside and we can feel the snap in the air of the October evening.

“Ooohh… I miss Florida!”

She calls for an Uber and we walk down to 16th street to catch it.

“Thank you so much for a lovely evening, Charles.”

We hug and I can smell the jasmine in her hair.

“Wait…” She takes my face in her tender hands. “Come closer.”

That’s the moment she kissed me on the lips. They are full and warm against mine. This takes me by surprise and my heart skips a beat or two. It’s not a sexual kiss. Just a firm thankful, pressing kiss and then slow release.

“Thank you, Charles.” Her lovely almond eyes glisten in the evening light. Her mouth curves into a mischievous grin. She seems to be enjoying the look of mute awe on my startled face.”

“See ya!”

She hops in the car and she’s off.

I’m stunned beyond words. Dopamine has dropped and the euphoria takes my spirit. I turn and do the slow motion Reservoir Dogs walk down 16th street as I light a cig and pull deeply upon it.

Wow. Just…Wow.

I text her. “Had a great time tonight! Text me when you get home safe.”

Fifteen minutes later I’m home in my chair.

“Thanks so much for dinner, Charles!!!! It was awesome and super good!! (Emoji with little hearts for eyes) I just made it back!”

I smile and take a sip of wine. Maiden voyage has been a success. The universe is unfolding as it should.




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