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Work on enjoying your relationship in the moment instead of worrying about what lies ahead. Making a big deal about her age will make her feel like you’re not comfortable with dating someone with so much more experience than you. This will make you come off as a bit insecure.

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, older women dating 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.

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.

5. Genuinely make her feel like she’s still got it

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.

• Your new love may have children that she supports while you’ve only ever had to worry about yourself.
• Yet it’s not all cradle snatching and oedipal gloom for older women dating younger men.
• Often younger guys try to outmatch the older guy, by pretending to be more experienced, worldly, wisely and even successful than he is.
• If she has kids, are you excited about the prospect of potentially playing a step-father role?

On a practical level, online dating can be a lifesaver for older women venturing into the modern-day dating world. Older women dating can use internet dating services are designed to be easy to use, which means you don’t have to develop any advanced tech skills. They’re also a great way to get to know potential dates before committing to that crucial first meeting.

So my biggest piece of advice, as always, is to stop thinking like an idiot guy and get out of your own way. Women aren’t games to be won or riddles to be solved. They’re just people, like you, who want to find someone cool to eat dinner with, watch Netflix with, and fuck. That’s basically everyone’s dream at this point regardless of age, race, gender, orientation, whatever.

Once you’ve completed the test we take your results and use them to match you with likeminded singles. Our carefully calibrated matchmaking algorithm ensures that you’re paired with people who you’ll share a great deal in common with. What’s more, our platform is completely bespoke in that it can be tailored to suit your dating expectations. This means you can modify certain criteria, including partner preferences and how far you’re willing to travel to meet other singles.

7Change will be hard…

Health and ageing won’t be a pressing concern for many younger men dating older women but, if you’re looking for a long-term relationship, they’re good to be aware of. How will you feel if your partner retires while you still face years of working? Are you prepared to care for an elderly partner rather than enjoy your retirement travelling and having new experiences? You’ll likely sacrifice many things for someone that you love but it’s worth considering what the future may hold so that you’re fully prepared.

Megadating is a dating strategy that involves dating several people at the same time in order to diffuse energy by keeping your calendar full. When you MegaDate, dating becomes fun instead of frustrating. Because you are hanging out with different women instead of focusing on going out with one woman at a time, your confidence will increase, your anxiety will decrease, and you won’t settle for less than you deserve. Even if you only date an older woman one time, it’s a great learning experience.