44 Dating Experts Share Their #1 Tips For Dating Older Women

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There’s always that slight intimidation factor in the back of your mind as a younger man trying to woo an older, attractive woman. And older, attractive women can sense guys who are confident in themselves from a mile away. If you let this intimidation take over, your chances of wooing her are over.

This is the key. If you are younger by a significant amount, dating an older woman this will be the elephant in the room at first.

1She’ll open up a whole new world

He can relax and have a good time without going into debt because she can’t pay her share in supporting their lifestyle or activities. No need to waste time figuring out what she wants. It will come as no surprise to anyone that men are not minded And yet, in dating situations, they often find themselves spending many days and hours trying to guess what a woman wants from them. Older women have learned not to waste any time on that.

The good news is that there are plenty of positives to older women dating. Good question! At SilverSingles, we’d consider it to be anyone who’s interested in getting involved with older dating. Our site caters for one of the fastest growing segments within online dating, namely the over 50 cohort.

  • She writes, speaks and coaches on accessing our inherent perfection in life and love.
  • Some older women may already have a child or children from a previous relationship.
  • Some older women will have the experience of a relationship, two or more.

The reasons for this may go back to our perceptions about the value of women. Traditionally, women have been valued directly about their ability to have children. For this reason, women, as they age, are often dismissed as no longer beautiful, while gray hair and wrinkles on men are seen as marks of distinction. Older women don’t want to waste time playing games.

1. Meet her where she is

When dating an older woman, know that her values are not the same as a younger woman. While sex is important, it won’t be her priority. The solution in this scenario is to invest more time in romance and intimacy, which will get her in the mood for sex more often. “I’m 21, dating a woman 25 years older than me. We’ve been dating since I was 18, and I plan on proposing early next year. It’s amazing. There’s never any arguing or fights, never any jealousy. She’s emotionally mature, so there’s never any drama. If there’s something we disagree on (which I can’t even think of an example for), there’s no contention. The emotional maturity is probably one of the most attractive things. She’s more self conscious with the age difference than I am, but its not a big deal for either of us (especially after three years). All of our friends are great and no one is judgmental.

Lover of travel, luxury goods and services. Total foodie. Passionate about connecting people in love and in business. Fed up with the typical lying and manipulating present in the Pick Up Artist industry, Damien Diecke set out to put his Life Coaching and hypnosis Qualifications to work offering men an alternative way to improve their self-confidence and become more confident versions of themselves.

That is not to say that they never have a bad day, but merely that it’s probably due to something more than the fact that they have a pimple and a party to go to that night. Why would a man want to date an older woman? Well, older women are often more mature, and financially independent, but they can also be better lovers and usually won’t mess with your head too much.

Don’t chase an older woman for the sole purpose of knocking something off your sexual bucket list. People are not meant to be “bragging rights,” nor should they be fetishized for one tiny aspect of their persona. You should pursue women you’re genuinely attracted to and have a strong connection with. So you’re on the hunt for your very own Ashton Kutcher-Demi Moore moment, or maybe something a little longer-lived.

Either way, you’re not the only bloke to venture out of your age group in search for an older woman. In fact, it’s become so common in recent years there are designated dating sites online‚ like olderwomendating.com and cougarlife.com. And while there’s a seemingly endless supply of stupid “cougar” jokes, there’s also a bounty of misconceptions about what it’s actually like to date an older woman.

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